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Chicago/Lakeview-North Center
Wikivoyage guide · 24 sections
▸Introduction510 chars
Lakeview has the lion's share of Chicago's nightlife, starting with Wrigleyville, home of the Chicago Cubs and major players in the city's theater and music scenes, and Boystown, one of the largest and most vibrant LGBT communities in the United States. Down the street from both is the Belmont strip, where teen punks flock to shop and show off in the Dunkin' Donuts parking lot.
Further west are the neighborhoods of North Center, Roscoe Village and St. Ben's, which have fun, laid-back bars and restaurants.
▸Understand2,225 chars
For many years, Lakeview was so far away from the action that opening a saloon on Clark Street was considered a peaceful retirement for convicted ex-politicians in Chicago. With the expansion of the elevated train system, however, that changed rapidly, and with the 1914 construction of Weeghman Park, later to be known as Wrigley Field, Lakeview became the capital of the North Side. The Chicago Cubs, also known as the most dominant baseball franchise of the 19th century, took up residence at Wrigley and commenced the hundred-year lack of success that made them famous. Other teams have slumps, but the Cubs were beyond compare, tormenting their fans with a hundred years of near-misses, late collapses, and abject futility that is unrivaled in American professional sports. The curse finally came to an end, though: in 2016 they won their first championship in over a century. But win or lose, Game Day is always a joy in Wrigleyville. As the last franchise in baseball to install stadium lights for night games, the Cubs' schedule still features more early afternoon starts than any other team in the league, and the sun-soaked ivy walls of Wrigley Field are a pleasure no matter what the score. Today, it's a rare thing in America: a genuine neighborhood ballpark, surrounded by streets that amplify the Cubs fandom into frenzy on game day. As a nightlife destination, Wrigleyville also supports the Metro, one of Chicago's foremost rock venues, and other great ones like Schuba's, Martyrs', and The Vic. The storefront theater scene also thrives here.
But there's more to Lakeview than Wrigleyville. A short walk east is Boystown, home of a cheerful, lively LGBT community and a great destination for anyone who enjoys high-energy nightlife. It's also home to the massive annual Pride Parade in June. Roscoe Village is west of Wrigley, and is popular with older gay couples and young people lured in by fashionable boutiques and the promise of a sunny day at one of the many sidewalk cafes on Southport, not to mention Chicago's premier movie revival house, the Music Box. And Lakeview embraces its inner dive bar in North Center, full of converted warehouses, quality bowling alleys and cheap beer without the jocks.
▸By train537 chars
The CTA Red Line makes stops in Lakeview (Belmont) and Wrigleyville (Addison, Sheridan). The Brown Line, further west, connects with the Red Line at Belmont, and makes additional stops in Lakeview (Diversey, Wellington, Southport), Roscoe Village (Paulina), and North Center (Addison, Irving Park). All but Sheridan are wheelchair accessible. The Purple Line from the Loop and Evanston also stops at Belmont during weekday rush hours. The Union Pacific/North Line runs through Lakeview and its nearest stops are Clybourne and Ravenswood.
▸By bus1,078 chars
8 Halsted travels through Boystown. A poll named this the worst bus route in the city. It's late when it shows up and goes nowhere fast.
9 Ashland is an all-night route. Overnight service only runs between 95th and the North/Clark Red Line stop.
22 Clark runs the length of the north side, but it slows to a crawl through Wrigleyville, particularly on weekends and on days of Cubs games. It runs all night long.
36 Broadway comes in from Uptown and carries on to the Loop.
49 Western runs all night through most of the city and hits the Belmont/Western intersection, near which is the best of the Roscoe Village nightlife.
76 Diversey runs east/west on Diversey, the border between Lincoln Park and Lakeview, and continues to Logan Square.
77 Belmont runs all night and connects Roscoe Village with the Belmont Red/Brown Line stop and Boystown.
80 Irving Park runs most of the east/west length of the city, connecting with the Brown Line in North Center and the Sheridan Red Line.
152 Addison travels east/west through the edge of Boystown, Wrigleyville, and on to North Center.
▸By car283 chars
Lake Shore Drive has an exit at Belmont. Beware of driving on Clark Street on weekends and during Cubs games, though. The taxis are a menace and the drunks are drawn to the middle of the street like flies to lights. You'll go nowhere fast and see Chicago at its worst in slow-motion.
▸See744 chars
1 Horner (Henry̞) Park, 2741 W Montrose Ave, ☏ +1-773-478-3499. Great big wonderful park with plenty of softball fields, football and soccer fields, basketball and tennis courts, trees, and a nice walking path. The leafy surroundings make it a great place for the annual pumpkin patch in the fall. (updated Jul 2025)
2 Wunder's Cemetery, 3963 N Clark St (Sheridan Red Line), ☏ +1-773-525-4038. 8AM-4ː30PM. Overshadowed by the magnificent Graceland Cemetery across the street in Uptown, the smaller, slightly overgrown Wunders was established in 1859 and features some intriguing monuments, with more of a forgotten-by-time atmosphere than its more famous neighbor. A third cemetery, Jewish Graceland, is directly south. Free. (updated Jul 2025)
▸Do1,964 chars
1 Annoyance Theater & Bar, 851 W Belmont Ave (Belmont CTA), ☏ +1 773-492-5440. The Annoyance began with the long-running Co-ed Prison Sluts, which set the tone for what followed: fun, original shows with equal parts ironic kitsch and cheerful shock, led by Mick Napier, who directed some of Second City's best shows. The Annoyance is also one of the major training centers for comedy students in Chicago. Tickets $5-15.
2 Music Box, 3733 N Southport Ave (Southport Brown Line), ☏ +1-773-871-6604. Evening shows on weekdays, matinees and midnight movies on weekends. Chicago's foremost source of cinematic delight, with two screens for classic and world-premiere independent movies and the occasional mini-festival. Tickets $8.25-9.25.
Timber Lanes, 1851 W Irving Park Rd (Irving Park Brown Line), ☏ +1-773-549-9770. M-F 11AM-2AM, Sa 3PM-3AM, Su 1PM-2AM. If you like to sample the bowling culture of any city you visit, this is a fine choice; there are eight well-kept lanes, a cash bar, a good jukebox, and a few references to The Big Lebowski. Might be wise to call ahead for availability in the early evening, though, as there are a few leagues. $2-2.50 per game, except F Sa at night, when it's $20/hour per lane.
3 Wrigley Field, 1060 W Addision St (Addison Red Line), ☏ +1-773-404-2827. Ernie Banks, Harry Caray, the 1908 champs, and the 2016 champs; yes, this is the home of the Chicago Cubs, the North Side's beloved baseball team. Among ballparks, only Fenway in Boston can match the old-time beauty of Wrigley and its famous ivy-covered walls. If you'd like to see Wrigley without attending a game, tours are occasionally offered ($25). Tickets can be as low as $8 for 'value dates', but the prize seats in the bleachers are usually $32, and certain dates wind up in scalpers' hands long before regular folks get a shot at them. 'Associations' host 'guests' on the rooftops around Wrigley, usually with unlimited beer and burgers, for upwards of $100.
▸Music1,566 chars
A few great venues are also listed under Drink as well.
4 Metro, 3730 N Clark St (Addison Red Line), ☏ +1-773-549-0203. Chicago's foremost rock venue, although other genres like electronic and hip hop figure in the lineup as well. If a band is on the verge of stardom and they're on their way through Chicago, the Metro has a knack for booking them. Many shows are all ages, and are generally affordable. Tickets general admission (e.g. standing room only), so be prepared to stand, and press forward for your right to see a guitarist's nostrils. Smart Bar, next door, is owned by the Metro and features good DJs most nights of the week. Tickets vary by event.
Schuba's, 3159 N Southport Ave (Southport Brown Line), ☏ +1-773-525-2508. Shows start 9PM-10:30PM. One of Chicago's landmark venues for cool music. The building was built over a hundred years ago by the Schlitz beer company, a heritage that is acknowledged by countless plastic cups serving that and other cheap beers for indie rock fans. Tickets $10-18.
Martyrs', 3855 N Lincoln Ave (Addison/Irving Park Brown Line), ☏ +1-773-404-9494. Shows start 7-9:30PM. Artists in Chicago have developed communities in so many different genres — rock, blues, jazz, classical, hip hop, house, reggae, folk, country & numerous traditional ethnic style — that Martyrs' strives to be the place to see each of them. Tickets $5-25.
5 The Vic, 3145 N Sheffield Ave (Belmont CTA), ☏ +1-773-472-0449. A good concert venue — not dissimilar to the Metro in size or sound quality, but there are seats. Concert prices vary.
▸Theaters1,139 chars
6 Briar Street Theater, 3133 N Halsted St (Belmont CTA), ☏ +1-773-348-4000. Box office M-F 9AM-9PM, Sa 9AM-10PM, Su noon-4PM. The Chicago home of the nationally famed performance art Blue Man Group. Shows in the evenings, with matinees included on weekends. If you've seen them elsewhere, you're not likely to see anything new here. Tickets from $59.
7 The Playground, 3209 N Halsted St (Belmont CTA), ☏ +1-773-871-3793. Usually two shows a night, around 8PM/10PM, with occasional midnight shows F-Sa. The Playground has a few things going for it: the perfect location for beginning or ending the night with a show, a BYOB liquor license, and a non-profit co-op structure that makes the performers here some of the most enthusiastic and committed you'll find. Quality will vary by ensemble. $5-10.
Stage Left Theater, 3408 N Sheffield Ave (Addison Red Line), ☏ +1-773-883-8830. Shows usually 8PM. One of the mainstays of Chicago's storefront theater since 1982, Stage Left hosts everything: new works of social, political, intently serious drama are balanced out by manic rough drafts of new comedies by guest ensembles. Tickets $10-20.
▸Events & festivals422 chars
Pride Parade, 3712 N Broadway St, ☏ +1-773-348-8243. Last weekend of June. The annual celebration of Chicago's gay community, led by a parade down Halsted with floats and foam rubber contraptions that are not for the faint-of-heart. It's crowded, but it's a favorite of people from all over the city, and always high-energy. Most Boystown bars, clubs, and restaurants hold special events along with it. It gets very "lit"!
▸Buy2,023 chars
There are a few shopping areas of note. The Southport Corridor (3300 N to 3800 N) has a row of independent boutiques along with a few specialty stores. Lincoln Avenue in Roscoe Village also has some worthwhile shops, particularly near the Paulina Brown Line stop. Clark Street near Diversey has a few chain retailers like Marshall's, and a number of upscale boutiques are crammed alongside resale behemoths on Belmont, near the train station.
On game days, the streets of Wrigleyville are packed with vendors selling cheap Cubs gear.
Anthropologie, 3532 N Southport Ave (Southport Brown Line), ☏ +1-773-935-2693. M Tu 10AM-8PM, W 10AM-5PM, F Sa 10AM-7PM, Su 11AM-6PM. Librarian chic clothes boutique.
The Brown Elephant, 3020 N Lincoln Ave (9 Ashland or 77 Belmont bus), ☏ +1-773-549-5943. 11AM-6PM daily. Find bargains on a large selection of second hand merchandise, including many upscale brands. All proceeds support HIV/AIDS care and gay and lesbian services.
Century Shopping Centre, 2828 N Clark St (22 Clark, 36 Broadway, or 76 Diversey bus), ☏ +1-773-929-8100. Most stores M-F 10:30AM-9PM, Sa 10:30AM-6PM, Su noon-6PM; open later for movies. A vertical mall headlined by the Landmark's Century Centre multiplex showing independent and foreign movies, and several floors of stores from fashion chains like The Express.
IWW Literature Department, 1621 Belmont Ave, ☏ +1 773-270-0284, store@iww.org. M-F noon-5PM. Bookstore for the radical union, the IWW.
Ragstock, 812 W Belmont Ave (Belmont CTA), ☏ +1-773-868-9263. M-Sa 10AM-9PM, Su noon-8PM. Cheap re-sale clothes shop. They also have a location in Wicker Park, but this one is open later (for those impulse fedoras) and has two floors.
Foursided Card + Gift, 2958 N Clark St (Wellington Brown Line), ☏ +1-773-244-6431. M-F 11AM-7PM, Sa 10AM-7PM, Su 11AM-6PM. Excellent selection of letterpress cards and other artful items, antiques, and one-of-a-kind objects. They also have a framing gallery in Andersonville, Foursided, but this one is a true gem.
▸Eat259 chars
It's not until you reach the high-end that Lakeview dining becomes especially memorable, but there are plenty of quick, reliable places. Most importantly, a lot of them are open late — this is probably the best place in the city to grab a bite after midnight.
▸Budget1,314 chars
Joy's Noodles and Rice, 3257 N Broadway St, ☏ +1-773-327-8330. Su-Th 11AM-9:30PM, F Sa 11AM-10:30PM. Long standing Thai food restaurant on Broadway in Boystown. Numerous noodle, curry, and rice dishes at a very affordable price. BYOB, so stop at Treasure Islando before hand and get a nice bottle of wine to go with your meal. Good price on lunch specials, or use it as a great meal to start your night out on the town. $8.50-11.
Pick Me Up Cafe, 4882 N Clark St (Belmont Red Line, walk until you hit Clark, and head northbound), ☏ +1-773-248-6613. M-F 10AM-10PM, Sa 8AM-11PM, Su 8AM-10PM. Best known for being open late when you're too drunk to go anywhere else, this vegan friendly cafe has a variety of food from Mexican to pizza, and a nice selection of desserts. $5-15.
Tac Quick Thai Kitchen, 1011 W Irving Park Rd (Sheridan Red Line), ☏ +1-773-327-5253. M-Sa 11:30AM-9:15PM, Su 11AM-8:30PM. Good casual Thai food has been somewhat of a challenge in many parts of Chicago. This new BYO has succeeded when many other Thai restaurants have failed. Menu is available in both English and Thai. $7-14.
Scooter's Frozen Custard, 1658 W Belmont Ave, ☏ +1 773-244-6415. One of Chicago's best-rated frozen custard shops, and a beloved local institution. Open only in the summer months. $4-15. (updated Jun 2021)
▸Mid-range2,087 chars
Angelina's Ristorante, 3561 N Broadway St, ☏ +1-773-935-5933. M-Th 5:30PM-10PM, F Sa 5:30PM-11PM, Su brunch 10:30AM-3PM and 5:30PM-10PM. High-end Italian cuisine with a charming, intimate vibe. The pumpkin ravioli is a knockout. $14-25.
Ann Sather, 909 W Belmont Ave (Belmont CTA), ☏ +1-773-348-2378. M-F 7AM-3PM, Sa Su 7AM-4PM. This Swedish standby is a can't-miss for one of the city's best breakfasts, served all day, including warm, fresh-baked cinnamon rolls dripping with sugary icing. Now a bona-fide chainlet with five locations around Chicago, but try the nicely renovated 50-year-old Belmont branch. $10-14.
The Chicago Diner, 3411 N Halsted St, ☏ +1-773-935-6696. M-Th 11AM-10PM, F 11AM-11PM, Sa 10AM-11PM, Su 10AM-10PM. A restaurant serving vegetarian-only food on Chicago's north side, the Diner's emphasis on quality — and its vegan shakes, which it proudly describes as "the shiznit" — has kept it around for more than 30 years. $11-16, but $5.99 veggie brunch is offered until 3:30PM.
Chilam Balam, 3023 N Broadway St (Belmont CTA), ☏ +1-773-296-6901. Tu-Th 5PM-10PM, F Sa 5PM-11PM, Su M closed. Cash only BYO creative Mexican joint with a continuous line out the door for dinner. Known for fresh ingredients, moles, and small plates. $14-30.
La Creperie, 2845 N Clark St (Diversey Brown Line), ☏ +1-773-528-9050. Tu-F 11:30AM-11PM, Sa 11AM-11PM, Su 11AM-9:30PM. Big, tasty crepes for breakfast, dinner, and dessert, with plenty of wine and beer. The outdoor seating is especially nice. $8-14. (updated Mar 2019)
Laschet's Inn, 2119 W Irving Park Rd (Irving Park Brown Line), ☏ +1-773-478-7915. Kitchen Tu-Th 2PM-10:30PM, F Sa noon-10:30PM, Su noon-10PM; tavern M 4PM-2AM, Tu-Th 2PM-2AM, F Su noon-2AM, Sa noon-3AM. It began as a tavern, but now has a full kitchen for German food and meaty dinner specials. $7-20.
Que Rico!, 2814 N Southport Ave, ☏ +1 773-975-7436. M-Th 5PM-11PM, F-Su noon-10PM. Great Mexican/Argentinean food with comfortable indoor and outdoor seating that can turns one hour into three before you ever think to look at your watch. $14-22.
▸Splurge977 chars
Mia Francesca, 3311 N Clark St (Belmont CTA), ☏ +1-773-281-3310. Dinner M-Th 5PM-10PM, F 5PM-11PM, Sa 3PM-11PM, Su 3PM-10PM; brunch Sa Su 10AM-3PM. The original location for Mia Francesca's fine Italian dining, and the best — it's noisy, crowded, and not the place for an intimate meal, but Mia's has great pasta & fish, and offers a very Chicago atmosphere of hustle & bustle. $18-30.
Tango Sur, 3763 N Southport Ave (Southport Brown Line), ☏ +1-773-477-5466. M-Th 5PM-10:30PM, F 5PM-11:30PM, Sa 3PM-11:30PM, Su noon-10:30PM. Argentinean steakhouse with fantastic beef. There are a few side dishes like empanadas and a good dessert menu, but the beef is the star attraction. It's BYOB. $20-30. (updated Mar 2019)
Turquoise Restaurant, 2147 W Roscoe St, ☏ +1-773-549-3523. M-Th 11AM-11PM, F Sa 11AM-midnight, Su 9AM-10PM. Extensive menu of fresh seafood, Mediterranean, and vegetarian specialties. Plenty of fruity and exotic drinks and lounging space on offer, too. $18-26.
▸Boystown1,821 chars
The nightlife in Boystown may be the best in Chicago. It's wild, uninhibited and just plain fun, regardless of sexual orientation. Most of the action is on Halsted/Broadway between Addison and Belmont.
Charlie's, 3726 N Broadway St, ☏ +1-773-871-8887. Su-F 3PM-4AM, Sa 3PM-5AM. Late night dance bar and a great place for the after hours party, although they play country for the early crowd before midnight on weeknights or 2AM on the weekends. Karaoke hits on Sunday and Thursday.
The Closet, 3325 N Broadway St, ☏ +1-773-477-8533. M-F 2PM-4AM, Sa noon-5AM, Su noon-4AM. Forgive the pun if you can — this lesbian dive bar is another great after hours destination and the place to go for hook-up attempts that drag late into the night. It's open a lot earlier in the day than most Boystown spots and usually has sports or music videos on by day.
Hydrate, 3458 N Halsted St, ☏ +1-773-975-9244. Su-F 8PM-4AM, Sa 8PM-5AM. Inheritor of the space formerly owned by the infamous Manhole, Hydrate is now the ultimate dance club to See-and-Be-Seen on Halsted. On a night out in Boystown, everybody winds up here at one point or another. Cover $10-20, depending on DJ and event.
Roscoe's, 3356 N Halsted St, ☏ +1-773-281-3355. M-Th 3PM-2AM, F 2PM-2AM, Sa 1PM-3AM, Su 1PM-2AM. Roscoe's is a multi-purpose bar — by night, there are good drink specials and a great dance floor, but by day, you'll find a relaxed neighborhood bar with artwork by local artists and a sidewalk cafe (in the summer) for lunch.
Sidetrack, 3349 N Halsted St, ☏ +1-773-477-9189. Su-F 3PM-2AM, Sa 3PM-3AM. A large, stylish, multi-room bar that makes a great place to start the night, with slushy drinks and showtunes on a big screen. (Sundays are sing-along nights.) Gay or straight (but predominantly gay), this is one of the best bars in Chicago.
▸Wrigleyville3,736 chars
There is a watering hole for just about every personality type in Wrigleyville, particularly if you venture off the Clark Street drag near the ballpark. If you're here for a Cubs home game, rest assured that you'll be surrounded by thousands of merry Cubs fans and a world that desires nothing more than to put beer in your hands; on the downside, you'll be surrounded by thousands of Cubs fans and a world that desires nothing more than to spill beer on you, so get comfortable with sharing personal space with strangers. If you're drinking well into the night, choose wisely; as the evening wears on, a few of the bars on Clark turn into half-eaten piles of rancid nachos and the city's ripest gathering ground for date rape statistics.
Bernie's Tavern, 3664 N Clark St, ☏ +1-773-525-1898. Su-F 10AM-2AM, Sa 8AM-3AM. One of the most popular bars with locals and out-of-towners alike. The rather small inside bar opens to a large back patio. Crowd has gotten younger the past few years, but you'll still find fans from ages 20 to 90 having a good time.
The Ginger Man, 3740 N Clark St (Addison Red Line), ☏ +1-773-549-2050. M-F 3PM-2AM, Sa noon-3AM, Su noon-2AM. Guaranteed the only bar in Wrigleyville with Joy Division and Public Enemy on the jukebox. If you want a beer after a Cubs game and you don't want to be surrounded by frat boys, this is the place. Next to the Metro and Smart Bar.
Guthries Tavern, 1300 W Addison Ave, ☏ +1-773-477-2900, info@guthriestavern.com. M-F 5PM-2AM, Sa 11AM-3AM, Su 11AM-2AM. Cozy neighborhood bar known for its extensive collection of board games and bottled wines. It's a local favorite that escapes most of the obnoxious behavior found down the street. (updated Aug 2025)
Murphy’s Bleachers, 3655 N Sheffield Ave, ☏ +1-773-281-5356. Su-F 9AM-2PM, Sa 9AM-3AM. Granddaddy bar for all bleacher bums. Get there early if you want one of the coveted outside tables. It's always packed on game days; expect to pay $5 for a can of domestic beer. In the off-season, Murphy's turns into a rather cozy neighborhood bar.
Nisei Lounge, 3439 N Sheffield Ave, ☏ +1-773-525-0557. Su Tu-F 11AM-2AM, Sa 11AM-3AM, M 6PM-2AM; open at 11AM on game days. Local cult favorite with an interesting Japanese backstory. No sushi here; just a great bar with a few pool tables.
Sluggers, 3540 N Clark St, ☏ +1-773-248-0055. 10AM-2AM on all Cubs home game days, otherwise: M-Th 3PM-2AM, F Su 11AM-2AM, Sa 11AM-3AM; Piano Bar F 8PM-2AM, Sa 8PM-3AM. Home away from home for suburbanites. Packed on game days; some say too packed. Sing to your heart’s content with the piano guys upstairs or get out your pent-up aggression from another Cubs’ heartbreaking loss in the batting cages.
▸Others2,133 chars
Lakeview bars may get a bad name from the roiling mess on Clark Street, but there are actually several great places to drink within range of Wrigley.
Beat Kitchen, 2100 W Belmont Ave (77 Belmont or 50 Damen bus), ☏ +1-773-281-4444. M-Th 4PM-2AM, F 11:30AM-2AM, Sa 11:30AM-3AM, Su 11:30AM-2AM. There's beer and late-night food in the quiet front room, but the Beat Kitchen is worthy of recognition as one of the best venues in the city outside of Wicker Park for double or triple bills of excellent, little-known local and touring bands. Tuesdays are set aside for the Chicago Underground Comedy stand-up showcase.
Hungry Brain, 2319 W Belmont Ave (77 Belmont or 49 Western bus), ☏ +1-773-935-2118. Tu-Su 8PM-2AM. There's a lot to like at this small Roscoe Village bar: a few pinball and arcade machines, the sense of being in someone's comfortable basement (with beer), and the Sunday night (10PM) Transmission series for improvisational and experimental jazz.
Jake's Pub, 2932 N Clark St (Wellington Brown Line), ☏ +1-773-248-3318. M-F 3PM-2AM, Sa noon-3AM, Su noon-2AM. A good place to recover from shopping binges at the Century Shopping Centre and its neighbors (see Buy). Jake's has a good beer selection and dependable jukebox. Dogs are not only welcome — they're encouraged.
The Long Room, 1612 W Irving Park Rd (Irving Park Brown Line), ☏ +1-773-665-4500. M-F 5PM-2AM, Sa 5PM-3AM, Su 7PM-2AM. A low-lit neighborhood lounge with a casual atmosphere worth settling into for a while — and, yes, it's a very long room.
Resi's Bierstube, 2034 W Irving Park Rd (Irving Park Brown Line), ☏ +1-773-472-1749. 3PM-2AM daily. A fine old-fashioned brauhaus, with high marks for the music, the beer garden, and the ambiance. Food on offer from the kitchen (closed Mondays) includes sausages and schnitzel, of course.
Ten Cat Tavern, 3931 N Ashland Ave (Irving Park Brown Line), ☏ +1-773-935-5377. Su-F 3PM-2AM, Sa 3PM-3AM. The kitty on the sign is cradling a ten-ball because there's pool to be played here, but in most other respects, this is someone's apartment that happens to have a bar in it (and a pretty good backyard).
▸Sleep616 chars
Most visitors will feel comfortable staying here in terms of safety, and Lakeview is a better place to experience something of the real city than the retail isolation of the Near North. Given the boozy atmosphere, though, it's probably better for singles and young couples than families with kids in tow. (You can get to Wrigley from anywhere in the city via the Red or Brown Line, after all.)
There are also a handful of budget and mid-range options just south of Boystown in Lincoln Park. Hotels are usually booked solid for the Pride Parade in June, so make reservations early or be ready to check in other areas.
▸Budget313 chars
Wrigley Hostel, 3514 N Sheffield Ave (Addison Red Line), ☏ +1-773-597-4471, info@wrigleyhostel.com. Very good hostel near Wrigley Field that is open 24 hours a day. Comfortable beds, free Wi-Fi, free breakfast and a common area with large screen TV and computers with Internet. Dorm beds $20+, private rooms $50+.
▸Mid-range624 chars
Old Chicago Inn, 3222 N Sheffield Ave (Belmont CTA), ☏ +1-773-816-2465. Reasonably priced bed and breakfast in a turn-of-the-century greystone building, not far from Wrigley Field and the nightlife on Belmont. Amenities include internet access in the lobby, continental breakfast, and a complimentary lunch or dinner at Trader Todd's restaurant/karaoke bar two doors south. Rooms from $99.
Villa Toscana Bed & Breakfast, 3447 N Halsted St (Addison Red Line), ☏ +1-773-404-2416, toll-free: +1-800-404-2643. Closest accommodations to Wrigley Field, in a turn-of-the-century building. Rooms from $99/$109 off- and on-season.
▸Splurge1,255 chars
1 Best Western Hawthorn Terrace, 3434 N Broadway St (Addison Red Line), ☏ +1-773-244-3434. Check-in: 2PM, check-out: noon. 83 rooms with wireless internet and a breakfast buffet. It's close enough to walk to Wrigley Field and the bars on Clark Street, but not close enough that you'll have to listen to them while you try to sleep. Rooms from $189. (updated Oct 2017)
City Suites Hotel, 933 W Belmont Ave (Belmont CTA), ☏ +1-773-404-3400, toll-free: +1-800-248-9108. Art Deco interiors and elegant furnishings, right next to the Belmont train station — so light sleepers may want to look elsewhere. Among the amenities are Wi-Fi, afternoon cookies, and access to Bally's Fitness Club. Rooms from $189.
Majestic Hotel, 528 W Brompton Ave (Belmont CTA), ☏ +1-773-404-3499, toll-free: +1-800-727-5108. Boutique hotel in a residential pocket, with olde worlde touches like poster beds and butler pantries. Similar amenities to the City Suites Hotel, which is under the same management. Rooms from $209.
The Willows Hotel, 555 W Surf St (Belmont CTA), ☏ +1-773-528-8400, toll-free: +1-800-787-3108. European decor in a city-designated landmark building, two blocks from the lake. Same management as the City Suites and Majestic hotels. Rooms from $179.
▸Connect394 chars
Lincoln/Belmont Library, 1659 W Melrose St (Paulina Brown Line), ☏ +1-312-744-0166. M W noon-8PM, Tu Th 10AM-6PM, F Sa 9AM-5PM. Free public internet access. Three blocks south of the train station.
Merlo Library, 644 W Belmont Ave (Belmont CTA), ☏ +1-312-744-1139. M W noon-8PM, Tu Th 10AM-6PM, F Sa 9AM-5PM. Free public internet access. Three blocks east of the train station, near Boystown.
▸Go next944 chars
If it's a crosstown baseball series, you'll need to get on the Red Line and head south to Bridgeport for the Chicago White Sox.
It would take more than one curse to put the Cubs in their current condition, but the most famous of them, the Billy Goat Curse, began with the owner of the Billy Goat Tavern in the Near North.
Follow the theater trail in the storefront comedy direction to Uptown or the big-name comedy/drama direction in Old Town.
Andersonville is a stylish neighborhood a short trip northwest of Boystown with several gay and lesbian-friendly bars and businesses.
Edgewater has the LGBT Gerber/Hart Library and the less scholarly Leather Archives and Museum. During the summer, Chicago's gay community tans at Edgewater's Hollywood Beach.
Dedicated to original theater that explores gender and sexual identity, the About Face Theater Company performs at major theaters like Steppenwolf in Old Town and storefronts around Boystown.
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WBP almanac