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1

Roscoe's rating icon 8.3

3356 N Halsted St, Chicago, IL 60657, USA copy icon
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Popularity in Country: 692 of 3727
Popularity in Category: 127 of 1099
Popularity Worldwide: 4541 of 28532
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Donald December 11, 2024

My advice is to bring cash. Some drinks can be pricey and this way you avoid those pesky card fees. I wish I had known this before I went.

2

Big Chicks rating icon 8

5024 N Sheridan Rd, Chicago, IL 60640, USA copy icon
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Popularity in Country: 867 of 3727
Popularity in Category: 157 of 1099
Popularity Worldwide: 5482 of 28532
LGBT-Friendly Places
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Daniel December 9, 2024

If you're planning to use public transport, I think using the bus is the best. The nearest stop is just a few minutes away. Parking can be a pain, and I spent like 20 bucks on meters!

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David November 9, 2024

I recommend going on a Thursday night; they have fun drag shows that start around 9 PM. It's a great vibe and gets busy, so snag a good spot early!

3

Surge Coffee Bar & Billiards rating icon 8

3241 W Montrose Ave, Chicago, IL 60618, USA copy icon
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Popularity in Country: 811 of 3727
Popularity in Category: 257 of 1154
Popularity Worldwide: 5472 of 28532
Bars
Billiards
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Justin November 11, 2024

Check out their happy hour deals. I found out too late they have great discounts from 4-7 PM. Grab a drink and save some cash.

4

Cerise Rooftop rating icon 7.8

203 N Wabash Ave 26th floor, Chicago, IL 60601, USA copy icon
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Popularity in Country: 919 of 3727
Popularity in Category: 123 of 385
Popularity Worldwide: 6070 of 28532
Observation Decks
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Thomas October 12, 2024

I recommend arriving around 5 PM to catch the sunset, it’s absolutely gorgeous and way less crowded. Trust me, the view is totally worth it

5

Joy District rating icon 7.3

112 W Hubbard St, Chicago, IL 60654, USA copy icon
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Popularity in Country: 1101 of 3727
Popularity in Category: 137 of 385
Popularity Worldwide: 7552 of 28532
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Eric January 17, 2025

Definitely check out the rooftop bar during sunset! The views are unreal and you can grab a well-priced happy hour drink before it gets crowded around 6 PM.

6

Sidetrack rating icon 7.2

3349 N Halsted St, Chicago, IL 60657, USA copy icon
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Popularity in Country: 1106 of 3727
Popularity in Category: 244 of 1099
Popularity Worldwide: 7861 of 28532
LGBT-Friendly Places
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7

Scarlet rating icon 6.5

3320 N Halsted St, Chicago, IL 60657, USA copy icon
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Popularity in Country: 1388 of 3727
Popularity in Category: 299 of 1099
Popularity Worldwide: 9334 of 28532
LGBT-Friendly Places
Bars
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Thomas December 31, 2024

I recommend chatting with the staff; they're really friendly and can give you insider tips on the best drinks or events happening that week. I got some good recs that made my night.

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Jennifer December 29, 2024

Do yourself a favor and order the signature cocktail—they're unique and delish. I tried to save on a cheaper drink first but ended up wishing I just went for the good stuff right away

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Donald December 1, 2024

My advice is to try the themed nights! I stumbled upon karaoke night, and it was super fun. They have something different almost every night, so look ahead!

8

The SoFo Tap rating icon 6.1

4923 N Clark St 1st floor, Chicago, IL 60640, USA copy icon
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Popularity in Country: 1565 of 3727
Popularity in Category: 368 of 1099
Popularity Worldwide: 10863 of 28532
LGBT-Friendly Places
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George January 1, 2025

I suggest going on a weekday if you can—it's way less crowded than weekends, and you’ll have more space to enjoy the vibe. Plus, happy hour specials are often better during the week!

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James December 31, 2024

Make sure to grab a spot on the patio if the weather is nice! I didn’t, and missed out on some great outdoor ambiance. The vibe is totally different out there

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Benjamin October 25, 2024

I think hitting the place around 8 PM is a good sweet spot—you get a chill atmosphere, and then the energy picks up as the night goes on!

9

Point & Feather rating icon 5.5

113 W Hubbard St, Chicago, IL 60654, USA copy icon
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Popularity in Country: 1842 of 3727
Popularity in Category: 577 of 1154
Popularity Worldwide: 12651 of 28532
Bars
Darts
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Eric January 2, 2025

I suggest checking out their happy hour from 4 to 6 PM, you can score some sweet drink deals that way! I missed it on my visit, and it would have saved me some cash.

10

Jeffery Pub rating icon 5

7041 S Jeffery Blvd, Chicago, IL 60649, USA copy icon
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Popularity in Country: 2062 of 3727
Popularity in Category: 503 of 1099
Popularity Worldwide: 14397 of 28532
LGBT-Friendly Places
Bars
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Thomas January 8, 2025

My advice is to try the local beers—they're really good, and much cheaper than imports. I wish I'd known before I ordered a pricey cocktail!

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Joseph January 5, 2025

If you're planning to go on a weekend, try to arrive by 8 PM to snag a good spot; it gets super busy after that.

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Charles December 12, 2024

I recommend chatting with the bartenders—they're super friendly and know all the best drink specials and crowd favorites! It made my visit way more enjoyable.

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