Flo & Santos is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

1. Flo & Santos

8.8
1310 S Wabash Ave, Chicago, IL
Pizzeria · South Loop · 109 tips and reviews

Christiana S.Christiana Stewart: Date night!

Mitch J.Mitch Johnson: Pizza is to die for. But there's also a really deep menu including Polish sausages and pierogis. Hearty food served in a pub atmosphere. Awesome.

Leigh L.Leigh Loftus: Since you're here, try the flying pork wings! Delicious!

UMAI Japanese Kitchen & Sushi is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

2. UMAI Japanese Kitchen & Sushi

8.3
730 S Clark St (at W Polk St), Chicago, IL
Japanese Restaurant · South Loop · 41 tips and reviews

Dan C.Dan Craig: I get the beef rolled asparagus dinner most visits. Tasty.

EzlEzl: The cheesecakes here are great. Matcha green tea latte cheesecake is AMAZING!

Kevin N.Kevin Nasto: Best tofu I have had

ShowPlace ICON at Roosevelt Collection is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

3. ShowPlace ICON at Roosevelt Collection

8.2
1011 S Delano Ct E (at W Roosevelt Rd), Chicago, IL
Movie Theater · South Loop · 244 tips and reviews

Michelle T.Michelle Tate: Perfect place for a date night. The VIP section is awesome.

Cesar A.Cesar Arce: Love this theater it has it's own bar n lounge staff r very friendly very clean and professional. It's a big theater lots of space n sound n image quality is awesome!

Scott M.Scott Murphy: Join the EXTRAS program. Certain movies will only be $6.

The Spoke & Bird is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

4. The Spoke & Bird

8.2
205 E 18th St (at S Indiana Ave), Chicago, IL
Bistro · Prairie District · 19 tips and reviews

Brian C.Brian Chorba: Saw them making the roasted potatos with giant sprigs of rosemary in the AM. Went back at lunchtime. Had the breakfast dish with eggs, bacon, toast & delicious rasted potatos. Homemade jam was great.

Ryan F.Ryan Foltz: Coffee is very good, tried the jam burger, also very good!

Angie O.Angie Osmanski: Great turkey burger! They use local farms for all of their food. Everything is delicious but it's also very expensive.

Giordano's is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

5. Giordano's

8.4
1340 S Michigan Ave (at E 14th St), Chicago, IL
Pizzeria · South Loop · 47 tips and reviews

Sarah D.Sarah Dineen: Expect to wait awhile but the deep dish pizza is excellent! The Leaning App Tower and Family Style Salad is a great deal, too. Ask for Zuri as your waitress - she's the best!

Misha M.Misha Moskalyk: For pizza lovers, definitely good place to visit. Deep dish pizza is amazing.

Pepita G.Pepita Gonzales: Best pizza ever! Got the deep dish with meatballs and it was spectacular.

Jazz Showcase is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

6. Jazz Showcase

9.1
806 S Plymouth Ct (at W Polk St.), Chicago, IL
Jazz and Blues Venue · Dearborn Park · 31 tips and reviews

michelle j.michelle jimenez: Very intimate place to listen to amazing music! I'm never disappointed. Sitting is very limited but if you show up early you can get good seats.

Luis L.Luis Lopez: Great live jazz venue. I went there while on vacation and went on a Wednesday night which was free. Mark Colby was performing that night, the club has this dark alley mobster vibe which I loved :-)

MetroSeeker.comMetroSeeker.com: Great music from newcomers and legends alike. Sunday matinee at 4 p.m. is always a kid friendly show!

Tapas Valencia is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

7. Tapas Valencia

7.9
1530 S State St, Chicago, IL
Tapas Restaurant · Dearborn Park · 55 tips and reviews

michelle j.michelle jimenez: Bacon wrapped dates were good. Chicken with potatoes were good as well. Good to come here to eat light and drink. Tapas are really small portions. Hardly enough to share. Good for dates!

Regan A.Regan Azizi: Great tapas with a extensive menu and lively evening atmosphere. Tables have a comfortable amount of space between them. Diverse crowd and great service.

Patrick R.Patrick Richards: prepare to spend lot of time here. great food and service!

Meli Cafe is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

8. Meli Cafe

8.4
500 S Dearborn St, Chicago, IL
American Restaurant · Printer's Row · 49 tips and reviews

Lili L.Lili Liaskas: Must try the grilled calamari stuffed with Blue Crab... Delicious !

Marsha K.Marsha K.: Vegan French toast is awesome.

Jamel M.Jamel Moyer: Great food and fast service

La Cantina Grill is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

9. La Cantina Grill

8.5
1911 S Michigan Ave, Chicago, IL
Mexican Restaurant · Prairie District · 57 tips and reviews

1401 S.1401 South State Apartments: Check this place out on Friday nights!!! Amazing atmosphere, great drinks, awesome food!

Ron W.Ron Willis: If you like flavored Margarita's you will have to try the Grapefruit Margarita with salt of course!

TT: Service was somewhat non-existent but food was good.

Reggie's Trainwreck Rooftop Deck is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

10. Reggie's Trainwreck Rooftop Deck

8.1
2107 S State St, Chicago, IL
Beer Garden · South Loop · 24 tips and reviews

Tiffany N.Tiffany Nicole: I like! This is different and nice for a date night!

Jerome K.Jerome Kelley: The chorizo burger with egg and ancho-chile sauce was straight fire (very delicious)!

Jason M.Jason Magicks: Too hot? Use the pull chain shower!

Armand's Victory Tap is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

11. Armand's Victory Tap

9.1
1416 S Michigan Ave, Chicago, IL
Italian Restaurant · South Loop · 7 tips and reviews

Heather F.Heather Folsom: Some of the best service I've ever had! Everyone was so friendly! Gorgeous interior. Loved the On Tap Pinot Noir and the rolled eggplant app. Can't wait to come back when we are hungrier!

Honey L.Honey Little: Get the meatballs!!!

Zenaida S.Zenaida Samaniego: Great food, great service,

Mercat a la Planxa is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

12. Mercat a la Planxa

7.9
638 S Michigan Ave (at E Balbo Ave), Chicago, IL
Tapas Restaurant · South Loop · 140 tips and reviews

Kate R.Kate Ritchie: Try the El Bolero marg, anything including chorizo, and one of the flatbreads. Love jose garces!

Leyla A.Leyla Arsan: Great lunch & brunch items. Excellent lamb chops!

Food NetworkFood Network: Mercat a la Planxa, the Catalan restaurant from Jose Garces, offers exciting tapas dishes and delicious Jamon Serrano.

Chicago Oyster House is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

13. Chicago Oyster House

7.7
1933 S Indiana Ave, Chicago, IL
Seafood Restaurant · Prairie District · 3 tips and reviews

Ada C.Ada Chiu: Fresh and delicious oysters. Drinks are a bit pricey but so good.

Cocoa S.Cocoa Sugar: Caterpillar Sushi Rolls were delicious!!

Rami F.Rami F: Come for $1.50 oysters at happy hour. Get the coromandels.

Weather Mark Tavern is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

14. Weather Mark Tavern

8.1
1503 S Michigan Ave, Chicago, IL
Bar · South Loop · 66 tips and reviews

Amanda N.Amanda Neely: Best turkey burgers in the south loop! Also for non-meat eaters they have an avocado wrap. Lots of no meat option incl tater tots.

StephenStephen: Check out the six new taps at Weather Mark! Awesome.

Mark S.Mark Stern: Follow us on twitter @weathermarktav

Reggie's Rock Club is one of The 15 Best Places That Are Good for Dates in South Loop, Chicago.

15. Reggie's Rock Club

8.1
2109 S State St (at E 21st St), Chicago, IL
Rock Club · South Loop · 103 tips and reviews

JoshJosh: The rock club is comfortably small, but intimate. Be sure to check out the upstairs balcony seating. No extra charge, it's a nice spot to get away from the pit, or to wait through the opening acts.

Ralph H.Ralph Haley: Awesome venue. Good food. Will definitely go back!

Time Out ChicagoTime Out Chicago: Best rooftop hang in the South Loop. Shoot some hoops and cool down under the shower...