La Cantina Grill is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

1. La Cantina Grill

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

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

Lindsay M.Lindsay M: $6 margs on Mon, $5 sangria on Tues, $7 grapefruit marg on Wed, $7.5 premium marg on Thurs, $15 sangria pitchers on Sat, $5 rum&coke and $6 rose marg on Sun!!

Deanna L.Deanna Lopez: First time here. Food was amazing! Highly recommend the Mayan Tamales. The salsa is good but a bit spicy. The guac appetizer was good but needed salt or a little more flavor. Would recommend a visit!

Acadia is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

2. Acadia

1639 S Wabash Ave (btwn E 16th St & E 18th St), Chicago, IL
New American Restaurant · South Loop · 53 tips and reviews

Tasting TableTasting Table: Grab a seat at the bar (and a bowl of house-made salt and vinegar chips) and spend the night sipping creative cocktails, like a mezcal old fashioned with fresh grapefruit and tomatillo-agave syrup. Read more.

Mandy B.Mandy Bast: Great service. Delicious food- the chicken thigh was really yummy.

Time Out ChicagoTime Out Chicago: With three cuts of beef, two types of cheese and a bottomless reserve of umami, it’s clear this burger has been obsessed over by chef Ryan McCaskey http://tmoutchi.us/YmTIHi Read more.

Armand's Victory Tap is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

3. 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,

Eppel's Restaurant is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

4. Eppel's Restaurant

8.0
554 W Roosevelt Rd (Jackson), Chicago, IL
Diner · South Loop · 15 tips and reviews

RoGina W.RoGina Williams-Montgomery: Best breakfast. Cheap with good portions

Amy M.Amy Marden: The soup is really good!!!!

t j.t j: Eppel's is legendary breakfast in Chicago if you are going to Maxwell St stop by here first. Avoid the impulse buying of food with a good food start!

UMAI Japanese Kitchen & Sushi is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

5. 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

Baskin-Robbins is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

6. Baskin-Robbins

6.6
1231 S Wabash Ave, Chicago, IL
Ice Cream Parlor · South Loop · No tips or reviews
Manny's Cafeteria & Delicatessen is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

7. Manny's Cafeteria & Delicatessen

9.1
1141 S Jefferson St (at Roosevelt Rd.), Chicago, IL
Sandwich Spot · South Loop · 117 tips and reviews

Explore ChicagoExplore Chicago: Stop in this coffee shop and deli for a corned beef sandwich lunch! Manny's staff says it's a local favorite.

Lina G.Lina Gonzo: My six year old son gave Manny's Deli the highest compliment. He said "It's better than McDonald's!" Whoa!

Geoff K.Geoff Kass: Tough call to pick either corned beef or pastrami...so ask for both!

Eleven City Diner is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

8. Eleven City Diner

8.9
1112 S Wabash Ave (btwn 11th St & Roosevelt Rd), Chicago, IL
Diner · South Loop · 299 tips and reviews

Jamie C.Jamie Cannon: Get a booth downstairs and order the 11 City French Toast any time of day. You won't be sorry! Yum!

ElevenEleven: Unlock our special!!!!!!!

ElevenEleven: can you say....OLD SCHOOL BREAKFAST ALL DAY ????

Tapas Valencia is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

9. Tapas Valencia

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

Srey W.Srey Waghray: Awesome tapas!!! A bit pricey.

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

Le-Lieu P.Le-Lieu Pham: Ask for Ozzy the waiter. He's really friendly and helpful if you can't decide what to order.

Chicago Firehouse Restaurant is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

10. Chicago Firehouse Restaurant

7.5
1401 S Michigan Ave, Chicago, IL
Steakhouse · South Loop · 39 tips and reviews

Roosevelt CollectionRoosevelt Collection: Go for brunch and get the spiked sweet tea with the shrimp and zucchini omelette. Both fabulous choices!

Crain's Chicago BusinessCrain's Chicago Business: Open-face blackened tilapia sandwich, served as part of a $16 lunch prix fixe, is a solid hit: moist fish, flavorful crust and a chipotle mayo to tie it all together on sturdy focaccia. Read more.

Derrick Z.Derrick Z: Great cocktails Awesome Steak

Mercat a la Planxa is one of The 11 Best Places for Grapefruit in South Loop, Chicago.

11. Mercat a la Planxa

7.8
638 S Michigan Ave (at E Balbo Ave), Chicago, IL
Tapas Restaurant · South Loop · 140 tips and reviews

Jasmine F.Jasmine Friedl: Try the luxury tasting menu. Not best-I-ever-had, but pretty good. Wine pairing is solid, and mushrooms are to die for!

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.