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Best Restaurants that are Worth The Drive in Midway

Price

$$
$$$
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Cuisine

AmericanItalianSteakhouseSeafoodFrenchMexican

Regions

ChicagoNear WestNorthwest SuburbsSouth SuburbsSouthwest SuburbsWest Suburbs

Neighborhoods

Belmont Central / CraginBerwynBridgeportBronzevilleBucktown / Wicker ParkBurr Ridge

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Gender-neutral restroomWheelchair access

44 restaurants available nearby

A photo of Lou Malnati's - Midway restaurant

1. Lou Malnati's - Midway

4.5

Awesome(15)

$$$$Price: Moderate

• Pizzeria • Midway

Booked 2 times today

Whether you’re coming or going, our location near Midway airport is a great destination to grab your slice while in Chicago. At Lou Malnati’s, you can get one of the most authentic Chicago pizza experiences from one of the oldest in the game. Experience Legendary Chicago Deep Dish and thin crust at the place that’s been perfecting it for 50+ years, with family recipes and high-quality ingredients that you just don’t find everywhere.

A photo of Palermo's 95th Fine Italian Cuisine restaurant

2. Palermo's 95th Fine Italian Cuisine

4.6

Exceptional(1239)

$$$$Price: Moderate

• Italian • Oak Lawn

Booked 3 times today

For outstanding Italian cuisine, look no further than Palermo's 95th. This family run, award winning restaurant specializes in authentic veal, steak, pasta, and fresh seafood creations for lunch and dinner. Established in 1961 by Ben and Nina Calderone, the family tradition still continues thru their sons, Anthony and William. Sherman Kaplen of WBBM radio says, "Palermo's 95th is a true diamond among the southwest side Italian restaurants!" The grilled shrimp and calamari and the 8-finger cavetelli are outstanding. Plus check out their extensive wine and martini list. Featured on WTTW Check Please!

A photo of Gaia Italiano restaurant

3. Gaia Italiano

4.7

Exceptional(362)

$$$$Price: Moderate

• Italian • Berwyn

Booked 11 times today

Coming Soon!

4. South Side Social

3.8

Excellent(174)

$$$$Price: Moderate

• Contemporary American • Oak Lawn

SOUTH SIDE SOCIALNEIGHBORHOOD KITCHEN & TAP South Side Social is where friends come together to relax, watch the game, savor our Chef’s edgy takes on classic South Side dishes, sample locally crafted beers, sip on great wine, and enjoy artfully mixed cocktails in an upscale yet comfortable setting. Serving Breakfast, Lunch, and Dinner.

A photo of Paisans Pizza - Berwyn restaurant

5. Paisans Pizza - Berwyn

4.4

Awesome(165)

$$$$Price: Moderate

• Italian • Berwyn

Booked 1 time today

Paisans is a modern Italian-Americano restaurant, offering home style entrees, burgers, sandwiches and desserts, weekly lunch and dinner specials in our 20,000 square foot industrial style building.

A photo of Alla Vita restaurant

6. Alla Vita

4.8

Exceptional(2331)

$$$$Price: Expensive

• Contemporary Italian • West Loop

Booked 280 times today

Serving a casual, family-style menu, Alla Vita is a place to gather and enjoy comfortable Italian cuisine. Alla Vita means “to life” in Italian which recognizes overcoming life's challenges and creating a space for shared meals and memorable experiences. Executive Chef Lee Wolen shares his passion for fresh, delicious Italian food made simply with the best ingredients. Follow @allavitachicago to stay up-to-date with the latest happenings.

A photo of il Porcellino restaurant

7. il Porcellino

4.7

Exceptional(4268)

$$$$Price: Moderate

• Italian • River North (Chicago)

Booked 109 times today

Il Porcellino, located in the heart of River North in downtown Chicago, is a neighborhood restaurant offering classic Italian-American comfort food in a casual setting. Our seasonal menu focuses on housemate pastas, vegetable antipasti and daily specials, all crafted with ingredients sourced from quality artisans, purveyors, and local farmers. The fun and approachable wine program encourages sharing with selections primarily from Italy. As a way to offset rising costs associated with the restaurant (food, beverage, labor, benefits, supplies), we have added a 3% surcharge to all checks. We do this in lieu of increased menu prices. You may request to have this taken off your check, should you choose.

A photo of Lil' Ba-Ba-Reeba! restaurant

8. Lil' Ba-Ba-Reeba!

4.8

Exceptional(402)

$$$$Price: Expensive

• Tapas / Small Plates • River North (Chicago)

Booked 55 times today

Welcome to Lil' Ba-Ba-Reeba! in River North. The little sister of Cafe-Ba-Ba-Reeba! in Lincoln Park, Lil’ Ba-Ba-Reeba! stays true to its Spanish roots serving a wide variety of iconic small plates like Patatas Bravas, Bacon-Wrapped Dates, and our signature Beef Tenderloin Toro Skewer. Of course, no celebration would be complete without our classic Sangria. ¡Salud!

A photo of Guinness Open Gate Brewery - Chicago restaurant

9. Guinness Open Gate Brewery - Chicago

4.5

Awesome(113)

$$$$Price: Expensive

• Brewery • West Loop

Booked 33 times today

Where 260 years of Irish Brewing expertise meets American beer creativity. Inspired by Chicago, crafted by Guinness. Look out, Chicago.The Guinness Open Gate Brewery Chicago features a Taproom, Restaurant, and the first ever Guinness Bakery, all located right in the heart of Chicago's West Loop. Come indulge both your curiosity and your tastebuds, while experimenting with a new world of flavor.

A photo of Vela restaurant

10. Vela

4.6

Exceptional(143)

$$$$Price: Expensive

• Mexican • River North (Chicago)

Booked 35 times today

Vela Bar y Cocina, located in the heart of River North, Chicago, brings the vibrant flavors of Mexico City to life. Our menu showcases authentic Mexican cuisine with a modern twist, from flavorful tacos to traditional dishes crafted by Chef Jorge Angulo. Sip on expertly curated cocktails featuring a vast selection of tequila and mezcal, including rare pours. Vela offers the perfect venue for private dining and events, with intimate spaces like our Private Dining Room and the stylish Zona Rosa. Whether you're enjoying a casual night out or hosting a private event, Vela delivers a warm and cosmopolitan experience infused with Mexican spirit. Join us for an unforgettable evening of food, drinks, and culture in one of Chicago's most energetic neighborhoods.

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See what locals rave about

From verified diners like you

From verified diners like you

T
TonyVIP
Chicago / Illinois •9 reviews
5.0
Dined 3 days ago
We loved our anniversary date at Il Girasole Trattoria... the food, service, and ambiance were all spectacular, thank you!!
More info
IL GIRASOLE TRATTORIAPrice: Moderate• Italian• Logan Square
•
4.5
A
Amy
Chicago / Illinois •4 reviews
5.0
Dined 4 days ago
Delicious food and cozy atmosphere. A favorite place of ours for dinner for two or dinner with friends. Love their outdoor patio in the summer as it can be a bit noisy inside but the food and service are always good.
More info
Posto 31Price: Expensive• Italian• La Grange
•
4.8
O
Outstanding
Washington, D.C. Area •10 reviews
5.0
Dined 4 days ago
Delightful experience from beginning to end. Service outstanding, food delicious, ambience quintessential Chicago neighborhood.
More info
Mart Anthony'sPrice: Moderate• Italian• West Loop
•
4.8
K
Kathleen
Chicago / Illinois •8 reviews
5.0
Dined on Dec 29, 2024
There were five in our party, four of us had the pizza which is always delicious, oh that sweet sauce! One of us had the sautéed chicken , it was tender and flavorful, it could have fed three people. We also had the fried zucchini with ranch dressing, very yummy and crunchy , there was plenty for all five of us. Our server was excellent, we waited for nothing even though it was a busy night. Palermo’s is the gem of the southside!
More info
Palermo's 95th Fine Italian CuisinePrice: Moderate• Italian• Oak Lawn
•
4.6
T
Trina
Chicago / Illinois •1 review
4.0
Dined on Dec 29, 2024
Great atmosphere and service. Good Food. Carmen was a great server.
More info
Lou Malnati's - MidwayPrice: Moderate• Pizzeria• Midway
•
4.5

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