Name: Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Price range: $157 total
Rating: 9

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The Latest South Side vacation packages

Price found within the past 48 hours. Click for updated prices.

Wind Creek Southland Casino and Hotel

East Hazel Crest

$449

per person

Jul 2 - Jul 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (336 reviews)

If you extend your stay you have to go down to the front desk in the morning to sign a new form and, depending on what time it is, they may not be capable of renewing your keys at that time which means you have to return again later in the day. When they asked if I wanted housekeeping I said yes and, even though I was gone from my room for 12 hours I didn't get it. Then there was a knock on my door at 10 pm when I was falling asleep and I found towels outside the door the next morning. That's not what I call housekeeping.

Reviewed on May 1, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$616

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,991 reviews)

Great hotel all around & extremely convenient to walkable things to do and places to eat.

Reviewed on May 1, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$726

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (455 reviews)

Great and helpful staff very clean, a place where you don’t feel out of place

Reviewed on Apr 25, 2026

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$593

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,636 reviews)

Kind staff and helpful, nice rooms, wish there was a fridge in the room.

Reviewed on Apr 27, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$775

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,478 reviews)

Great week-long stay. We loved the king corner room - the views were fantastic. Room was large and comfortable. All staff were really accommodating.

Reviewed on Apr 29, 2026

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Where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side

Hyde Park

4 out of top 10 points of interest in this area

4.5/5(136 area reviews)

Art and history abound in this architecturally impressive and leafy neighborhood between Washington Park and the shores of Lake Michigan.

Discover the most popular places to visit in South Side

Aerial View of a large University in the Chicago Neighborhood of Hyde Park

University of Chicago

Enjoy the collegiate vibe when you visit University of Chicago, during your travels in Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Griffin Museum of Science and Industry

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

Jackson Park

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

What to do in South Side

360 CHICAGO Observation Deck

$27

per adult

88% of travellers recommend

Skydeck - Willis Tower Admission

$44

per adult

96% of travellers recommend

Flyover in Chicago

$38

per adult

98% of travellers recommend

See all activities in South Side

South Side Hotel Deals

Chicago Lake Shore Hotel

4900 S Lake Shore Dr Chicago IL

$125 nightly

$147 total

May 11 - May 12

Total with taxes and fees

6.8/10 (1,000 reviews)

it's good for this price, close to the university with clean rooms, a little bit noisy, overral acceptable with such low price

Reviewed on Apr 28, 2026

Jaslin Hotel

261 West Cermak Rd Chicago IL

Fully refundableReserve now, pay when you stay

$120 nightly

$143 total

May 11 - May 12

Total with taxes and fees

9/10 Wonderful! (1,208 reviews)

The room was spacious and clean.The hotel was close to many shops and restairants, but still quiet. There was a fire station across the street that deployed fire trucks and ambulances very frequently, but it didn't actually disturb us during the night, just be aware if you're sensitive to something ...

Reviewed on Apr 30, 2026

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

6500 S Cicero Ave Chicago IL

Fully refundable

$134 nightly

$157 total

May 10 - May 11

Total with taxes and fees

9/10 Wonderful! (1,317 reviews)

Parking was horrible they don’t tell until the last minute at check in that’s it’s $30 a night for parking. And with the being said you could not park by the hotel you had to walk 2 blocks to get a parking spot horrible just horrible $30 to walk 2 blocks

Reviewed on May 1, 2026

See all 471 properties in South Side

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.