Our top choices for Southwest Side hotels

Hotel

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

$116 nightly

Aug 9 - Aug 10

Total with taxes and fees

Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

2. Carlton Inn Midway

Archer Heights

Kevin

$104 nightly

Jul 27 - Jul 28

Total with taxes and fees

3. Skylark Motel

Garfield Ridge

Roop

$89 nightly

Jul 27 - Jul 28

Total with taxes and fees

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Julie

$260 nightly

Aug 23 - Aug 24

Total with taxes and fees

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

5. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

Erick

$176 nightly

Aug 20 - Aug 21

Total with taxes and fees

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop

6. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

jayne

$169 nightly

Aug 19 - Aug 20

Total with taxes and fees

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Jordan Leigh

$170 nightly

Aug 9 - Aug 10

Total with taxes and fees

8. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Downtown Chicago

Aleace

$191 nightly

Aug 16 - Aug 17

Total with taxes and fees

9. Best Western Grant Park Hotel

Downtown Chicago

Adit

$161 nightly

Aug 9 - Aug 10

Total with taxes and fees

10. Congress Plaza Hotel

Downtown Chicago

ERIC

$170 nightly

Aug 10 - Aug 11

Total with taxes and fees

11. Silversmith Hotel Chicago Downtown

Downtown Chicago

Donilyn

$203 nightly

Aug 9 - Aug 10

Total with taxes and fees

12. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Amy

$176 nightly

Aug 20 - Aug 21

Total with taxes and fees

13. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

MARTINA

$147 nightly

Aug 16 - Aug 17

Total with taxes and fees

14. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

$178 nightly

Aug 16 - Aug 17

Total with taxes and fees

15. The Wade

Downtown Chicago

Richard

$149 nightly

Aug 9 - Aug 10

Total with taxes and fees

16. Le Méridien Essex Chicago

Downtown Chicago

Robert

$198 nightly

Aug 17 - Aug 18

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

17. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Liliana B

$249 nightly

Aug 23 - Aug 24

Total with taxes and fees

55-inch LCD TV with cable channels, TV, pay movies

18. L7 Chicago by LOTTE

Downtown Chicago

Julie Ann

$200 nightly

Aug 17 - Aug 18

Total with taxes and fees

19. The Emily Hotel

Downtown Chicago

Heather

$291 nightly

Aug 9 - Aug 10

Total with taxes and fees

20. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

Timothy

$155 nightly

Aug 10 - Aug 11

Total with taxes and fees

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Stay near popular Southwest Side attractions

Marquette Park

9.4/10 (3 reviews)

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side

An airport with multiple runways, parked airplanes, and a large terminal building.

Top Southwest Side Hotel Reviews

Warwick Allerton - Chicago

8/10 Good

"It may have been my oversight, but be aware that you need to specifically request that your room be cleaned. My wife and I do not recall being told this when checking in. And the cleaner knocked on our door before we went out. So, we assumed they would return to clean. We returned from a day out to find the room untouched and had to request clean towels. Other than this, the hotel is a good value and I would recommend it."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"This is a charming, positive-energy, no-frills hotel. The staff is genuine, helpful, and kind. The location is convenient. While the property doesn't have all the bells and whistles of some of its competitors, it offers rooms with enough space to 'feel like home,' close proximity to restaurants at a variety of price levels, public transportation & parking, community resources (including a world-class public library and plenty of colleges), and much more. It's a terrific place to stay if you're alone or traveling with a family/group."

Hotel Riu Plaza Chicago

10/10 Excellent

"Hotel Riu exceeded our expectations. The room was spacious and clean. There were no carpets in the room which was fabulous! The bed was comfortable and the room is equipped with key controlled lights and cooling. The hotel is very quiet and I had no trouble sleeping until the last night. There was a sound that mimicked a bass or subwoofer that kept me up. The staff did all they could to find the source including sending an engineer to my room to make sure it was nothing mechanical or internal. We never could find the source but it sounded far away not like in the next room. I felt very safe as a single woman traveling on my own. No access to upstairs rooms without a key card. Our favorite place was the rooftop bar!!!! Great views, fabulous staff, and the food was very tasty. Drinks were well made and not watered down."

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"Overall the hotel was clean and conveniently located. My only complaint was that they didn't have their breakfast restaurant open on Sunday, even though I had paid for breakfast through Expedia. They charge a resort fee, but there isn't much in the way of resort amenities."