Title: Top 10 Hotels in Southwest Side from $52 - Competitive Prices | Expedia.com

[Southwest Side Travel Guide](https://expedia.com/Southwest-Side.dx553248635976475403)[Vacation Rentals in Southwest Side](https://expedia.com/Southwest-Side-Vacation-Rentals.d553248635976475403.Travel-Guide-VacationRentals)[Flights to Southwest Side](https://expedia.com/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Car Rentals in Southwest Side](https://expedia.com/Car-Rentals-In-Southwest-Side.d553248635976475403.Car-Rental-Guide)[Southwest Side Vacation Packages](https://expedia.com/Southwest-Side.d553248635976475403.Destination-Travel-Guides)

![Chicago, IL which includes landscape views and an airport](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by by Midway Intl Airport

![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Southwest Side

Pet-friendly

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=PETS)

Pool

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=POOL)

Apart hotel

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=APART_HOTEL)

Great for families

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&travelerType=family_friendly)

Spa

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=SPA_ON_SITE)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE)

Condo

[](https://www.expedia.com/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=CONDO)

## Check prices for these dates

Tonight

[Feb 18 - Feb 19](https://www.expedia.com/Hotel-Search?regionId=553248635976475403&startDate=2026-02-18&endDate=2026-02-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 19 - Feb 20](https://www.expedia.com/Hotel-Search?regionId=553248635976475403&startDate=2026-02-19&endDate=2026-02-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248635976475403&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=553248635976475403&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southwest Side hotels

![Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/efb1181a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/26ad2ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carlton Inn Midway

[](https://www.expedia.com/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

Archer Heights

6.4/10

(1,001 reviews)

"It is a good place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul Adrian

$88 nightly

$104 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/d5acb403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/5bc8bb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3835h2161x6y0-831944db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/b932f6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago – Midway Airport S by IHG

[](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information)

West Lawn

8.4/10

Very Good

(1,000 reviews)

"Staff very friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kali

$98 nightly

$113 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information)

![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/a2a4ef31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-refrigerator](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/b118c2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/38fe6f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/953521af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skylark Motel

[](https://www.expedia.com/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

Garfield Ridge

4.6/10

(119 reviews)

"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephen

$85 nightly

$100 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

[](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(2,378 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Blake

$161 nightly

$190 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Penthouse, 2 Bedrooms, 2 Bathrooms, City View | Living room](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/eb41e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freehand Chicago

[](https://www.expedia.com/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

Downtown Chicago

8.0/10

Very Good

(2,765 reviews)

"I enjoyed my stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily

$70 nightly

$83 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ef15d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FOUND Hotel Chicago River North

[](https://www.expedia.com/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

Downtown Chicago

8.4/10

Very Good

(461 reviews)

"Amazing staff and very clean, modern rooms!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

genevieve

$59 nightly

$69 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/11ef5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/d9163f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/06d5595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Whitehall Hotel, BW Premier Collection

[](https://www.expedia.com/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

Downtown Chicago

8.4/10

Very Good

(3,963 reviews)

"Great location, the room was nice and the breakfast was good. Overall great value for this property"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge

$74 nightly

$86 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w2990h1178x0y0-a3dcd2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

[](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3,370 reviews)

"Amazing place, breakfast is great , location is great - honestly great hotel! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brisa

$123 nightly

$144 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aloft Chicago Mag Mile

[](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(3,083 reviews)

"Great location and friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pablo

$99 nightly

$116 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/fbf72db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/aa950453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swissotel - Chicago

[](https://www.expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(3,202 reviews)

"Place is always top notch..stay here anytime we stay in Chicago."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jon

$152 nightly

$178 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/79f898c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/b5ce1c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/b9d3aa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Grant Park Hotel

[](https://www.expedia.com/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)

Downtown Chicago

8.2/10

Very Good

(2,676 reviews)

"Clean room and the staff are great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Doug

$68 nightly

$79 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)

![Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b60fd014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 King Bed | Bathroom | Separate tub and shower, designer toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6bab11c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/6b3ccd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sofitel Chicago Magnificent Mile

[](https://www.expedia.com/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(2,323 reviews)

"Staff was friendly and helpful! Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin

$211 nightly

$248 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/3e0e58e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/086ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Congress Plaza Hotel

[](https://www.expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

Downtown Chicago

8.0/10

Very Good

(9,908 reviews)

"Great location, beautiful historic hotel with clean, updated rooms. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$88 nightly

$104 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2560x3y0-ce2754d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Lake View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Chicago

[](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3,479 reviews)

"Clean room, great staff, great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany

$181 nightly

$212 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/8fb5e606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/c26befab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/dbf7d499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Downtown Chicago

[](https://www.expedia.com/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information)

Downtown Chicago

7.4/10

Good

(2,515 reviews)

"Always a good stay"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Domenic

$71 nightly

$84 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/54e0cfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chicago Hotel Collection Ambassador Gold Coast

[](https://www.expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

Downtown Chicago

8.2/10

Very Good

(1,282 reviews)

"Great hotel with great location. Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheila

$95 nightly

$112 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 King Bed, Accessible | Living room | 55-inch LED TV with premium channels, TV, first-run movies](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar, cocktail bar](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/e039fcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LondonHouse Chicago, Curio Collection by Hilton

[](https://www.expedia.com/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(3,591 reviews)

"Staff was friendly and loved the decor at this hotel…will definitely be staying again"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Osama

$183 nightly

$215 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![Studio, 2 Double Beds | Bathroom | Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/bc30a848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/ab59d7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/c17a5069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/160ef77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sports Illustrated Resorts Chicago

[](https://www.expedia.com/Chicago-Hotels-Virgin-Hotels-Chicago.h9119528.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,400 reviews)

"Staff was super friendly and rooms were clean. Definitely will come back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daisy

$185 nightly

$217 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Virgin-Hotels-Chicago.h9119528.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/60032ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b59ebdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cafe](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b6033176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pendry Chicago

[](https://www.expedia.com/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,151 reviews)

"Excellent hotel and location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marcelo

$220 nightly

$259 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LCD TV with cable channels, iPod dock, streaming services](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/c580c0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/b161c307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/48e8b586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staypineapple, An Iconic Hotel, The Loop

[](https://www.expedia.com/Chicago-Hotels-Staypineapple.h284792.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,007 reviews)

"Location was great, staff was very friendly, and the rooms were clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori

$149 nightly

$175 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Staypineapple.h284792.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&regionId=553248635976475403&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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## Stay near popular Great Lakes attractions

### Marquette Park

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. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=507385)

### S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6247219)

### Balzekas Museum of Lithuanian Culture

You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621555594769)

### Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=866963271656538112)

## Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

[See all hotels in Southwest Side](https://www.expedia.com/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&adults=2&regionId=553248635976475403)

![Chicago, IL which includes landscape views and an airport](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

Photo by by Midway Intl Airport

## Top Southwest Side Hotel Reviews

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"The hotel is exceptionally clean, and the breakfast is excellent with a wide variety of options. The location is perfect—right in the city center and within walking distance of all the major attractions. However, the hotel does not offer on-site parking, and nearby overnight parking costs approximately $52 per night. "

[](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"The room and hotel is a bit run down as most places over a century old"

[](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The staff and the cleanliness of the Hotel was amazing and the views where great!!"

[](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Room was spotless . Workers were very courteous."

[](https://expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Yes but hot"

[](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"I love it"

[](https://expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Everything was very well put together! "

[](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"Staff was really courteous and very helpful. The room was great, very clean and spacious with an awesome view. Overall really great hotel!!"

[](https://expedia.com/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"Every time we go to Chicago we stay here. Always a great stay "

[](https://expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

## More cheap stays in Southwest Side

![Motel 6 Naperville, IL](https://images.trvl-media.com/lodging/1000000/10000/9300/9225/4ecd9a2e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

$47 nightly

$52 total

Feb 24 - Feb 25

Total with taxes and fees

7.8/10 Good! (1,239 reviews)

[](https://expedia.com/Chicago-Hotels-Motel-6-Naperville.h9225.Hotel-Information)

![Motel 6 Schiller Park, IL - Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/990000/983700/983642/4802495f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

$47 nightly

$53 total

Feb 22 - Feb 23

Total with taxes and fees

6.6/10 (1,987 reviews)

[](https://expedia.com/Chicago-Hotels-Motel-6-Schiller-Park.h983642.Hotel-Information)

![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

$68 nightly

$76 total

Mar 5 - Mar 6

Total with taxes and fees

9/10 Wonderful! (2,566 reviews)

[](https://expedia.com/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information)

![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

$68 nightly

$79 total

Mar 1 - Mar 2

Total with taxes and fees

8.2/10 Very Good! (2,676 reviews)

[](https://expedia.com/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)

![Quality Inn O'Hare Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/8f09eb11_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

$71 nightly

$81 total

Mar 8 - Mar 9

Total with taxes and fees

7.6/10 Good! (1,958 reviews)

[](https://expedia.com/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.Hotel-Information)

![Sonesta Simply Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Sonesta Simply Suites Chicago O'Hare Airport

4021 North Mannheim Rd Schiller Park IL

$76 nightly

$87 total

Feb 22 - Feb 23

Total with taxes and fees

8.2/10 Very Good! (2,369 reviews)

[](https://expedia.com/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information)

## Hotels in Southwest Side with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

10 properties

[](https://expedia.com/5Star-Southwest-Side-Hotels.s50-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

151 properties

[](https://expedia.com/4Star-Southwest-Side-Hotels.s40-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

268 properties

[](https://expedia.com/3Star-Southwest-Side-Hotels.s30-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

381 properties

[](https://expedia.com/2Star-Southwest-Side-Hotels.s20-0-d553248635976475403.Travel-Guide-Filter-Hotels)

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- [Visit Gage Park ](https://www.expedia.com/Chicago-Gage-Park.dx6132375)
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- [Bridgeport Art Center ](https://www.expedia.com/Bridgeport-Art-Center-Bridgeport.d553248621533116324.Vacation-Attraction)
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- [Visit South Englewood ](https://www.expedia.com/Chicago-South-Englewood.dx6132433)
- [South Englewood Vacations ](https://www.expedia.com/South-Englewood.d6132433.Destination-Travel-Guides)

- [Car rentals near Chicago ](https://www.expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)
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- [Enterprise Rental Cars in Midway Intl. ](https://www.expedia.com/Enterprise-Car-Rentals-In-Midway-Intl.d5719117-c15.Car-Rental-Guide-Suppliers)
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