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Jun 12 - Jun 14
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Top Southwest Side hotels

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
$224 nightly
The price is $267 total per night from Jul 1 to Jul 2
$267 total
Jul 1 - Jul 2
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee ...
"Everything with this hotel stay went smoothly, from the valet parking, easy check-in, staff bringing luggage to our room to the most comfortable bed, spacious room and bathroom, and so convenient to everything in downtown Chicago. Loved our visit and would definitely stay again!"

Reviewed on Jun 8, 2026

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
$157 nightly
The price is $186 total per night from Jul 1 to Jul 2
$186 total
Jul 1 - Jul 2
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"It was a great choice if you want to be in the west loop area. Easy to walk to places. Clean and great staff!"

Reviewed on Jun 8, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady ..."

Reviewed on Jun 9, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $270 total per night from Jul 1 to Jul 2
$270 total
Jul 1 - Jul 2
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...
"Clean room, overall nice hotel, restaurant was nice for happy hour. Lobby smelled like an old lady and peltons in gym were broken. Overall lovely stay."

Reviewed on Jun 9, 2026

Opens in a new windowFairmont Chicago at Millennium Park
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $192 total per night from Jun 29 to Jun 30
$192 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
"Honestly during my trip I stayed at 6 Chicago hotels and this one was my favorite along with the Midlan hotel. Both exquisite, don’t forget to check out the roof top! I almost left without seeing the view it gorgeous!"

Reviewed on Jun 8, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $207 total per night from Jun 30 to Jul 1
$207 total
Jun 30 - Jul 1
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...
"Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or ..."

Reviewed on Jun 8, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
"Fantastic room and location."

Reviewed on Jun 9, 2026

Opens in a new windowCongress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $154 total per night from Jul 8 to Jul 9
$154 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
"The best thing about Freehand is its location. Bang in downtown, walking distance to everything there is to see. The building has an old world charm and the theme is African - the tiles, wooden panels, rugs, upholstery, artefacts - gives an exotic feel. We stayed in a room with king bed and the room ..."

Reviewed on Jun 9, 2026

Opens in a new windowFreehand Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$154 nightly
The price is $183 total per night from Jun 30 to Jul 1
$183 total
Jun 30 - Jul 1
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi ...
"Our room was spacious and very clean"

Reviewed on Jun 8, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
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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.

Recent Southwest Side hotel reviews by fellow wanderers

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady was very cold and almost robotic. Not at all friendly. The bed was extra firm. I was told all their beds are the same."
A verified traveler stayed at Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago

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