Find and compare 2 Star hotels in Far Southwest Side

Name: Best Western Grant Park Hotel
Price range: $170 total
Rating: 8.2

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Top Far Southwest Side 2 Star hotels

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

Fully refundableReserve now, pay when you stay

$63 nightly

$70 total

Sep 9 - Sep 10

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.

6.4/10 (1,256 reviews)

"Rooms are very dirty, there’s cockroaches, mosquitos and bugs in all rooms."

Reviewed on Aug 31, 2026

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$143 nightly

$168 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, a coffee shop, and free WiFi in public areas. Express check-out, luggage storage, and free newspapers are also on offer.

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

Fully refundableReserve now, pay when you stay

$139 nightly

$166 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and valet parking. Enjoy the free continental breakfast each morning. Express check-in, express ...

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

Fully refundable

$141 nightly

$164 total

Sep 7 - Sep 8

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. ...

8/10 Very Good! (1,000 reviews)

"The carpets are stained pretty good, but other than that, not bad. Parking situation is horrible. I understand the location, paying for parking was not the issue, but the company they use is from the stone age, and do not have an app to be able to manage it from."

Reviewed on Sep 2, 2026

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

Fully refundable

$83 nightly

$93 total

Sep 27 - Sep 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free English breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...

7.4/10 Good! (1,009 reviews)

"Clean hotel area and room. Comfortable bed. Good temperature control in the room. Bathroom was very clean but could use a little update. Staff was very friendly and helpful. Breakfast was available 7-9. Plenty of well-lit parking."

Reviewed on Aug 31, 2026

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

Fully refundable

$127 nightly

$149 total

Sep 27 - Sep 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the ...

8/10 Very Good! (2,092 reviews)

"EL PERSONAL EXCELENTE Y HABLAN ESPANOL ES IMPORTANTE"

Reviewed on Sep 1, 2026

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

Fully refundableReserve now, pay when you stay

$84 nightly

$93 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour ...

9/10 Wonderful! (2,986 reviews)

"Excelente atención de Sebastián.... Desayuno standard"

Reviewed on Sep 2, 2026

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

Fully refundableReserve now, pay when you stay

$57 nightly

$66 total

Sep 21 - Sep 22

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed ...

6.8/10 (2,325 reviews)

"Good parking and clean but very basic room. No wi-fi No working tv or cable or satellite tv. Noise from aircraft all day and most of the night."

Reviewed on Sep 2, 2026

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

Fully refundable

$153 nightly

$182 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. ...

8.4/10 Very Good! (1,307 reviews)

"Breakfast was good and clean"

Reviewed on Sep 1, 2026

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$143 nightly

$170 total

Sep 7 - Sep 8

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking, a computer station, and dry cleaning are also ...

8.2/10 Very Good! (2,729 reviews)

"Staff was very friendly both in person and on the phone. Room was clean. Location to Soldier Field, Grant Park was great."

Reviewed on Sep 1, 2026

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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.

2 Star Hotels Far Southwest Side

Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in Far Southwest Side that won’t bust your travel budget?

Far Southwest Side 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.

Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.

As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover Far Southwest Side and welcomes you back to a clean, comfortable room at night.

Browse Travelocity’s wide selection of 2 star hotels in Far Southwest Side and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.

Recent Far Southwest Side hotel reviews by fellow wanderers

Hyatt Regency Chicago

5 out of 5

Posted 1 hour ago

Travelocity Verified Review

"Na"

A verified traveler stayed at Hyatt Regency Chicago

Hilton Chicago

5 out of 5

Posted 12 hours ago

Travelocity Verified Review

"I was upgraded to a larger room with amazing views upon request for my birthday weekend stay ! All of the staff were friendly and professional and Willie with housekeeping was especially helpful getting me an extra blanket and making some local recommendations for food and attractions. He was very kind and a real asset to the hotel staff . My server Juan in the 720 restaurant was also very nice . The breakfast buffet was excellent, a little pricey but includes all drinks including fresh OJ . The bacon and pancakes were delicious. I didn’t try the other restaurant Kittys . Only the rooms facing the street have views so keep that in mind when booking a room otherwise you’ll be facing a wall . The rooms are clean and beds are pretty comfortable . All in all a very good stay"

A verified traveler stayed at Hilton Chicago