South Side 2 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side 2 Star Hotels

Next weekend
In two weeks

Top South Side 2 Stars Hotels

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
9.0 out of 10, Wonderful, (1167)
"Room was spacious and clean. Breakfast was nice and convenient. Will stay again."
United States
Esther
The price is HK$870
HK$1,022 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Motel 6 - Chicago, IL
2.0 star property
6.6 out of 10, (150)
"Overall just what i needed, not really a vacation destination, but worked for what i needed."
United States
Francis X.
The price is HK$524
HK$615 total
includes taxes & fees
16 Nov - 17 Nov
Motel 6 - Chicago, IL
Carlton Inn Midway
2.0 star property
6.4 out of 10, (1005)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is HK$925
HK$1,085 total
includes taxes & fees
3 Nov - 4 Nov
Carlton Inn Midway
Villa Dubois Guest House
2.0 star property
8.6 out of 10, Excellent, (75)
"Very convenient for a short term stay with private area and clean shared spaces the parking is very convenient as well"
United States
britney
The price is HK$583
HK$684 total
includes taxes & fees
2 Nov - 3 Nov
Villa Dubois Guest House
Best Western Inn & Suites - Midway Airport
2.5 star property
6.6 out of 10, (1002)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
United States
Markus
The price is HK$882
HK$979 total
includes taxes & fees
11 Nov - 12 Nov
Best Western Inn & Suites - Midway Airport
Best Motel By OYO Chicago I-90
2.0 star property
3.4 out of 10, (47)
"Easy, safe parking "
United States
Ramon
The price is HK$435
HK$573 total
includes taxes & fees
1 Dec - 2 Dec
Best Motel By OYO Chicago I-90
Capital O Empire Motel Chicago I-94
2.5 star property
3.4 out of 10, (22)
"False advertisement: they are no longer associated with OYO so the use of the "Capital O" name is misleading. Under new ownership of arabs and Africans and it looks like it. Holes in the walls from maintenece AND mice, no wifi, homeless folks sleeping in and around the place, maintenace leaves trash in the center of the parking lot for the hobos to rummage through. "
United States
Savon
The price is HK$451
HK$583 total
includes taxes & fees
30 Nov - 1 Dec
Capital O Empire Motel Chicago I-94
Admiral Motel By Oyo Chicago I-94
2.5 star property
4.0 out of 10, (38)
"Fine stay "
United States
Sharmaine
The price is HK$476
HK$613 total
includes taxes & fees
16 Nov - 17 Nov
Admiral Motel By Oyo Chicago I-94
Skylark Motel
2.0 star property
4.6 out of 10, (118)
"The proximity to Midway was great. Other than that, it was pretty bad, holes in the floor, scarry shower. However, I didn't have to sleep on the floor at the airport, so I guess there is that."
United States
Brian
The price is HK$671
HK$788 total
includes taxes & fees
2 Nov - 3 Nov
Skylark Motel
Stylish Apartment near Chicago Downtown
2.0 star property
The price is HK$1,886
HK$3,017 total
includes taxes & fees
9 Nov - 10 Nov
Stylish Apartment near Chicago Downtown
Rainbow Motel
2.0 star property
6.0 out of 10, (13)
"This property is just old and needs some repairs. Some effort has been put forward in this regard, but more would be nicer. There are wall defects and paint on the bathroom tiles."
United States
Steven
The price is HK$754
HK$885 total
includes taxes & fees
5 Nov - 6 Nov
Rainbow Motel
Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
6.8 out of 10, (6)
"Nice place "
United States
Albert
The price is HK$668
HK$784 total
includes taxes & fees
3 Nov - 4 Nov
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
2.5 star property
6.0 out of 10, (4)
"This place is horrible, not clean and things falling apart. The host is no help and does not accommodate don't stay here! "
United States
Alan L.
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
2.0 star property
9.8 out of 10, Exceptional, (14)
"Served us well for our event near the McCormick Center. Hospitality was second to none! "
United States
Tammy
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Chicago Lake Shore Hotel
2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean room but in need of renovation "
United States
Irma
Chicago Lake Shore Hotel
Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
8.4 out of 10, Very good, (1000)
"Good location nice and clean inside"
United States
Jesse
Holiday Inn Chicago – Midway Airport S by IHG
Historic feel, Modern comfort Walk to parks and food in beautiful Chicago
2.0 star property
Historic feel, Modern comfort Walk to parks and food in beautiful Chicago
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
The Landmark; a comfy suite near McCormick Place
2.0 star property
10.0 out of 10, Exceptional, (6)
"A lovely place to rest after busy days in Chicago! Quiet and clean with all that is needed to catch-up with yourself."
United States
Kate D.
The Landmark; a comfy suite near McCormick Place
Cozy 3-bedroom condo near University of Chicago
2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was nice and clean. Had everything we needed. About 20 mins to most places we wanted to go and very close to MSI. We had a great stay. "
United States
Deb C.
Cozy 3-bedroom condo near University of Chicago
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in South Side.
Still don't see what you're looking for?
See all properties in South Side.
You can also use these popular filters to refine your search.
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.

Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.

Chicago, IL featuring interior views and an airport as well as a couple
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top South Side Hotel Reviews

Explore a world of travel with Expedia