
South Chicago Holidays
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Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was €1,715, price is now €1,286 per person
€1,286
per person
17 Jul - 24 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (3,921 reviews)
I stayed here for three nights and it was phenomenal! There are so many shops and restaurants within walking distance making this a very convenient spot.
Reviewed on 13 Jun 2026


Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was €2,385, price is now €1,708 per person
€1,708
per person
17 Jul - 24 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Pro: Good gym, good room size, 676 restaurant. Con: room 1610 by the elevator is extremely noisy. Plus slow elevators. Late checkout charge, even though I'm a member. Shower pressure was like a fire hose, water everywhere.
Reviewed on 12 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €2,373, price is now €1,791 per person
€1,791
per person
17 Jul - 24 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
This is our second time staying at the sable and it was wonderful! The staff is amazing and friendly! The elevators were out and we got lost a couple times getting to our room, and every single staff member that we would run into each time was so helpful and kind in finding where we were supposed to go! One of the housekeepers even stopped what she was doing to walk us to our correct floor when she realized we were lost! She was so incredibly nice! The views are incredible, the location is incredible, and the staff is incredible! Will definitely be coming back on our next trip to Chicago/Navy Pier!
Reviewed on 11 Jun 2026

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was €2,020, price is now €1,528 per person
€1,528
per person
17 Jul - 24 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (1,966 reviews)
Very clean room and the staff was kind. Room had a mini fridge, microwave, coffee maker. Just what we needed for one night of stay. Lovely it was right in the city too so we could walk around.
Reviewed on 13 Jun 2026
Where to stay in South Chicago
Find the best South Chicago areas and neighborhoods for the activities you enjoy most. Learn more about South Chicago

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in South Chicago

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €140 per night from 29 Jun to 30 Jun
€140
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,254 reviews)
"It's a very unique and different hotel, however, it's in a historic building, so you will learn to understand it's uniqueness."
Reviewed on 13 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is €148 per night from 30 Jun to 1 Jul
€148
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,569 reviews)
"I"
Reviewed on 12 Jun 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is €161 per night from 29 Jun to 30 Jun
€161
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,599 reviews)
"Very easy check in. Very clean. Staff were very helpful. Beds are super comfortable. Parking little hard, but across the street on corner there's a lot for 58 dollars overnight a s hotel charges 80 dollars a night."
Reviewed on 13 Jun 2026
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.
Frequently asked questions
Stay near popular South Chicago attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



