
Chicago Cheap Holidays
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Top flight + Cheap hotel deals in Chicago
Price found within the past 48 hours. Click for updated prices.

Freehand Chicago
Downtown Chicago
Price was £848, price is now £833 per person
£833
per person
12 Jun - 14 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8/10 Very Good! (2,947 reviews)
The hotel has an amazing vibe and was perfect for walking downtown. Rooms were what you expect from an older building, but the showers were hot and the room was quiet. All in all, a great experience.
Reviewed on 11 May 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,320, price is now £1,120 per person
£1,120
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy.
My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.
Reviewed on 12 May 2026

River Hotel
Downtown Chicago
Price was £1,653, price is now £1,415 per person
£1,415
per person
20 Jun - 25 Jun
found 9 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.8/10 Excellent! (5,167 reviews)
Friendly staff and excellent location. Loved our 2 bed suite with 2 bathrooms and a kitchen! Would absolutely stay again!
Reviewed on 11 May 2026

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Price was £1,286, price is now £1,161 per person
£1,161
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (3,490 reviews)
Definitely In going to this hotel again soon
Very nice hotel staff and clean and the location was great
Reviewed on 12 May 2026

Central Loop Hotel
Downtown Chicago
Price was £1,286, price is now £1,161 per person
£1,161
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.6/10 Excellent! (2,114 reviews)
Clean room, the cleaning staff was great. My room was #901, which was directly behind the elevator shaft. I could hear every bit of noise from the elevator when it started, stopped, and some nights, screeching sounds. I asked the staff to change my room to the same type, but they gave me a different, older room where the carpet had rips, and the couch had rips. I got a lesser quality room for the remainder of my 5-day stay. I've stayed here numerous times, but I think my last visit will be my last.
Reviewed on 12 May 2026
4 Night Cheap holidays in Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,320, price is now £1,120 per person
£1,120
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy.
My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.
Reviewed on 12 May 2026

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was £1,327, price is now £1,162 per person
£1,162
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (3,970 reviews)
The Ultimate In a ALL around Beautiful Experience.The Breakfast Buffet,The Waiter And Bartender gave A1 Service At all times.The Food Was Top Notch Delicious.My Girlfriend absolutely Loved it and Took Plenty of pictures To remember and Share the Great memories At the Whitehall Hotel.
Reviewed on 12 May 2026

River Hotel
Downtown Chicago
Price was £1,276, price is now £1,151 per person
£1,151
per person
20 Jul - 24 Jul
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (5,167 reviews)
Friendly staff and excellent location. Loved our 2 bed suite with 2 bathrooms and a kitchen! Would absolutely stay again!
Reviewed on 11 May 2026
Top Cheap Chicago Hotels

Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
Stay at this motel in Elk Grove Village. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,949 reviews)
I stayed at this motel for 7 nights, and unfortunately, my experience was very disappointing. The property was extremely dirty, including both the hallways and my room. It didn’t appear that the floors had been properly vacuumed or cleaned. The bathroom was especially concerning, with visible mold ...
Reviewed on 10 May 2026

Freehand Chicago
19 East Ohio Street Chicago IL
Stay at this hotel in Chicago. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
8/10 Very Good! (2,978 reviews)
The hotel has an amazing vibe and was perfect for walking downtown. Rooms were what you expect from an older building, but the showers were hot and the room was quiet. All in all, a great experience.
Reviewed on 11 May 2026

Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their ...
7.4/10 Good! (2,602 reviews)
Very reasonable and convenient
Reviewed on 12 May 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.










