Central Chicago Cheap Holidays
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- Better togetherSave up to £335 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Cheap hotel deals in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £944, price is now £672 per person
£672
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.
Reviewed on 2 Feb 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,394, price is now £849 per person
£849
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on 7 Feb 2026
Arlo Chicago
Downtown Chicago
Price was £1,168, price is now £814 per person
£814
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Room was clean but the soap dispenser at the sync and in shower were not working as it supposed to.
Reviewed on 5 Feb 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Price was £1,159, price is now £818 per person
£818
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
Clean spacious room with toiletries from Crabtree & Evelyn. Very comfy bed, nice decorating, lovely view
Reviewed on 6 Feb 2026
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View all trips5* Cheap holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Cheap holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was £841, price is now £705 per person
£705
per person
14 Mar - 17 Mar
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Room was clean but the soap dispenser at the sync and in shower were not working as it supposed to.
Reviewed on 5 Feb 2026
Don't see what you're looking for?
See all available trips from London to Central Chicago
View all trips4 Night Cheap holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was £1,135, price is now £923 per person
£923
per person
16 Mar - 20 Mar
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on 7 Feb 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £1,562, price is now £1,206 per person
£1,206
per person
16 Mar - 20 Mar
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on 3 Feb 2026
Level Chicago – Old Town
Downtown Chicago
Price was £1,114, price is now £928 per person
£928
per person
1 Apr - 5 Apr
found 1 hour ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on 2 Feb 2026
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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.
