Far Southeast Side Adventure Holidays
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Top flight + Adventure hotel deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
Price was £1,758, price is now £1,346 per person
£1,346
per person
11 Jul - 18 Jul
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,759 reviews)
Upon arrival, the guest service agents were kind and attentive to guests, even while others waited in line, and were careful to give each guest their attention.
With this location being in the heart of downtown, it was easy to walk to the theatre or enjoy a walk along the lake.
Reviewed on 30 Apr 2026
Swissotel - Chicago
Downtown Chicago
Price was £4,095, price is now £2,776 per person
£2,776
per person
1 Jun - 8 Jun
found 18 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.
Reviewed on 27 Apr 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,411, price is now £1,692 per person
£1,692
per person
11 Jul - 18 Jul
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Great week-long stay. We loved the king corner room - the views were fantastic. Room was large and comfortable. All staff were really accommodating.
Reviewed on 29 Apr 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,883, price is now £2,043 per person
£2,043
per person
11 Jul - 18 Jul
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on 27 Apr 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was £2,014, price is now £1,545 per person
£1,545
per person
11 Jul - 18 Jul
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant.
Reviewed on 22 Apr 2026
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,883, price is now £2,043 per person
£2,043
per person
11 Jul - 18 Jul
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on 27 Apr 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was £4,606, price is now £3,795 per person
£3,795
per person
1 Jun - 8 Jun
found 18 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Wonderful Hotel will definitely be looking forward to going back.
Reviewed on 25 Apr 2026
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View all trips3 Night Adventure holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was £1,411, price is now £1,116 per person
£1,116
per person
11 Jun - 14 Jun
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on 27 Apr 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £1,662, price is now £1,306 per person
£1,306
per person
11 Jun - 14 Jun
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on 27 Apr 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,441, price is now £1,133 per person
£1,133
per person
11 Jun - 14 Jun
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Great week-long stay. We loved the king corner room - the views were fantastic. Room was large and comfortable. All staff were really accommodating.
Reviewed on 29 Apr 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.
