
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.

Omni Chicago Hotel
Downtown Chicago
Price was £1,752, price is now £1,325 per person
£1,325
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,799 reviews)
Excellent customer service and location. Room was outdated and dark. Great restaurant with delicious brekkie and dinner.
Reviewed on 16 Jun 2026

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was £2,636, price is now £1,844 per person
£1,844
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.
Reviewed on 14 Jun 2026

Swissotel - Chicago
Downtown Chicago
Price was £1,964, price is now £1,390 per person
£1,390
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,378 reviews)
Be aware they charge a city convenience fee that includes Wi-Fi. Dry cleaning and other miscellaneous things I did not need or utilize. When I ask if this could be waived, they said no that the “state” apply these chargers.
I enjoyed my time in Chicago, but will be asking for hidden fees. The next time I stay in downtown Chicago.
Reviewed on 16 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,355, price is now £1,756 per person
£1,756
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
Great location and food court in area. Great for family fun
Reviewed on 17 Jun 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,840, price is now £1,408 per person
£1,408
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
The front foyer had beautiful glass bulbs that were very dusty and dirty. Not a good first impression
Housekeeping or room service could have been disclosed for 4 nights garbage build up Also notice we had no bathroom hooks to hang wet towels just one towel bar.
Bed was comfortable and linens were fine.
Oh and, $8 bottle of Voss water in room no cups in room or bathroom. Microwave breakfast 😑
Reviewed on 15 Jun 2026
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Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £1,906, price is now £1,552 per person
£1,552
per person
31 Jul - 3 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
Very clean rooms, helpful staff and great amenities! Close to everything and convenient to shopping and eating
Felt safe and comfortable in the area !
Reviewed on 15 Jun 2026


The St. Regis Chicago
Downtown Chicago
Price was £5,214, price is now £5,214 per person
£5,214
per person
28 Jul - 4 Aug
found 16 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (120 reviews)
Absolute perfection - I wish there were a St. Regis hotel every where I travel! My kids loved it, the staff was friendly and helpful. I could live in the room (and the soaking tub!). The restaurant was lovely for breakfast. 10/10
Reviewed on 3 Jun 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.

The Emily Hotel
Downtown Chicago
Price was £1,687, price is now £1,329 per person
£1,329
per person
31 Jul - 3 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.
Reviewed on 15 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,834, price is now £1,452 per person
£1,452
per person
31 Jul - 3 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
Great location and food court in area. Great for family fun
Reviewed on 17 Jun 2026

Kimpton Gray Hotel by IHG
Downtown Chicago
Price was £2,065, price is now £1,666 per person
£1,666
per person
31 Jul - 3 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is beautiful with so many bars and restaurants nearby. About 4 -5 blocks from Millenium Park. The seating areas are so peaceful and the design is amazing. They let me store my bike box the day before my stay which was so convenient. Staff are friendly and professional.
Reviewed on 17 Jun 2026
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View all trips4 Night Adventure holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was £1,176, price is now £907 per person
£907
per person
27 Aug - 31 Aug
found 2 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (3,935 reviews)
The staff at the front desk was fabulous and the the room was clean
Reviewed on 17 Jun 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,314, price is now £945 per person
£945
per person
27 Aug - 31 Aug
found 2 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
The front foyer had beautiful glass bulbs that were very dusty and dirty. Not a good first impression
Housekeeping or room service could have been disclosed for 4 nights garbage build up Also notice we had no bathroom hooks to hang wet towels just one towel bar.
Bed was comfortable and linens were fine.
Oh and, $8 bottle of Voss water in room no cups in room or bathroom. Microwave breakfast 😑
Reviewed on 15 Jun 2026

The Emily Hotel
Downtown Chicago
Price was £1,505, price is now £1,154 per person
£1,154
per person
27 Aug - 31 Aug
found 2 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.
Reviewed on 15 Jun 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.










