West Side Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
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Better together
Save up to ₹43,962 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top flight + Adventure hotel deals in West Side
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was ₹88,737, price is now ₹64,409 per person
₹64,409
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
excellent hotel, the staff, access to the city. We had a nice time in Chicago
Reviewed on 17 Oct 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹204,008, price is now ₹127,335 per person
₹127,335
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel.
Reviewed on 15 Oct 2025
Pendry Chicago
Downtown Chicago
Price was ₹112,515, price is now ₹75,290 per person
₹75,290
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on 16 Oct 2025
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹227,269, price is now ₹166,856 per person
₹166,856
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Beautiful hotel, great decor, super gym and pool
Reviewed on 14 Oct 2025
5* Adventure holidays in West Side
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 ₹204,008, price is now ₹127,335 per person
₹127,335
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel.
Reviewed on 15 Oct 2025
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹227,269, price is now ₹166,856 per person
₹166,856
per person
21 Dec - 27 Dec
found 1 day ago
Return flight included
Houston (IAH) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Beautiful hotel, great decor, super gym and pool
Reviewed on 14 Oct 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
