Northwest Indiana Mountain Vacations
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Flight and Mountain hotel deals in Northwest Indiana
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $959, price is now CA $673 per person
CA $673
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,396, price is now CA $1,002 per person
CA $1,002
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.
Reviewed on Feb 9, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,401, price is now CA $1,033 per person
CA $1,033
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on Feb 3, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,083, price is now CA $1,546 per person
CA $1,546
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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 Feb 2, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,186, price is now CA $920 per person
CA $920
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on Jan 31, 2026
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View all trips5* Mountain holidays in Northwest Indiana
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,401, price is now CA $1,033 per person
CA $1,033
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on Feb 3, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $3,070, price is now CA $2,408 per person
CA $2,408
per person
May 3 - May 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
The Langham, Chicago
Downtown Chicago
Price was CA $1,909, price is now CA $1,591 per person
CA $1,591
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Gorgeous property, facilities, and location.
Reviewed on Feb 6, 2026
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See all available trips from Columbus to Northwest Indiana
View all trips3 Night Mountain holidays in Northwest Indiana
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $959, price is now CA $673 per person
CA $673
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $1,835, price is now CA $1,247 per person
CA $1,247
per person
Apr 3 - Apr 6
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,129, price is now CA $790 per person
CA $790
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.
Reviewed on Feb 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Indiana
View all trips4 Night Mountain holidays in Northwest Indiana
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,120, price is now CA $795 per person
CA $795
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.
Reviewed on Feb 9, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $2,254, price is now CA $1,466 per person
CA $1,466
per person
Apr 2 - Apr 6
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,237, price is now CA $873 per person
CA $873
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.
Reviewed on Feb 9, 2026
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