Western Suburbs Mountain Vacations
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Flight and Mountain hotel deals in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $1,112, price is now CA $835 per person
CA $835
per person
May 28 - May 31
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (473 reviews)
Room was amazing and beautiful and comfortable
Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous
Reviewed on Mar 1, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,978, price is now CA $1,326 per person
CA $1,326
per person
Jun 19 - Jun 23
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great service, loved this place.
Reviewed on Apr 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,370, price is now CA $1,624 per person
CA $1,624
per person
Jun 19 - Jun 23
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean and spacious. Breakfast was good and staff was very friendly and ready to assist.
Reviewed on Apr 9, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,717, price is now CA $1,923 per person
CA $1,923
per person
Jun 19 - Jun 23
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026
Warwick Allerton - Chicago
Downtown Chicago
Price was CA $1,520, price is now CA $1,126 per person
CA $1,126
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (3,032 reviews)
Warwick Allerton is my favorite place to stay when visiting Chicago! Staying in the Gold Coast means walking distance from the restaurants, stores and other Chicago touristy things. Super close to Nordstrom, Tiffany, Ralph Lauren etc. 5 minute walk to Steak 48 for dinner & about a 15 minute walk to the Navy Pier! A Walgreens is also close by for any last minute needs or touristy things like magnets and keychains. This hotel was also very accommodating, clean and had super kind staff. Parking is simple.. either use valet at the hotel or the hotel next door’s parking garage!
Reviewed on Apr 7, 2026
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View all trips5* Mountain holidays in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,540, price is now CA $2,054 per person
CA $2,054
per person
Jun 25 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
I truly enjoyed my 5 night stay at this hotel. Everyone was helpful, friendly, and accommodating. I love its location, near the Michael mile.
When I return to Chicago I will definitely stay at the Park Hyatt.
Reviewed on Apr 4, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $3,802, price is now CA $2,951 per person
CA $2,951
per person
May 19 - May 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Excellent room and facilities. Helpfull staff and amazing locstion.
Reviewed on Mar 27, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,728, price is now CA $2,237 per person
CA $2,237
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on Apr 7, 2026
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View all trips3 Night Mountain holidays in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
Warwick Allerton - Chicago
Downtown Chicago
Price was CA $1,520, price is now CA $1,126 per person
CA $1,126
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (3,032 reviews)
Warwick Allerton is my favorite place to stay when visiting Chicago! Staying in the Gold Coast means walking distance from the restaurants, stores and other Chicago touristy things. Super close to Nordstrom, Tiffany, Ralph Lauren etc. 5 minute walk to Steak 48 for dinner & about a 15 minute walk to the Navy Pier! A Walgreens is also close by for any last minute needs or touristy things like magnets and keychains. This hotel was also very accommodating, clean and had super kind staff. Parking is simple.. either use valet at the hotel or the hotel next door’s parking garage!
Reviewed on Apr 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,793, price is now CA $1,317 per person
CA $1,317
per person
Jul 1 - Jul 4
found 3 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,880, price is now CA $1,386 per person
CA $1,386
per person
May 31 - Jun 3
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great service, loved this place.
Reviewed on Apr 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Western Suburbs
View all trips4 Night Mountain holidays in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,288, price is now CA $1,543 per person
CA $1,543
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,370, price is now CA $1,624 per person
CA $1,624
per person
Jun 19 - Jun 23
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean and spacious. Breakfast was good and staff was very friendly and ready to assist.
Reviewed on Apr 9, 2026
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