Northwest Chicago Waterpark Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Waterpark hotel deals in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $890, price is now CA $668 per person
CA $668
per person
Sep 3 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (126 reviews)
Hotel staff was helpful, room was comfortable & so was the bed- would stay again
Reviewed on Jun 30, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,375, price is now CA $971 per person
CA $971
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Very clean, great location. Every staff member we encountered was just terrific
Reviewed on Jun 30, 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
Price was CA $1,081, price is now CA $803 per person
CA $803
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,337 reviews)
Amazing room at a reasonable price! Great location and very friendly staff! Thank you to Jock, who made us feel welcome!
Reviewed on Jun 30, 2026
Central Loop Hotel
Downtown Chicago
Price was CA $1,058, price is now CA $799 per person
CA $799
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,193 reviews)
Good location in downtown and close to major attractions (Art Institute, Willis Tower, Millennium Park) Rooms were small but nice for a couple of nights. The parking deck guests can use is one block down and one block over but was inexpensive for downtown ($28 a night , trust me I did the research).
Reviewed on Jun 30, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $1,157, price is now CA $883 per person
CA $883
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Everything was lovely, but for reference the rooms with views on the first 5-6 floors are extremely noisy at night due to traffic etc.. Not the properties fault, although I would have thought there might be noise canceling glass or something like other hotels I've stayed at.
Reviewed on Jun 30, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips5* Waterpark holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
Price was CA $1,579, price is now CA $1,278 per person
CA $1,278
per person
Aug 1 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (873 reviews)
Shower bombs would be a good incentive. Really enjoyed the scenery as well as the customer service.
Reviewed on Jun 27, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Price was CA $3,634, price is now CA $2,980 per person
CA $2,980
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is very clean
Good air conditioning
The staff is great
The bar at the restaurant is very good
The location is the best in Chicago
Fancy neighborhood
Reviewed on Jun 30, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips3 Night Waterpark holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
Price was CA $1,081, price is now CA $803 per person
CA $803
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,337 reviews)
Amazing room at a reasonable price! Great location and very friendly staff! Thank you to Jock, who made us feel welcome!
Reviewed on Jun 30, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,375, price is now CA $971 per person
CA $971
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Very clean, great location. Every staff member we encountered was just terrific
Reviewed on Jun 30, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,644, price is now CA $1,172 per person
CA $1,172
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Nice clean room with minimalist/industrial vibe. Room was spacious. The front desk was helpful. The coffee shop was much appreciated.
Reviewed on Jun 30, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips4 Night Waterpark holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,750, price is now CA $1,210 per person
CA $1,210
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (126 reviews)
Hotel staff was helpful, room was comfortable & so was the bed- would stay again
Reviewed on Jun 30, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,984, price is now CA $1,375 per person
CA $1,375
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Very clean, great location. Every staff member we encountered was just terrific
Reviewed on Jun 30, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,978, price is now CA $1,420 per person
CA $1,420
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Great stay; fabulous location, amazing views and access to so much; friendly staff. Super friendly and accommodating housekeeping! Food/bar service took a long long time, every time..long wait to order…long wait to get drinks…long wait to pay bill. Not enough staff behind the bar.
Reviewed on Jun 30, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all tripsThings to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
