Northwest Chicago Waterpark Vacations

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Flight and Waterpark hotel deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,114
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Everything was clean, staff was friendly, and breakfast was yummy :)

Reviewed on Sep 3, 2026

Freehand Chicago

Freehand Chicago

Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $1,153
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (159 reviews)
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.

Reviewed on Sep 2, 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
CA $1,304
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,351 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
CA $1,195
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
n/a

Reviewed on Sep 3, 2026

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5* Waterpark holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,061
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍

Reviewed on Sep 2, 2026

Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
CA $1,798
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
CA $2,117
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,013 reviews)
Don't see what you're looking for?
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3 Night Waterpark holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,114
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Everything was clean, staff was friendly, and breakfast was yummy :)

Reviewed on Sep 3, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,316
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍

Reviewed on Sep 2, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $1,153
per person
Oct 21 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (159 reviews)
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.

Reviewed on Sep 2, 2026

Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips

4 Night Waterpark holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $730
per person
Nov 25 - Nov 29
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (159 reviews)
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.

Reviewed on Sep 2, 2026

Freehand Chicago

Freehand Chicago

Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
CA $2,139
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
n/a

Reviewed on Sep 3, 2026

Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Northwest Chicago

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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.