Northwest Side Fishing Vacations
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Flight and Fishing hotel deals in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,246, price is now CA $789 per person
CA $789
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025
The Emily Hotel
Downtown Chicago
Price was CA $1,667, price is now CA $1,061 per person
CA $1,061
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
We have stayed at The Emily Hotel twice and has become our go to for our yearly trip for an event in town. Every time we visit the staff goes above and beyond to ensure a great experience from check in, valet parking, amenities, and room service.
Reviewed on Sep. 2, 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,350, price is now CA $876 per person
CA $876
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug. 21, 2025
Pendry Chicago
Downtown Chicago
Price was CA $3,015, price is now CA $1,971 per person
CA $1,971
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Room was very nice and clean. Great location and we were able to walk almost everywhere we wanted to go. Staff was friendly and knowledgeable. Only thing I would say is that it is a little loud at night but you are downtown right off Michigan ave so you should expect some street noise. Would definitely stay here again.
Reviewed on Sep. 2, 2025
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,831, price is now CA $1,198 per person
CA $1,198
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,028 reviews)
Overall is good but 1 concern we encountered is there is a clicking sound in our room or near our room, that distracts my husband while sleeping.
Reviewed on Aug. 24, 2025
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View all trips5* Fishing holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
The Langham, Chicago
Downtown Chicago
Price was CA $1,922, price is now CA $1,279 per person
CA $1,279
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,868, price is now CA $1,692 per person
CA $1,692
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug. 31, 2025
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View all trips3 Night Fishing holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was CA $903, price is now CA $568 per person
CA $568
per person
Nov 6 - Nov 9
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,666, price is now CA $1,007 per person
CA $1,007
per person
Nov 6 - Nov 9
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
I can honestly say that this hotel exceeded all expectations. Everything was fabulous
Reviewed on Sep. 1, 2025
Pendry Chicago
Downtown Chicago
Price was CA $1,042, price is now CA $655 per person
CA $655
per person
Nov 6 - Nov 9
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Room was very nice and clean. Great location and we were able to walk almost everywhere we wanted to go. Staff was friendly and knowledgeable. Only thing I would say is that it is a little loud at night but you are downtown right off Michigan ave so you should expect some street noise. Would definitely stay here again.
Reviewed on Sep. 2, 2025
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See all available trips from Columbus to Northwest Side
View all trips4 Night Fishing holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,831, price is now CA $1,198 per person
CA $1,198
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,028 reviews)
Overall is good but 1 concern we encountered is there is a clicking sound in our room or near our room, that distracts my husband while sleeping.
Reviewed on Aug. 24, 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $2,061, price is now CA $1,276 per person
CA $1,276
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug. 21, 2025
The Langham, Chicago
Downtown Chicago
Price was CA $2,247, price is now CA $1,478 per person
CA $1,478
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025
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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.