West Side Fishing Vacations

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Flight and Fishing hotel deals in West Side

Price found within the past 48 hours. Click for updated prices.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

Downtown Chicago
CA $686
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,004 reviews)
Pendry Chicago

Pendry Chicago

Downtown Chicago
CA $1,311
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,196
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was really nice and clean.

Reviewed on Sep 11, 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
CA $886
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
We had a lovely stay. The coffee downstairs is excellent!

Reviewed on Sep 12, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,155
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Great location and helpful staff! Will stay here again!

Reviewed on Sep 11, 2026

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5* Fishing holidays in West Side

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
CA $1,361
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
Amazing

Reviewed on Sep 8, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,383
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
CA $1,728
per person
Oct 22 - Oct 24
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
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3 Night Fishing holidays in West Side

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

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,155
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Great location and helpful staff! Will stay here again!

Reviewed on Sep 11, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,196
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was really nice and clean.

Reviewed on Sep 11, 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
CA $1,324
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
We had a lovely stay. The coffee downstairs is excellent!

Reviewed on Sep 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to West Side
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4 Night Fishing holidays in West Side

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

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,236
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Great location and helpful staff! Will stay here again!

Reviewed on Sep 11, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,246
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was really nice and clean.

Reviewed on Sep 11, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,544
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
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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
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in West Side

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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.