Title: Fishing Vacations in Northwest Chicago 2026 | Expedia.ca ![](https://images.trvl-media.com/place/112441/ec3df249-fbe2-45d0-ba55-f9870805a0de.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Northwest Chicago Fishing Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Margy Moore - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Fishing hotel deals in Northwest Chicago Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $899 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Все було чудово. Чистий номер з неймовірним виглядом із вікна, смачні сніданки. Засмутило лише одне: руфтоп був закритий у цей період, а він був однією з важливих цікавинок, яка вплинула на вибір саме цього готелю. Reviewed on Jan 3, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,373 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again! Reviewed on Jan 3, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,035 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Staff was friendly did amazing job with checking us in Reviewed on Dec 25, 2025 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $925 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Great hotel! Loved the location and the room! Reviewed on Jan 3, 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,603 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) The hotel is beautiful and the staff very attentive. Very nice attention to detail. It was a real luxury experience. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Fishing holidays in Northwest Chicago Price found within the past 48 hours. Click for updated prices. ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Hotel Chicago Downtown Chicago CA $1,176 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Calgary (YYC) to Chicago (ORD) 9.4/10 Exceptional! (999 reviews) Staff, amenities, special touches for kids Reviewed on Dec 29, 2025 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,373 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again! Reviewed on Jan 3, 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,603 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) The hotel is beautiful and the staff very attentive. Very nice attention to detail. It was a real luxury experience. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Fishing holidays in Northwest Chicago Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $726 per person Mar 26 - Mar 29 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Все було чудово. Чистий номер з неймовірним виглядом із вікна, смачні сніданки. Засмутило лише одне: руфтоп був закритий у цей період, а він був однією з важливих цікавинок, яка вплинула на вибір саме цього готелю. Reviewed on Jan 3, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $989 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again! Reviewed on Jan 3, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $736 per person Mar 26 - Mar 29 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Great hotel! Loved the location and the room! Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Fishing holidays in Northwest Chicago Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $635 per person Feb 12 - Feb 16 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Все було чудово. Чистий номер з неймовірним виглядом із вікна, смачні сніданки. Засмутило лише одне: руфтоп був закритий у цей період, а він був однією з важливих цікавинок, яка вплинула на вибір саме цього готелю. Reviewed on Jan 3, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,373 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again! Reviewed on Jan 3, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,035 per person Mar 14 - Mar 18 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Staff was friendly did amazing job with checking us in Reviewed on Dec 25, 2025 Don't see what you're looking for? See all available trips from Columbus to Northwest Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Northwest Chicago ](https://expedia.ca/Cheap-Flights-To-Northwest-Chicago.d6350697.Travel-Guide-Flights)[ Northwest Chicago Hotels ](https://expedia.ca/Northwest-Chicago-Hotels.d6350697.Travel-Guide-Hotels)[ Northwest Chicago Vacation Rentals ](https://expedia.ca/Northwest-Chicago-Vacation-Rentals.d6350697.Travel-Guide-VacationRentals)[ Northwest Chicago Car Rentals ](https://expedia.ca/Car-Rentals-In-Northwest-Chicago.d6350697.Car-Rental-Guide)[ Northwest Chicago Vacations ](https://expedia.ca/Northwest-Chicago.d6350697.Destination-Travel-Guides)[ Things to do in Northwest Chicago ](https://expedia.ca/Things-To-Do-In-Northwest-Chicago.d6350697.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app