Title: Oakbrook Terrace Vacation Packages & Trips 2025/2026 from CA $523 | Expedia.ca [Oakbrook Terrace Travel Guide](https://expedia.ca/Oakbrook-Terrace.dx9064)[Hotels in Oakbrook Terrace](https://expedia.ca/Oakbrook-Terrace-Hotels.d9064.Travel-Guide-Hotels)[Vacation Rentals in Oakbrook Terrace](https://expedia.ca/Oakbrook-Terrace-Vacation-Rentals.d9064.Travel-Guide-VacationRentals)[Oakbrook Terrace Car Rentals](https://expedia.ca/Car-Rentals-In-Oakbrook-Terrace.d9064.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakbrook Terrace Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 ## Top Oakbrook Terrace Vacation Deals Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $523 per person Feb 12 - Feb 16 found 1 day ago Roundtrip flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (1,001 reviews) great staff...loved our stay. Reviewed on Nov 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=eDhpJqgsu8l_Es1rqO-9UoZTS-rSyqANrh0PsLVey6m1r9xxIwMvlJJktVrtSs2J) ![Art Villa ](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Art Villa West Town CA $1,122 per person Feb 12 - Feb 16 found 16 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115163763&paandie=true&dealMarker=v78gomMOiXMGR8iSRhusfBi7zBfdVwUofh6oonpjMSRzs2A-6rG7Jg26QOowPwGy) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $880 per person Feb 12 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,264 reviews) Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay. Reviewed on Nov 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=eDhpJqgsu8l_Es1rqO-9Uqg_KhDNDkTB4Zys_PIY0TOt0NF0gFjrwXbVANw_mEnl) ![Chicago Athletic Association, a Hyatt Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/6b24bc12_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chicago Athletic Association, a Hyatt Hotel Downtown Chicago CA $593 per person Jan 28 - Feb 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,002 reviews) The Chicago Athletic Association Hotel is the most charming hotel in the city of Chicago. My wife and I recently got married in Chicago and one of the highlights of the weekend was hanging out at the hotel! It has a roaring 20's vibe with the dark woods in the main lobby and the large game room which is a fun place to get a drink and play chess/pool. Amazing location close to the Amtrak, Chicago subway, and the South shore railroad. And it's across the street from Millennium Park. Most importantly, the staff is very professional and attentive and will go above and beyond to make your stay perfect. I always stay at this hotel when I go to Chicago because of it's charm and service. I would never stay anywhere else because it's a truly unique hotel in an awesome location with the nicest and most professional staff. 10/10 recommend to anyone! Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-28/2026-02-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1118328&paandie=true&dealMarker=OxGKZ1ktgNkcPpIRluxPlSreSehYemFRgzxc6yydBt6vBm0h6vYyXG2Yo7pQn0VO) ![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 $752 per person Feb 12 - Feb 16 found 1 day ago Roundtrip flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world. Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=eDhpJqgsu8l_Es1rqO-9UoZTS-rSyqANrh0PsLVey6lsrFgrkCM6DY71aenms05y) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_9064) ## Ready to book your vacation to Oakbrook Terrace? Choose your dates ## Oakbrook Terrace Hotel Deals ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL Fully refundableReserve now, pay when you stay CA $152 CA $214 total Dec 28 - Dec 29 includes taxes & fees 8.4/10 Very Good! (2,090 reviews) Rooms are small and tile in bathroom looked dirty Reviewed on Nov 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true®ionId=9064) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL Fully refundableReserve now, pay when you stay CA $129 CA $151 total Dec 7 - Dec 8 includes taxes & fees 8.4/10 Very Good! (5,291 reviews) All above. Reviewed on Nov 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=9064) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL Fully refundableReserve now, pay when you stay CA $117 CA $137 total Dec 7 - Dec 8 includes taxes & fees 8.8/10 Excellent! (3,350 reviews) Room was clean and spacious! Reviewed on Nov 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=9064) [See all 5,066 properties in Oakbrook Terrace](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=9064) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](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) ### Discover the most popular places to visit in Oakbrook Terrace ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(19 reviews) You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(459 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ### What to do in Oakbrook Terrace ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $48 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting CA $50 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details) ![Chicago's Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/48840807/8856f18f-7399-4c59-bffa-336edc781f23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago's Navy Pier Centennial Wheel Ticket CA $34 per adult [](https://expedia.ca/things-to-do/chicagos-navy-pier-centennial-wheel-ticket.a48840807.activity-details) [See all activities in Oakbrook Terrace](https://expedia.ca/things-to-do/search?rid=9064) ## Explore a world of travel with Expedia \* 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 ![QR code to download the app](data:image/png;base64,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)