Title: Oakbrook Terrace Vacation Packages & Trips 2025/2026 from CA $762 | 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. ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $762 per person Dec 27 - Jan 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 7.6/10 Good! (1,003 reviews) Clean rooms, great location in Evanston near the university. Helpful staff. Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19722&paandie=true&dealMarker=aOtLLqDuBw22ROXCI5AOhoaHoanEknaBuQaN4E2kckb8BBDyn_EmFw19h0AIVbsu) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,597 per person Dec 27 - Jan 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,006 reviews) This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=aOtLLqDuBw22ROXCI5AOhoENxmdKTMDuCiyltcf1OXO17MaLOrm_jDRibUfCQV5e) ![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 $858 per person Dec 26 - Jan 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18/10 Exceptional! (1,002 reviews) Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes: Bring back The Milk Room! The lobby seating was less inviting with so much turned over to assigned-seating dining. Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1118328&paandie=true&dealMarker=aOtLLqDuBw22ROXCI5AOhmFlgXqE0q626V76JS6UvPg25DqPXrNeWpap1D3ed2af) ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,884 per person Dec 27 - Jan 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.8/10 Exceptional! (1,001 reviews) Beautiful place and service Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&dealMarker=aOtLLqDuBw22ROXCI5AOhjFdCulB1ee-sNS6XX8tmiC36MES_f7bpW5PBzKwap9-) ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago CA $1,078 per person Dec 27 - Jan 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18/10 Exceptional! (757 reviews) The room was very clean and the kitchen was well equipped with everything needed to cook meals. Loved the big windows. The bedroom had a dresser with lots of drawers and the closet had lots of shelves and hanging space. The parking garage was so convenient and you were assigned a parking space which so you didn;t have to search for a space and could easily remember where you parked. The only negative was the shower water pressure was very low. The location was within walking distance to restaurants and shopping. We would definitely stay there again. Reviewed on Nov 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74500458&paandie=true&dealMarker=aOtLLqDuBw22ROXCI5AOhslsHqKsHW-hV-pE7PgoynHjYVhemp0wlQMYhg6R970M) ## Ready to book your vacation to Oakbrook Terrace? Choose your dates ## Oakbrook Terrace Hotel Deals ![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 CA $123 CA $144 total Dec 8 - Dec 9 includes taxes & fees 8.4/10 Very Good! (5,233 reviews) Clean room. Super friendly front desk staff. Complimentary drinks were a big plus! Whole property was amazing. Walking distance to everything. Reviewed on Nov 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F12%2F2025&endDate=09%2F12%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=9064) ![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 $148 CA $209 total Nov 25 - Nov 26 includes taxes & fees 8.4/10 Very Good! (2,066 reviews) Breakfast was good (although not free but it was worthwhile), parking across the street was secured at desk making departure easier, architecture was beautiful and room was comfortable. Would stay in the hotel again Reviewed on Nov 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=8079&PinnedHotelID=8079&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 $127 CA $149 total Dec 15 - Dec 16 includes taxes & fees 8.8/10 Excellent! (3,316 reviews) Everything was very good. There was a slight mildew odor when we got to our room. Reviewed on Nov 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=9064) [See all 5,013 properties in Oakbrook Terrace](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F11%2F2025&endDate=20%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 ![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) ![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) ![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 ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour CA $68 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $78 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) ![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 $47 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.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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)