Title: Oakbrook Terrace Vacation Packages & Trips 2025/2026 from CA $548 | 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. ![The Blackstone, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/5f1a18d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Blackstone, Autograph Collection Downtown Chicago CA $548 per person Jan 28 - Feb 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18/10 Exceptional! (1,001 reviews) Best location to stay Reviewed on Oct 25, 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=22295&paandie=true&dealMarker=koEcQNa1DcJ_UZmfWSEJe89kNJwkkKjktKoUTLdNrKOCNEwYOtTnYra6oN0s6YNZ) ![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 $603 per person Jan 28 - Feb 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,001 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/2026-01-28/2026-02-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1118328&paandie=true&dealMarker=koEcQNa1DcJ_UZmfWSEJe89kNJwkkKjktKoUTLdNrKMy6vr_0420qqMxrXX9gLQU) ![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 $2,159 per person Dec 26 - 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/2025-12-26/2026-01-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&dealMarker=Sh9BByRQur7yl-6M5Tpxt0oMitVsSIv5EM_egwZR3w8bApbP5xZuZDH6vgUwIWeD) ![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 21 hours 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=aOtLLqDuBw22ROXCI5AOhhs0-q_umSxLcZsRJe1zuoLnCI4pehG0pj7oOidNyN2h) ![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 21 hours 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=aOtLLqDuBw22ROXCI5AOhpU4dtskcZwnOGvPU0Wsrr7PK345Kj8yLi2G5w3kw8qw) ## 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 Fully refundableReserve now, pay when you stay CA $134 CA $157 total Nov 25 - Nov 26 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=25%2F11%2F2025&endDate=26%2F11%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 24 - Nov 25 includes taxes & fees 8.4/10 Very Good! (2,052 reviews) this is the most beautiful hotel I have ever stayed the only reason i gave 4\* is that my room had problem with hot water and pressure but other than that its amazing place with incredible lobby with live music every night Reviewed on Nov 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%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 $137 CA $161 total Dec 7 - Dec 8 includes taxes & fees 8.8/10 Excellent! (3,268 reviews) Restaurant was good, room nice Reviewed on Nov 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=9064) [See all 5,013 properties in Oakbrook Terrace](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F11%2F2025&endDate=19%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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)