Title: Oakbrook Terrace Vacation Packages & Trips 2025/2026 from CA $669 | 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 Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $669 per person Dec 12 - Dec 15 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (289 reviews) The staff were excellent Reviewed on Aug 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=FvkBC9hPxMaD0Fk96vq5wS8RSRais3NacNv-bnpQe2w1AYeEr_clg0WsmSsSAPx7) ![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 $1,845 per person Nov 13 - Nov 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,001 reviews) Got pick pocketed in the elevator. I really like this hotel. Plan to return. Reviewed on Sep 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-18/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=1XmNBjGm7iNC1an4L6ZsGTj_hv_wSt5xFGCkWRsq2u3J9G1nz-UrF5YXXvEBkGZI) ![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 $1,370 per person Dec 15 - Dec 19 found 2 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) This property is fabulous in every aspect. Huge rooms, modern and fresh. The spa and workout facilities are amazing. I loved everything about this hotel. Location is perfect to explore the river walk, shopping and best dining options. Only small critique is only one person at the front and if they are busy with a guest, can be a long wait to check in or out. Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=nbRYI0MPJ1BfhoTp2t1EsceYq3awNpXWLnCVgsG3YMk9rrEoNFqRCXH22HRiRHD4) ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,025 per person Nov 3 - Nov 7 found 23 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (294 reviews) I had such a lovely time here. I love the extra things that come with staying here! The pool was very nice and clean. I really loved the space of the rooms and how clean it was. Will be coming here again! Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-03/2025-11-07/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95823687&paandie=true&dealMarker=KbYcC4cn9p3OHo-sNbkCnYfnmcTSB3CBAnpeJB7o2m3zDj1DxeLVdvXvlacvyj36) ![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 $776 per person Nov 3 - Nov 7 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 7.6/10 Good! (1,005 reviews) Two mornings received poor service at breakfast. King bed in room. Could not open cabinet Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-03/2025-11-07/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19722&paandie=true&dealMarker=FvkBC9hPxMaD0Fk96vq5wdbU4tMVqZbGeIrEzP-G40s8KEfd7A8mfy_CnVNCYnCX) ## Ready to book your vacation to Oakbrook Terrace? Choose your dates ## Oakbrook Terrace Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue, Chicago, IL Fully refundableReserve now, pay when you stay CA $204 CA $239 total Sep 22 - Sep 23 includes taxes & fees 7.8/10 Good! (9,218 reviews) "Could use more front desk staff. Quite a line formed behind me" Reviewed on Sep 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F09%2F2025&endDate=23%2F09%2F2025&selected=6452&PinnedHotelID=6452&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 $221 CA $260 total Oct 20 - Oct 21 includes taxes & fees 8.8/10 Excellent! (2,901 reviews) "Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!" Reviewed on Sep 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=9064) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10 E Grand Ave, Chicago, IL Fully refundableReserve now, pay when you stay CA $256 CA $301 total Oct 2 - Oct 3 includes taxes & fees 8.4/10 Very Good! (3,921 reviews) "Everything was great. Downtown location was awesome. Close to everything. We walked to a restaurant. Would definitely stay here again." Reviewed on Sep 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F10%2F2025&endDate=03%2F10%2F2025&selected=424187&PinnedHotelID=424187&HadPinnedHotel=true®ionId=9064) [See all 4,835 properties in Oakbrook Terrace](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F09%2F2025&endDate=23%2F09%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 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 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 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 $67 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.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) ![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 $77 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.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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)