Title: Northwest Chicago Vacation Packages & Trips 2026 from CA $879 | Expedia.ca [Northwest Chicago Travel Guide](https://expedia.ca/Northwest-Chicago.dx6350697)[Hotels in Northwest Chicago](https://expedia.ca/Northwest-Chicago-Hotels.d6350697.Travel-Guide-Hotels)[Vacation Rentals in Northwest Chicago](https://expedia.ca/Northwest-Chicago-Vacation-Rentals.d6350697.Travel-Guide-VacationRentals)[Flights to Northwest Chicago](https://expedia.ca/Cheap-Flights-To-Northwest-Chicago.d6350697.Travel-Guide-Flights)[Things to do in Northwest Chicago](https://expedia.ca/Things-To-Do-In-Northwest-Chicago.d6350697.Travel-Guide-Activities)[Northwest Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Chicago.d6350697.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6350697/9b413891-65d0-4396-9839-c4514d5122b4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Northwest Chicago 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 Northwest Chicago Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $879 per person Apr 16 - Apr 19 found 11 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,137 reviews) Great location, clean and very nice restaurant and bar. Reviewed on Mar 9, 2026 ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,310 per person May 6 - May 10 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.2/10 Wonderful! (421 reviews) This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back. Reviewed on Mar 8, 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $1,323 per person May 7 - May 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Great spot and view, would stay again! Reviewed on Mar 13, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $1,292 per person Jun 4 - Jun 7 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Very nice & clean hotel and near the Bean and shops are walkable. Reviewed on Mar 3, 2026 ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/bc751856_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $1,098 per person May 7 - May 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (356 reviews) I do think the staff could be friendlier, also our room was not cleaned any day however, the day of checkout they knocked three different times before checkout time to clean the room. We also requested towels and it took over an hour to receive them and then we still didn’t even receive the full set and then when they came back with what we asked for they brought a ridiculous amount and I didn’t really appreciate the tone of that considering again that our room was not cleaned and we didn’t have any fresh towels. Reviewed on Mar 10, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_6350697) ## Ready to book your vacation to Northwest Chicago? Choose your dates ## Northwest Chicago Hotel Deals ![Eaglewood Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/c603e0d7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eaglewood Resort and Spa 1401 Nordic Rd Itasca IL Fully refundableReserve now, pay when you stay CA $137 CA $183 total Apr 2 - Apr 3 includes taxes & fees 8.8/10 Excellent! (1,002 reviews) Lovely resort. Friendly staff. Large clean rooms. Reviewed on Mar 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=897168&PinnedHotelID=897168&HadPinnedHotel=true®ionId=6350697) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago O'Hare Airport O'Hare International Airport Chicago IL Fully refundableReserve now, pay when you stay CA $269 CA $316 total Apr 3 - Apr 4 includes taxes & fees 8.4/10 Very Good! (2,220 reviews) Pricey but right at the airport. Works so conveniently for us to come in by bus or CTA. Love eating at the bar restaurant. Reviewed on Mar 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F04%2F2026&endDate=04%2F04%2F2026&selected=8058&PinnedHotelID=8058&HadPinnedHotel=true®ionId=6350697) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Emily Hotel 311 North Morgan Street Chicago IL Fully refundableReserve now, pay when you stay CA $167 CA $196 total Mar 22 - Mar 23 includes taxes & fees 9.2/10 Wonderful! (1,312 reviews) Great location! Room was nice and clean and comfortable. Reviewed on Mar 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=19381112&PinnedHotelID=19381112&HadPinnedHotel=true®ionId=6350697) [See all 4,054 properties in Northwest Chicago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F03%2F2026&endDate=16%2F03%2F2026®ionId=6350697) 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 Northwest Chicago ![Woodfield Mall featuring shopping as well as a small group of people](https://images.trvl-media.com/place/6064089/b646e5d1-77a9-4e1e-85bb-e81549f64721.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Woodfield Mall 4/5(19 reviews) Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States. [](https://expedia.ca/Woodfield-Mall-Chicago.d6064089.Vacation-Attraction) ![Legoland Discovery Center featuring art](https://images.trvl-media.com/place/6169680/f9a8b735-5565-4455-bd10-4ab206c3298f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Discovery Center See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory. [](https://expedia.ca/LEGOLAND-Discovery-Center-Chicago.d6169680.Vacation-Attraction) #### NOW Arena 4.5/5(3 reviews) Catch an event at NOW Arena during your trip to Hoffman Estates. Amble around this quaint area's lakeside or attend a sporting event. [](https://expedia.ca/NOW-Arena-Chicago.d6192396.Vacation-Attraction) ### What to do in Northwest Chicago ![360 CHICAGO Observation Deck ](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 360 CHICAGO Observation Deck CA $36 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago CA $52 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour CA $55 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) [See all activities in Northwest Chicago](https://expedia.ca/things-to-do/search?rid=6350697) ## Frequently asked questions ### Can I cancel my flight booking to Northwest Chicago due to COVID-19? ### What's the best way to find cheap flights to Northwest Chicago that have flexible change policies? ### What are some of the general tips for travelers to Northwest Chicago during the COVID-19 outbreak? > - Before you lock in a flight, check if any travel bans or restrictions apply — in both your destination and origin. Get the latest updates by reviewing government websites. > - Wear a face mask even during airport screening. A TSA officer will ask you to adjust your mask for ID purposes. > - To minimize the risk of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent. > - One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag for scanning. > - Put any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process. > - Separate any food you're carrying for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings. ### Which airlines fly to Northwest Chicago? ### How can I find cheap tickets to Northwest Chicago? ### How much is a flight to Northwest Chicago? ### What are the most popular airports to fly into in Northwest Chicago? ### When is the cheapest time to fly to Northwest Chicago? ### How much is a plane ticket to Northwest Chicago? ### Which airlines with flights to Northwest Chicago employ COVID-19 cleanliness policies? > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Hotels near Arboretum of South Barrington ](https://www.expedia.ca/Arboretum-Of-South-Barrington-Hotels.0-l6175734-0.Travel-Guide-Filter-Hotels) - 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