Title: Cook County Vacation Packages & Trips 2025 from CA $806 | Expedia.ca [Cook County Travel Guide](https://expedia.ca/Cook-County.dx553248635083916453)[Cook County Hotels](https://expedia.ca/Destinations-In-Cook-County.d553248635083916453.Hotel-Destinations)[Vacation Rentals in Cook County](https://expedia.ca/Destinations-In-Cook-County.d553248635083916453.Vacation-Rental-Destinations)[Cook County Car Rentals](https://expedia.ca/Destinations-In-Cook-County.d553248635083916453.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cook County 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 ### Your Cook County Vacation Embark on your next adventure with a Cook County vacation package, and leave knowing the finer details have been taken care of. Plus with the ability to tailor your escape, you know it'll be one to remember. Want to know where to go on your trip to Cook County? [Tinley Park](https://www.expedia.ca/Tinley-Park.d55204.Destination-Travel-Guides) is a popular city you won't want to miss. Whether you're planning to travel on a shoestring or want to splurge, Expedia are here to help you customize your next dream Cook County vacation. ## Top Cook County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $806 per person Jan 14 - Jan 17 found 8 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) Great staff, very clean rooms, overall great experience Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-17/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=P9D8iIh2s2Yf_9fek3FGJA_1Glo5EP5_cdsLF2PTwCPjql0VVIbAMK_SaDJxn9eY) ![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Michigan Avenue Chicago Downtown Chicago CA $819 per person Dec 27 - Dec 31 found 12 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.8/10 Excellent! (1,070 reviews) Great trip! Will stay again. Reviewed on Nov 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-31/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=PHEtHAqLlHxy01HQpPCW1FWO6OjVB_Ci2doGSyIREw5BVK3gx5k1aTqbr-2scCrG) ![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 $1,183 per person Dec 26 - Jan 2 found 4 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (367 reviews) This was our first time at Level Chicago -Old Town. Last year we stayed at Level Chicago - North. Both apartments were really cozy and offered amazing views of the city. Old Town is a great place to stay, the staff overall was professional and polite. The unit was mostly clean, however, some of the towel were stained (seemed like he make up did not come off with bleach). It wasn't to my liking so I did not use them. Also, they knew we were six people but only gave 4 bath towels. I had to request additional. Another thing is that the locks in the bathroom and bedrooms were not working. It was a bit frustrating considering 6 people were sharing one bathroom. The apartment itself is very comfortable, has washer and dryer on site, which is convenient, especially when staying with children. The kitchen was equipped with all the basic needs except a good coffee machine. They have a nespresso machine but I would have rather an actual coffee machine not espresso machine. Safety was key. My family and I felt safe in the building and the area. Parking was not available in the building (the cost is $70 per night) but that wasnt an issue because we found plenty of parking right outside by the meters. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=Br8uQJZB120LWEepv4T_RXqQ43p5ZYYLnjopIoKIWcHb3-etwMbtTfxC0fRA-8BA) ![The Talbott, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/0ae99f9d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Talbott, Autograph Collection Downtown Chicago CA $1,176 per person Dec 26 - Jan 2 found 4 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (39 reviews) Lovely building. Attentive staff. Very clean. Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23963&paandie=true&dealMarker=Br8uQJZB120LWEepv4T_RXvWQYMmxusB7a1meLafPFBJBEpSB1D71clFKYY3fqQ5) ![Urban Chicago Oasis ](https://images.trvl-media.com/lodging/114000000/113740000/113737900/113737878/3ff0f792_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Urban Chicago Oasis Lakeview CA $1,488 per person Dec 11 - Dec 14 just found Roundtrip flight included Toronto (YYZ) to Chicago (ORD) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-14/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=113737878&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4rddTsa6-aG6KDqQbDxRGCHRHEK66UVFoISLfU_PYJid) ## Cook County 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 $166 CA $194 total Nov 23 - Nov 24 includes taxes & fees 8.4/10 Very Good! (5,182 reviews) Everything was perfect will definitely stay again . Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=553248635083916453) ![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 $131 CA $154 total Nov 24 - Nov 25 includes taxes & fees 7.8/10 Good! (9,616 reviews) Check in was easy, things are clean and efficient. The hotel itself needs a facelift in that it smells old and dank and the room itself was strange. A random closet type thing was pushed up agains an adjoining door, the tiles in the bathroom/shower are all crooked and random, it feels like someone ... Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=553248635083916453) ![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 $142 CA $166 total Nov 17 - Nov 18 includes taxes & fees 8.8/10 Excellent! (3,191 reviews) i have been visiting chicago frequently over the last few months and this hotel thus far has exceeded any hotel stay that ive had. the staff was amazing and the location and room was great for the money spent. i will return Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=553248635083916453) [See all 4,807 properties in Cook County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=553248635083916453) 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) ## Frequently asked questions ### How much does a Cook County vacation package cost? > Explore the best of Cook County from as little as CA $806. We offer a wonderful selection of flights, rental cars and hotels to suit every budget. Land even more discounts when you add a couple of sightseeing tours to your package. ### How do I get a cheap travel package to Cook County? > One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all. Choose a combination that suits you and see your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options across the globe, which lets you customize your Cook County vacation. ### Where should I stay in Cook County? > [Tinley Park](https://www.expedia.ca/Tinley-Park.d55204.Destination-Travel-Guides) is first up on many Cook County itineraries. Hollywood Casino Amphitheatre plays a big part in that. ### What are the top hotels in Cook County? > Check out [Congress Plaza Hotel](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) and [LondonHouse Chicago, Curio Collection by Hilton](https://www.expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information). They're top picks for lots of travelers to Orland Park. If Tinley Park is on your itinerary, [The Whitehall Hotel](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) and [Hyatt Regency Chicago](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) are a couple of cozy options. ### How far in advance should I book my Cook County vacation? > Savvy travelers book early. Air carriers typically advertise flights up to a year prior to departure, and this is your chance to land some rock-bottom prices. Boss just told you to use up all your vacation days next week? That's fine too — Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at an affordable price. ### What does an Expedia Cook County travel package include? > Hotels, rental cars and flights — we have them well covered. With Expedia, you can create your Cook County package just the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save! ### What should I know before booking a Cook County travel package? > Whether it's adventure or relaxation you're craving, a Cook County vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save! ### Can I choose my airline with a Cook County Expedia vacation package? > Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you. ### If I'm not able to travel, can I cancel my Cook County vacation package? > We totally understand — unexpected stuff happens. If you've booked a Cook County vacation package and need to amend or cancel it, we're here to help. It's always worth browsing our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee. ## 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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)