O'Hare Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by W. Ross Wells

  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in O'Hare

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $903, price is now CA $568 per person
CA $568
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
Everything was perfect. Be aware of the expensive it is to park in Chicago.

Reviewed on Sep. 2, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,592, price is now CA $2,089 per person
CA $2,089
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!

Reviewed on Aug. 31, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,666, price is now CA $1,007 per person
CA $1,007
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!

Reviewed on Sep. 2, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was CA $4,082, price is now CA $2,538 per person
CA $2,538
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,042, price is now CA $655 per person
CA $655
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Fantastic experience top to bottom. The staff was incredible, the room was luxurious, and we couldn't have asked for a better place to stay. We will be back.

Reviewed on Sep. 3, 2025

Where to stay in O'Hare

Find the best O'Hare areas and neighborhoods for the activities you enjoy most. Learn more about O'Hare
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

O'Hare Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 19 to Sep 20
CA $197
CA $225 total
Sep 19 - Sep 20
includes taxes & fees
Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Sep 19 to Sep 20
CA $222
CA $261 total
Sep 19 - Sep 20
includes taxes & fees
Marriott Chicago O'Hare
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is CA $192 per night from Sep 12 to Sep 13
CA $192
CA $218 total
Sep 12 - Sep 13
includes taxes & fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 5,207 properties in O'Hare
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an OHare vacation package cost?
Our OHare vacation packages, which begin from just CA $568, are an awesome way to save big. All you have to do is choose your preferred hotels, flights and more to create your dream getaway.
How do I get a cheap travel package to OHare?
Lock in flights that fit your schedule, add a hotel room to your booking and watch the savings rack up with an OHare vacation package. It's as easy as that! From flights and hotels to activities and rental cars, Expedia makes traveling on the cheap easy. And with more than 550 airlines and 1,000,000 hotels around the globe to pick from, you won't be short of choice.
Where should I stay in OHare?
Cross Lincoln Park off your must-see list and then stay right around the corner. Experience the exciting vibe around this top attraction and head there whenever the mood strikes!
What are the top hotels in OHare?
Get your escape off to a fantastic start by booking a stay at O'Hare Inn & Suites. It's one of most sought-after hotels in OHare. Another cozy option is DoubleTree by Hilton Chicago OHare Airport - Rosemont.
How far in advance should I book my OHare vacation?
It can be hard to know when is the ideal time to book your trip to OHare. But generally the earlier you book, the cheaper the prices. Sometimes, you can lock in your flights and hotels nearly 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to panic! There are fabulous deals announced on Expedia every single day.
What does an Expedia OHare travel package include?
Rental cars, flights and hotels, or any combination of the three — it's your pick! Whether you're exploring OHare with the family or enjoying a solo break, there's a package to suit every budget and style. Once you've made your booking, why not add on some tours or activities?
What should I know before booking an OHare travel package?
We already have low prices. However, you'll score even better deals if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with an OHare Expedia vacation package?
Definitely. Expedia has over 550 airline partners to choose from across the world. With such a big range of choice, finding the right carrier to get you to OHare won't be hard.
If I'm not able to travel, can I cancel my OHare vacation package?
If your vacation plans in OHare have been upended, it's comforting to know that it is possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To find out more, check our Customer Service Portal.

Discover the most popular places to visit in O'Hare

Donald E. Stephens Convention Center

Learn about the events happening at Donald E. Stephens Convention Center during your trip to Rosemont. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Donald E. Stephens Convention Center

Catherine Chevalier Woods

Explore the great outdoors at Catherine Chevalier Woods, a lovely green space in Chicago. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Catherine Chevalier Woods

Things to do

Skip the Line: Public Tour-Adult Admission Ticket

Skip the Line: Public Tour-Adult Admission Ticket (50 mins)

CA $27
per adult
80% of travellers recommend
Skip the Line: Public Tour-Adult Admission Ticket (50 mins)
Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

CA $1,169
per traveller
100% of travellers recommend
Private 45-Minute Chicago Skyline Helicopter Tour
CHICAGo MUSt Do Hidden GEm SPEAKeasy's

CHICAGo MUSt Do Hidden GEm SPEAKeasy's

CA $70
per adult
CHICAGo MUSt Do Hidden GEm SPEAKeasy's
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.