O'Hare Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Holiday Package Deals in O'Hare

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,416, price is now CA $928 per person
CA $928
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place

Reviewed on Apr 25, 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,780, price is now CA $1,054 per person
CA $1,054
per person
Jul 17 - Jul 21
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
The HVAC was annoying AF. It would go on and blow cold air for 10 minutes, then be off for 15-20 minutes repeatedly. It is so loud, it kept waking me up through out the night. As a short person, I did not like the fact the bed was a challenge to get on top. Not everyone is five feet tall.

Reviewed on Apr 26, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,447, price is now CA $941 per person
CA $941
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.

Reviewed on Apr 27, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,140, price is now CA $1,398 per person
CA $1,398
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Wonderful Hotel will definitely be looking forward to going back.

Reviewed on Apr 25, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,578, price is now CA $1,040 per person
CA $1,040
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (466 reviews)
Nice and easy process

Reviewed on Apr 29, 2026

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

Downtown Chicago

4 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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 2 to May 3
CA $341
CA $400 total
May 2 - May 3
includes taxes & fees
8.4/10 Very Good! (2,280 reviews)
If you get stuck at O’Hare Airport overnight then this is the place to stay

Reviewed on Apr 27, 2026

Hilton Chicago O'Hare Airport
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 $220 per night from May 25 to May 26
CA $220
CA $259 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,242 reviews)
👍

Reviewed on Apr 25, 2026

Marriott Chicago O'Hare
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 25 to May 26
CA $118
CA $182 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,646 reviews)
Great location nice hotel!

Reviewed on Apr 28, 2026

Hotel Felix River North/Magnificent Mile
See all 5,171 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 $928, 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

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

LEGOLAND® Discovery Center Chicago

LEGOLAND® Discovery Center Chicago

CA $34
per adult
92% of travellers recommend
LEGOLAND® Discovery Center Chicago
Chicago: BYOB Spray Paint and Sip Workshop

Chicago: BYOB Spray Paint and Sip Workshop

CA $63
per adult
Chicago: BYOB Spray Paint and Sip Workshop
Skip the Line: Public Tour-Adult Admission Ticket

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

CA $28
per adult
90% of travellers recommend
Skip the Line: Public Tour-Adult Admission Ticket (50 mins)
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.