Riverwoods Vacation Packages

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  • Better together

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

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

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Top Holiday Package Deals in Riverwoods

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 $1,182, price is now CA $734 per person
CA $734
per person
Mar 26 - Mar 31
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,831, price is now CA $1,014 per person
CA $1,014
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Location was perfect! Rooms clean and renovated and breakfast was AMAZING! Staff is really nice and friendly. Would love to stay there again.

Reviewed on Feb 23, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,106, price is now CA $793 per person
CA $793
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,250, price is now CA $1,670 per person
CA $1,670
per person
Mar 31 - Apr 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,867, price is now CA $1,406 per person
CA $1,406
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

Where to stay in Riverwoods

Find the best Riverwoods areas and neighborhoods for the activities you enjoy most. Learn more about Riverwoods
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

Riverwoods Hotel Deals

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

2.5 out of 5
2600 Lake Cook Rd Deerfield IL
Fully refundable
The price is CA $130 per night from Feb 28 to Mar 1
CA $130
CA $145 total
Feb 28 - Mar 1
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Great stay

Reviewed on Feb 20, 2026

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
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 $268 per night from Mar 21 to Mar 22
CA $268
CA $315 total
Mar 21 - Mar 22
includes taxes & fees
8.2/10 Very Good! (2,222 reviews)
We always enjoy staying here whenever we plan a trip where we fly out of O’Hare early. It is so convenient being connected directly to the Terminal.

Reviewed on Feb 20, 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 $196 per night from Mar 21 to Mar 22
CA $196
CA $230 total
Mar 21 - Mar 22
includes taxes & fees
8.4/10 Very Good! (1,224 reviews)
Everything is perfect

Reviewed on Feb 21, 2026

Marriott Chicago O'Hare
See all 1,954 properties in Riverwoods
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 a Riverwoods vacation package cost?
Cross off another part of the world with our Riverwoods vacation packages, which start from just CA $734. Choose the flights and hotels that suit your plans. Then, add on some activities or tours for an unforgettable escape.
How do I get a cheap travel package to Riverwoods?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Pick the combination that suits your style and see your savings pile up. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels around the globe, which lets you customize your Riverwoods adventure.
Where should I stay in Riverwoods?
With so much to do in Riverwoods, it makes sense to secure a room in a hotel near its attractions. Trinity International University, Par-King Skill Golf and Edward L. Ryerson Conservation Area are some popular ones to put on your to-do list.
What are the top hotels in Riverwoods?
If it's comfort and convenience you want, you can't beat Holiday Inn Express & Suites Chicago-Deerfield/Lincoln, an IHG Hotel. Spend your evenings unwinding here and your days exploring Riverwoods's best attractions.
How far in advance should I book my Riverwoods vacation?
To bag rock-bottom prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Riverwoods, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Riverwoods travel package include?
It depends on what sort of escape you're planning. Riverwoods vacation deals can include flights, hotels and car rentals. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Riverwoods travel package?
Find deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save precious dollars just by combining your bookings. Whether you're taking off on a ski trip or sipping cocktails on a beach, your ideal getaway is just a few clicks away.
Can I choose my airline with a Riverwoods Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Riverwoods vacation package?
We totally get that unexpected stuff happens. If you've locked in a Riverwoods vacation package and need to cancel or amend it, we're here to help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Riverwoods

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

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.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

Things to do

Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.