Riverwoods 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
Price found within the past 48 hours. Click for updated prices.
  • Sep 4 - Sep 7

    Wind Creek Southland Casino and Hotel + Flight

    East Hazel Crest
    3 nights
    4.0 star property
    9.4/10 - Exceptional (420 reviews)
    "Overall, this hotel is very nice! The bed was comfortable with clean sheets. The shower was amazing, they have Starbucks downstairs and a steakhouse on the 17th floor! The only downside was the pool seemed very foggy and the hot tub was NOT clean! There was some buildup of dirt in the hot tub. Also, the lights in our room were acting weird at some points which was kind of spooky."
    Reviewed June 7, 2026
    Roundtrip Toronto (YYZ) - Chicago (ORD)
    YYZ - ORDNonstop ORD - YYZNonstop
    CA $1,080
    CA $782
    per traveller
    found 6 hours ago
    Wind Creek Southland Casino and Hotel
  • Sep 1 - Sep 6

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (489 reviews)
    "Very clean and loved the location and amenities with the store on the first floor was fantastic"
    Reviewed June 3, 2026
    Roundtrip Abbotsford (YXX) - Chicago (ORD)
    YXX - ORD1 stop ORD - YVR1 stop
    CA $2,419
    CA $1,704
    per traveller
    found 3 hours ago
    Level Chicago – Old Town
  • Aug 11 - Aug 15

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,534 reviews)
    "This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually."
    Reviewed June 8, 2026
    Roundtrip Montreal (YUL) - Chicago (ORD)
    YUL - ORDNonstop ORD - YULNonstop
    CA $1,855
    CA $1,370
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Jul 16 - Jul 19

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.2/10 - Very good (2,777 reviews)
    "Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times. The hotel offered only coffee/tea and fresh fruit until 9am. The staff made our stay more enjoyable."
    Reviewed June 8, 2026
    Roundtrip Hamilton (YHM) - Chicago (ORD)
    YHM - ORD1 stop ORD - YHM1 stop
    CA $1,815
    CA $1,368
    per traveller
    found 8 hours ago
    Hotel Felix River North/Magnificent Mile
  • Jul 17 - Jul 20

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.4/10 - Very good (1,966 reviews)
    "Very comfortable bed, spacious room, and great location! "
    Reviewed June 8, 2026
    Roundtrip Toronto (YTZ) - Chicago (MDW)
    YTZ - MDWNonstop MDW - YTZNonstop
    CA $1,352
    CA $1,021
    per traveller
    found 9 hours ago
    Hotel Saint Clair- Magnificent Mile

Where to stay in Riverwoods

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

Riverwoods 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 $222 per night from Jun 28 to Jun 29
CA $222
CA $253 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,637 reviews)
"The hotel was under construction which I would have know I would not have stayed there the site said breakfast the price was 27 to pricey I ask for a suite an got a room with a couch place in there for"

Reviewed on Jun 9, 2026

Hyatt Regency O'Hare Chicago
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 $354 per night from Jul 3 to Jul 4
CA $354
CA $416 total
Jul 3 - Jul 4
includes taxes & fees
8.4/10 Very Good! (2,329 reviews)
"Food was top notch"

Reviewed on Jun 7, 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 $225 per night from Jul 2 to Jul 3
CA $225
CA $264 total
Jul 2 - Jul 3
includes taxes & fees
8.6/10 Excellent! (1,277 reviews)
"Overpriced for what it is; old and kinda run down."

Reviewed on Jun 9, 2026

Marriott Chicago 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.

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 . 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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.