Riverdale Vacation Packages

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Your Riverdale Vacation

The easiest way to experience this city is with a customized Riverdale vacation package. Stay in the neighborhood of Hyde Park, which is great for history, nature and culture or choose someplace else — our package deals are all about you. If your trip to Riverdale includes a little sightseeing, check out well-known attractions like River Oaks Center, Ravisloe Country Club and Lansing Square Shopping Center. No matter your travel plans or budget, organizing a tailored Riverdale vacation is a walk in the park with Expedia.

Top Riverdale Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,049, price is now CA $760 per person
CA $760
per person
Sep 11 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Very nice rooms. Smaller casino but nice. No late night food options.

Reviewed on Jul 9, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,834, price is now CA $1,264 per person
CA $1,264
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
This hotel is a steal- wasn’t sure what to expect bc the price was such a good deal but we Loved it. Amazing location, great restaurant on site, our whole family all slept well in the room. 2 beds plus a pullout. Such comfortable and luxury bedding too. Would def come back and highly recommend. Staff was super friendly and kind too!

Reviewed on Jul 10, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,121, price is now CA $782 per person
CA $782
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Staff was very friendly and helpful. Room was clean. Free coffee and fruit in the AM.

Reviewed on Jul 9, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,287, price is now CA $1,612 per person
CA $1,612
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,693, price is now CA $1,216 per person
CA $1,216
per person
Sep 12 - Sep 15
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on Jul 8, 2026

Ready to book your vacation to Riverdale?

 

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Riverdale Hotel Deals

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Jul 26 to Jul 27
CA $316
CA $423 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,896 reviews)
"This hotel is a steal- wasn’t sure what to expect bc the price was such a good deal but we Loved it. Amazing location, great restaurant on site, our whole family all slept well in the room. 2 beds plus a pullout. Such comfortable and luxury bedding too. Would def come back and highly recommend. Staff ..."

Reviewed on Jul 10, 2026

Omni Chicago Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jul 27 to Jul 28
CA $218
CA $259 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,727 reviews)
"Great place in a great location. Restaurant and breakfast buffet were excellent."

Reviewed on Jul 10, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Aug 10 to Aug 11
CA $268
CA $318 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very good! (10,218 reviews)
"Our stay was great, best was comfortable and room was clean."

Reviewed on Jul 9, 2026

Congress Plaza Hotel
See all 3,521 properties in Riverdale
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
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Family Vacations
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What to do in Riverdale

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Riverdale

Frequently asked questions

How much does a Riverdale vacation package cost?
Offering excellent value package deals from CA $760 on Expedia, you'll be thrilled with how little a vacation to Riverdale costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Riverdale?
If you'd like to snag a cheap Riverdale vacation package, consider travelling in January, February and November. You'll generally find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Riverdale?
With about 2 days, you'll have plenty of time to experience popular neighbourhoods like East Hazel Crest and Dixmoor during your Riverdale vacation. Make sure to also add Veterans Memorial Park and Lansing Square Shopping Centre to your must-do list. In the mood for more adventures? Consider exploring outside of Riverdale on tours and day trips.
How to find the best Riverdale package deals?
Finding a cheap Riverdale package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Riverdale package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Riverdale vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights individually. Better still, you can customize your Riverdale trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Riverdale?
If you're planning a spontaneous Riverdale vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Riverdale?

  1. Pick your travel dates: What you'd like to do in Riverdale and your preferred season can help you decide when to go.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Riverdale.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Riverdale. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Riverdale vacation package.

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.