Addison Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Addison Vacation

Come and experience this amazing city for yourself with a Addison vacation package. Consider spending a few days in the neighborhood of Jefferson Park, which is great for festivals and culture, and your time here will be nothing short of unforgettable. If your trip to Addison includes some sightseeing, check out major attractions such as Oakbrook Center Mall, Edge Ice Arena and Elmhurst College. Whatever your travel plans or the size of your budget, organizing a tailored Addison vacation is a walk in the park with Expedia.

Top Addison Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $800, price is now CA $585 per person
CA $585
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,305, price is now CA $932 per person
CA $932
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,406, price is now CA $1,017 per person
CA $1,017
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,080, price is now CA $791 per person
CA $791
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
The bathroom in my room was looking worse for wear, broken tiles and caulk missing. However the room itself was clean and staff was sooooo helpful and courteous which made my stay great! I even was out of body wash and the girl at the front desk made sure I got some after house keeping didn’t bring any after an hour and I wanted to shower. Good people working here!

Reviewed on Oct 28, 2026

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Downtown Chicago
Price was CA $1,079, price is now CA $810 per person
CA $810
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,253 reviews)
would stay there again love the place

Reviewed on Oct 27, 2026

Ready to book your vacation to Addison?

 

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Addison Hotel Deals

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 $147 per night from Nov 24 to Nov 25
CA $147
CA $175 total
Nov 24 - Nov 25
includes taxes & fees
Congress Plaza 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 $187 per night from Nov 9 to Nov 10
CA $187
CA $223 total
Nov 9 - Nov 10
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Nov 23 to Nov 24
CA $162
CA $193 total
Nov 23 - Nov 24
includes taxes & fees
8.8/10 Excellent! (5,570 reviews)
"The rooms need a deep clean, they were clean but stained on the ceiling and carpets. Bed was very worn. Staff were all very nice, from check in to seeing staff in the elevator!"

Reviewed on Oct 29, 2026

River Hotel
See all 4,992 properties in Addison
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.
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Stay near popular Addison attractions

Addison Ice Arena

7.6/10 (15 reviews)
Catch an event at Addison Ice Arena during your trip to Addison. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
See properties

What to do in Addison

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
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 Addison

Frequently asked questions

How much does an Addison vacation package cost?
You can snap up a vacation package to this popular destination from CA $585 on Expedia. However, how much your vacation to Addison costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Addison?
You can typically find reduced prices and greater availability in January, February and November. Take a look at our cheap Addison vacation packages and you could score some great off-season deals.
How many days is enough for Addison?
Dedicate around 3 days for your Addison vacation if you're hoping to enjoy everything that makes this place unique. Stroll around key areas, including South Addison and Medinah. Then check out major sights such as Rainbow Falls Waterpark and TopGolf Chicago. With a well-planned itinerary, you can keep busy with room for some rest and relaxation too. Want to travel outside of Addison? Consider an excursion or two.
How to find the best Addison package deals?
Begin your search for an Addison package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Addison package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Addison getaway off to a flying start.
Is it cheaper to book an Addison vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Addison vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Addison?
If you're considering a spur-of-the-moment Addison adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Addison?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Addison.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will probably be the biggest expense during your trip to Addison.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to get to in Addison. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Addison vacation package.

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