Addison Vacation Packages

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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 Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,018, price is now CA $639 per person
CA $639
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Everyone there was friendly and gave us a lot of places to go eat for our one year anniversary

Reviewed on Aug. 21, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,441, price is now CA $1,974 per person
CA $1,974
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was CA $1,775, price is now CA $1,041 per person
CA $1,041
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
Staff were excellent, I needed to mail some parcels for a business event which they held for over a week (arrived earlier than expected!) breakfast was also excellent. Rooms were noisy, not from outside but from the other rooms. Walls must be thin and could hear conversation and the TV from both sides.

Reviewed on Aug. 20, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $2,444, price is now CA $1,439 per person
CA $1,439
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on Aug. 17, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,954, price is now CA $2,330 per person
CA $2,330
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Ready to book your vacation to Addison?

 

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Addison Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 1 to Sep 2
CA $210
CA $246 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,210 reviews)
"The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude ..."

Reviewed on Aug. 20, 2025

The Wade
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 $143 per night from Aug 24 to Aug 25
CA $143
CA $168 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (9,023 reviews)
"“Self park” to outsiders or people from out of country means something else. Please publish that you have NO parking available. Parking lots around the Hotel are not specifically designated for guests. Plus the high rate of daily cost will drain your vacation budget if it was not accounted for."

Reviewed on Aug. 20, 2025

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Sep 3 to Sep 4
CA $212
CA $248 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,718 reviews)
"We really enjoyed our stay at Embassy suites by Hilton at downtown Chicago. The housekeeping was great and the free breakfast buffet was a plus."

Reviewed on Aug. 19, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,935 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.
All Inclusive Vacations
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Discover the most popular places to visit in Addison

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
Magnificent Mile - River North which includes signage, a city and night scenes

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

Navy Pier

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

Navy Pier

What to do in Addison

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago 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 $639 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.