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.
Travelodge by Wyndham Downtown Chicago
Downtown Chicago
CA $684
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (2,711 reviews)
Parking was interesting and expensive, but hey, it’s Chicago. I appreciated the staff’s knowledge on other parking methods. Overall our 1 night stay was great! Room was neat and very clean.
Reviewed on Aug 13, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,001
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
The service and rooms were excellent. Beds were comfortable and views were to die for. The food at Terra16 was a good but the wait times and food service took to long. Our fruit platter took over a half hour for breakfast. The spa was nice, but the lockers were hard to use or some worked and some did not lock. Front desk was exceptional and property was gorgeous. I would definitely stay again and was very happy with the staff who generally were attentive and kind.
Reviewed on Aug 13, 2026
Level Chicago Fulton Market
Downtown Chicago
CA $1,424
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026
Ready to book your vacation to Addison?
Addison Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $151
CA $180 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,295 reviews)
"Great location, hotel staff were friendly and helpful. Only complaint is the noise. I slept with earplugs in."
Reviewed on Aug 13, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $199
CA $237 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (1,979 reviews)
"When I arrived, the staff was unfriendly when I went upstairs to my room the elevator and the carpets in the hallway were pretty dirty. My room was a mess had to ask for clean sheets because mine had sweat marks on them there was leftover orange juice in the room the bathroom also was a mass had ..."
Reviewed on Aug 13, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $333
CA $391 total
Sep 4 - Sep 5
includes taxes & fees
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.
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.
Nike Park
Explore the great outdoors at Nike Park, a lovely green space in Addison. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
What to do in Addison
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does an Addison vacation package cost?
You can snap up a vacation package to this popular destination from CA $684 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?
- 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.
- 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.
- 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.
- 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.
