Addison Vacations from $520

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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.

The Latest Addison vacation packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $923, price is now $520 per person
$520
per person
Feb 12 - Feb 15
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was $1,524, price is now $562 per person
$562
per person
Feb 5 - Feb 11
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $1,117, price is now $552 per person
$552
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Staff was friendly and outgoing throughout our 2 night stay. Roome were very clean, spacious with floor to ceiling windows and large walk-in showers. Bottle of wine upon check-in.

Reviewed on Nov 25, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was $2,366, price is now $1,339 per person
$1,339
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The staff was amazing. Will be making a return stay.

Reviewed on Nov 30, 2025

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,053, price is now $601 per person
$601
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (983 reviews)
The staff was very courteous and helpful. I stayed in a corner 2 bdrm unti. It was so spacious! The kitchen was stocked with allthe basic needs. Rooms were quiet, bed werecomfy. The furniture was a bit worn. The city skyline and lake views from our corner unit with floor to ceiling windows was incredible. It wasnan amazing stay. Cant wait to go back!

Reviewed on Nov 22, 2025

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Discover the most popular places to visit in Addison

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

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 featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Addison

Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$98
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Addison

Addison Hotel Deals

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
$100 nightly
The price is $117 total per night from Dec 11 to Dec 12
$117 total
Dec 11 - Dec 12
Total with taxes and fees
8.4/10 Very Good! (5,334 reviews)
The location is great! We had to leave a couple hours into our stay due to a major snowstorm so my feedback is limited. We weren’t able to enjoy the breakfast this time but it was fantastic last time we were there. The room was very clean and staff were extremely helpful. I received a text asking ...

Reviewed on Nov 30, 2025

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (3,423 reviews)
Very good. Great location.

Reviewed on Nov 30, 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $149 total per night from Dec 28 to Dec 29
$149 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (2,112 reviews)
Absolutely gorgeous! This hotel offers everything you need and want. Excellent food, amenities and the spa is the best part. We had a mother and daughter weekend with massage's, it was what we hoped for and more.

Reviewed on Nov 29, 2025

Palmer House a Hilton Hotel
See all 5,038 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.

Find the Best Addison Vacation Packages

Addison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
37,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brookfield Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District

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Frequently asked questions

How much does an Addison vacation package cost?
Offering great value package deals from $520 on Expedia, you'll be pleasantly surprised at how much a vacation to Addison costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Addison?
January, May and December are great times to search for cheap Addison vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Addison?
With a well-planned schedule, you can easily visit the most popular Addison sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Addison vacation for longer.
How to find the best Addison package deals?
Begin your search for an Addison package deal by entering your destination and preferred travel dates 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 discover offers that come with unbeatable savings. If you don't find the perfect Addison package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Addison adventure off to a flying start.
Is it cheaper to book an Addison vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your Addison getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Addison?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Addison vacation.
Does Expedia offer Book Now, Pay Later Addison vacation packages?
Your Addison break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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