Addison Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Addison
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$167
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,298 reviews)
"The hotel was nicely maintained. My only issue was that the beds are hard as a rock. The pillows are great. The bathroom door kept sticking, because they put too many coats of paint on it. It was updated nicely."
Reviewed on 7 Sept, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$256
5 Oct - 6 Oct
includes taxes & fees
8/10 Very good! (2,173 reviews)
"Easy process to check in and out! Our stay was very enjoyable and the location was excellent!"
Reviewed on 7 Sept, 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (888 reviews)
"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"
Reviewed on 4 Sept, 2026
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)
This dual-rink ice facility offers NHL and Olympic-sized surfaces for skaters of all levels. Glide across the ice during public sessions or watch competitive hockey while enjoying a meal at the Blue Line Bar & Grill.
Nike Park
This former Cold War missile site now serves as a community space with sports facilities. Explore historical remnants while enjoying tennis courts and baseball diamonds in this unique local park.
What to do in Addison
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does an Addison holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Addison costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Addison?
If you're hoping to score a cheap Addison holiday package, consider planning a trip in January, February and November. You'll generally find lower rates on flights and accommodation during these quieter months — ideal for a budget-friendly break.
How many days is enough for Addison?
Generally, a handful of days is enough to visit the top sights during your Addison holiday. However, if you want to have time to chill out or go on day trips, think about extending your trip.
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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation and flights separately. Better still, you can personalise 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 holiday 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 holiday.
How to plan a trip to Addison?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Addison.
- Set a budget: Consider expenses like flights, food and transportation when calculating how much to put aside for your trip to Addison. Then, select a hotel that fits your budget, whether that's an economical option or a lavish retreat.
- Decide your trip length: Think about how much time you'd like to spend exploring Addison. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose an Addison holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
