Addison Holidays

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Addison Flight & Hotel Packages

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
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,773 reviews)
The view from the rooftop lounge was spectacular

Reviewed on 18 Jun, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.4/10 Exceptional! (1,609 reviews)
Great hotel .. excellent staff

Reviewed on 16 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9/10 Wonderful! (1,865 reviews)
Hotel is very clean with friendly staff. The pool was a highlight for the kids! Convenient location.

Reviewed on 19 Jun, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,749 reviews)
Check in and check out we’re easy. The staff were all friendly and helpful. The room was as advertised with a great view.

Reviewed on 15 Jun, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
8.8/10 Excellent! (2,217 reviews)
It was a pleasure staying at the Swissotel overlooking the river. Very convenient for a vacation stay and very quiet. Wonderful room.

Reviewed on 18 Jun, 2025

Top hotels in Addison

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 S$243 per night from 30 Jun to 1 Jul
S$243
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (4,233 reviews)
"Well centered downtown- we were able to walk to lots of areas. One point of frustration was the elevators- extremely slow, which meant there were always crowds waiting and fighting to get into them. Otherwise our stay was good."

Reviewed on 17 Jun, 2025

Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is S$299 per night from 6 Jul to 7 Jul
S$299
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,882 reviews)
"The hotel is lovely and close to everything."

Reviewed on 16 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG
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
The price is S$204 per night from 6 Jul to 7 Jul
S$204
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (2,313 reviews)
"Valet parking too expensive."

Reviewed on 18 Jun, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,818 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.

Frequently asked questions

How much does an Addison holiday package cost?
Offering great value package deals from S$996 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

What to do in Addison

River tour boat in Chicago

Architecture River Tour

S$63
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
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

S$31
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Addison

* 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.