South Addison Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in South Addison

Find the best South Addison areas and neighborhoods for the activities you enjoy most. Learn more about South Addison
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in South Addison

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 S$208 per night from 30 Jun to 1 Jul
S$208
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (10,221 reviews)
"Fantastic room and location."

Reviewed on 9 Jun, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is S$245 per night from 2 Jul to 3 Jul
S$245
2 Jul - 3 Jul
includes taxes & fees
7.8/10 Good! (1,545 reviews)
"Our room was spacious and very clean"

Reviewed on 8 Jun, 2026

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$252 per night from 1 Jul to 2 Jul
S$252
1 Jul - 2 Jul
includes taxes & fees
8.2/10 Very Good! (1,569 reviews)
"Honestly during my trip I stayed at 6 Chicago hotels and this one was my favorite along with the Midlan hotel. Both exquisite, don’t forget to check out the roof top! I almost left without seeing the view it gorgeous!"

Reviewed on 8 Jun, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,619 properties in South 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 a South Addison holiday package cost?
Handcraft your South Addison package from as low as . Choose from any combination of flights, hotels and rental cars to put together the escape of your dreams. Be sure to add on some tours and experiences!
How do I get a cheap travel package to South Addison?
It's easy. Just bundle everything together. Hotels, rental cars and flights — combine whatever you need into a South Addison holiday package and save. Score even bigger bargains when you include extras such as day tours to your booking. But that's not the only impressive part. You have the freedom to customize your holiday your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has a chance to travel and fulfil those holiday dreams.
How far in advance should I book my South Addison holiday?
To score discount prices, book nice and early. Airlines generally advertise flight tickets, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in South Addison, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia South Addison travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream South Addison trip. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a South Addison travel package?
A travel package can be customized for your budget and is a terrific way to make your budget go further. How much you include is totally up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a South Addison Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply pick the airline you want and put together your ideal South Addison getaway.
If I'm not able to travel, can I cancel my South Addison holiday package?
It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your South Addison holiday package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Popular places to visit

Wrigley Field

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
Soldier Field

Soldier Field

4/5(44 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

5/5(1 review)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$51
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

* 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.