South Commons Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 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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Your South Commons Vacation

The hassle-free way to experience this vibrant city is with a tailor-made South Commons vacation package. Base yourself in the neighborhood of Magnificent Mile, which is good for cafes, shopping and history or go someplace else — our packages are all about you. Fill up your itinerary with tours of University of Chicago, Chicago Museum of Science and Industry and Guaranteed Rate Field, some of the top attractions you shouldn't miss during a trip to South Commons. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to South Commons now.

Top Holiday Package Deals in South Commons

Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,039, price is now CA $707 per person
CA $707
per person
May 1 - May 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.

Reviewed on Jan 6, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,469, price is now CA $930 per person
CA $930
per person
Mar 21 - Mar 27
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,282, price is now CA $1,494 per person
CA $1,494
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,424, price is now CA $972 per person
CA $972
per person
Mar 21 - Mar 27
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,377, price is now CA $944 per person
CA $944
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
I had an Amazing staycation

Reviewed on Feb 8, 2026

Where to stay in South Commons

Find the best South Commons areas and neighborhoods for the activities you enjoy most. Learn more about South Commons
Downtown Chicago showing a city

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

South Commons Hotel Deals

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 CA $122 per night from Feb 9 to Feb 10
CA $122
CA $143 total
Feb 9 - Feb 10
includes taxes & fees
8/10 Very Good! (9,863 reviews)
Good location for many activities. Room was good but less than great.

Reviewed on Feb 7, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Feb 21 to Feb 22
CA $190
CA $263 total
Feb 21 - Feb 22
includes taxes & fees
8.4/10 Very Good! (2,611 reviews)
Yes

Reviewed on Feb 7, 2026

Hilton Chicago
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 CA $140 per night from Feb 22 to Feb 23
CA $140
CA $165 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (5,637 reviews)
Yes room was spotless

Reviewed on Feb 4, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,834 properties in South Commons
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Commons vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in South Commons from just CA $707. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to South Commons?
Bundle your flights and hotels with Expedia to save big bucks on your next adventure. With over 550 partner airlines and 1,000,000 hotels throughout the world, your South Commons vacation package can be customized exactly to suit your budget. With all that extra money, why not add one or two fun tours and activities? It's an easy way to unlock even more bargains. That dream vacation to South Commons is much closer than you thought!
Where should I stay in South Commons?
Most visitors to South Commons include University of Chicago and Chicago Museum of Science and Industry on their sightseeing itineraries. Why not consider a hotel near these popular attractions?
How far in advance should I book my South Commons vacation?
While prices change frequently, we generally recommend reserving your seat as early as possible. Many international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be in luck. Discount prices to South Commons occasionally appear only weeks before departure.
What does an Expedia South Commons travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your perfect South Commons trip. You can also add on some activities and experiences once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
What should I know before booking a South Commons travel package?
Locking in all the parts of your vacation together is a great way to save. Combine your airfares, rental cars and hotels into a tidy package. But your options don't end at hotels. Expedia has all kinds of properties, including vacation rentals like beach villas and city apartments. You've got loads of choices!
Can I choose my airline with a South Commons Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply pick your preferred carrier and create your ideal South Commons escape.
If I'm not able to travel, can I cancel my South Commons vacation package?
You can. We understand that even the best-laid plans can fail, so we're here to help if you have to make changes to your South Commons vacation package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in South Commons

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

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

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

Navy Pier

Things to do

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.