South Commons Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 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.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,161
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
CA $5,588
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.

Reviewed on Sep 2, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,698
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍

Reviewed on Sep 2, 2026

Freehand Chicago

Freehand Chicago

Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
Pros - this hotel is conveniently located and its less expensive than some others in the area. Cons - the first room I was given had water damage in the ceiling and did not smell good. I also checked the AC unit and the filter was completely clogged with dust, this type of washable filter is supposed to be cleaned every month and it looks like it has at least 9+ months of dust on it. I complained about the water damage and they moved me to another room. The next room didn't have soap or shampoo in the bathroom for some reason, and I checked the air filter in this room also and it clearly hasn't been cleaned in forever. In addition to cleaning the air filters, this type of AC unit is supposed to be professionally cleaned once per year. This one has clearly not been cleaned in years. If you want a well maintained hotel, try somewhere else.

Reviewed on Sep 2, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
CA $1,794
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)

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
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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
A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

Find hotels in The Loop
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

Find hotels in Magnificent Mile
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Find hotels in River North
A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Find hotels in Lincoln Park

South Commons Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $154
CA $183 total
Sep 8 - Sep 9
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $168
CA $200 total
Sep 8 - Sep 9
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
Get rates
Kasa Magnificent Mile Chicago
See all 4,453 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
Golf Vacations
Golf Vacations
Luxury Vacations
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Romantic Vacations
Romantic Vacations
Ski Vacations
Ski 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 $1,161. 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.

Stay near popular South Commons attractions

Monument to the Great Northern Migration

You can find out about the history of Chicago when you stop by Monument to the Great Northern Migration. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
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.