South Commons Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Price was CA $956, price is now CA $715 per person
CA $715
per person
Sep 11 - Sep 13
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,010 reviews)
The hotel staff was great! Very friendly and accommodating. The bar staff at the casino was not great. Granted a new bartender was just coming on shift, but no one else would serve any of the guests. 4 bartenders behind the bar and 10+ guests waiting on service.....it just didn't make any since. Overall I would stay there again, just probably would not go back to the casino bar. The lounge looked nice but nobody was working that area.

Reviewed on Jul 21, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $3,537, price is now CA $2,414 per person
CA $2,414
per person
Sep 27 - Oct 3
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,048, price is now CA $1,425 per person
CA $1,425
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (501 reviews)

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was CA $2,724, price is now CA $1,962 per person
CA $1,962
per person
Sep 27 - Oct 3
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,392 reviews)
The hotel is nice and the rooms are generally good, but they are not keeping up with maintenance. The plastic backboard of the bed was worn and ripped (and gross looking), and the AC was very intense and uncomfortable. Carpet and walls in halls need repair. In short, the hotel is not worth the cost.

Reviewed on Jul 20, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $4,660, price is now CA $3,460 per person
CA $3,460
per person
Sep 27 - Oct 3
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,008 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

South Commons Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is CA $267 per night from Aug 6 to Aug 7
CA $267
CA $304 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (2,875 reviews)
"Everything is good except the price"

Reviewed on Jul 22, 2026

Hyatt Regency O'Hare Chicago
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 CA $259 per night from Aug 9 to Aug 10
CA $259
CA $309 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (1,804 reviews)
"Beautiful location. Staff was outstanding. Don't valet, use the parking lot at Goethe and State 20 dollars cheaper per night and right kitty corner from the hotel."

Reviewed on Jul 22, 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from Jul 26 to Jul 27
CA $281
CA $334 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,933 reviews)
"The king room with a view of the lake was quite spacious and perfect for our needs. The only downside was parking was quite expensive at $86/night."

Reviewed on Jul 22, 2026

The Wade
See all 4,474 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
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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 $715. 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.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and 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.