South Commons Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,171, price is now CA $797 per person
CA $797
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,550 reviews)
The TV in our room was barely functional. Often shut off or reset itself. Sometimes the guide was inaccessible and when it did work, some of the functions were broken or worked incredibly slowly.

Reviewed on May 1, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,359, price is now CA $878 per person
CA $878
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.

Reviewed on Apr 24, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,467, price is now CA $1,649 per person
CA $1,649
per person
Jul 13 - Jul 17
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back

Reviewed on Apr 27, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,778, price is now CA $1,866 per person
CA $1,866
per person
Jul 13 - Jul 17
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Best Hotel in Chicago

Reviewed on Apr 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,276, price is now CA $857 per person
CA $857
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Breakfasr good, view great

Reviewed on May 1, 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

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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 25 to May 26
CA $118
CA $182 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,652 reviews)
Rooms were infrequently cleaned and we had to request soap and new towels (no we didn’t have our (no housekeeping) sign up). Other than that it was a nice stay.

Reviewed on May 1, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from May 27 to May 28
CA $177
CA $210 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (5,140 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it

Reviewed on Apr 29, 2026

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundable
The price is CA $149 per night from May 25 to May 26
CA $149
CA $177 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,467 reviews)
Breakfast was bland and limited. Ironing board was set up in the bedroom with a clothing rack that was unattractive.

Reviewed on May 1, 2026

Club Quarters Hotel, Central Loop, Chicago
See all 4,620 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 $797. 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

Wrigley Field

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

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

Naval Base Great Lakes

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
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.