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*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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 MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,343, price is now CA $820 per person
CA $820
per person
Jan 2 - Jan 9
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The staff is very friendly and professional.

Reviewed on Oct 27, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,702, price is now CA $823 per person
CA $823
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Thank you so much for a wonderful experience.

Reviewed on Oct 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,523, price is now CA $1,004 per person
CA $1,004
per person
Jan 2 - Jan 9
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
Hotel smells amazing

Reviewed on Oct 28, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,749, price is now CA $1,169 per person
CA $1,169
per person
Jan 2 - Jan 9
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,389, price is now CA $961 per person
CA $961
per person
Jan 2 - Jan 9
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 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

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 $145 per night from Nov 22 to Nov 23
CA $145
CA $173 total
Nov 22 - Nov 23
includes taxes & fees
Congress Plaza Hotel
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 $188 per night from Nov 9 to Nov 10
CA $188
CA $224 total
Nov 9 - Nov 10
includes taxes & fees
8/10 Very good! (2,611 reviews)
"Bbh"

Reviewed on Oct 28, 2026

The Chicago Hotel Collection Ambassador Gold Coast
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 $163 per night from Nov 23 to Nov 24
CA $163
CA $194 total
Nov 23 - Nov 24
includes taxes & fees
8.8/10 Excellent! (5,567 reviews)
"Cool old building with a beautiful lobby (retro). Room was skinny, but so is the building. AC was loud in room, but worked well. Bed was ok, but had a big dip in it on one side. Room was very clean and housekeeping cleaned each day, unlike many hotels that do not. View was nice of river, but window ..."

Reviewed on Oct 28, 2026

River Hotel
See all 4,625 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 $820. 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 fascinating museums and acclaimed art scene in this vibrant area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $57
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
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.