South Chicago Holidays

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Where to stay in South Chicago

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

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Top hotels in South Chicago

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,029 per night from 29 Sep to 30 Sep
HK$1,029
per night
29 Sep - 30 Sep
8.6/10 Excellent! (3,390 reviews)
"Everything was great except 2 things first thing the TV service was horrible couldn't watch a show and when i could i couldn't hear it. Also the seat in the room was worn and torn in 2 spots. Otherwise Everything was good"

Reviewed on 17 Sep 2024

River Hotel
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 HK$1,061 per night from 1 Oct to 2 Oct
HK$1,061
per night
1 Oct - 2 Oct
7.6/10 Good! (7,832 reviews)
"Have stayed at the Congress Plaza several times and have never had a bad experience."

Reviewed on 19 Sep 2024

Congress Plaza Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,558 per night from 1 Oct to 2 Oct
HK$1,558
per night
1 Oct - 2 Oct
8.6/10 Excellent! (2,547 reviews)
"The room and property was amazing! No complaints, Only issue we had was it was mexican independence day weekend and they were literally taking the city over.. took our uber almost a extra hour to get us back because of police lockdowns on the inner city. Communication on the transportation troubles ..."

Reviewed on 17 Sep 2024

Eurostars Magnificent Mile
See all 3,604 properties in South Chicago
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.

Frequently asked questions

How much does a South Chicago vacation package cost?
Live it up in South Chicago from just . Choose from a wonderful selection of hotels, flights and rental cars to suit your travel style. You can score even more discounts when you add a few sightseeing activities to your vacation package.
How do I get a cheap travel package to South Chicago?
Combine your flights and hotels, toss in extras such as activities or a rental car, and save with a South Chicago holiday package. You won’t just pick up impressive discounts on your escape — you’ll have lots of choice within your reach too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 hotels around the globe. Your dream holiday starts right here, right now!
Where should I stay in South Chicago?
With so much to do in South Chicago, it’s a good idea to secure a room in a hotel close to its attractions. Calumet Beach, Calumet Park and Bronzeville Childrens Museum are some interesting ones to put on your must-see list.
How far in advance should I book my South Chicago holiday?
While not all airlines release ticket prices early, it’s usually possible to compare international fares on Expedia up to 12 months in advance. This is the time you can bag some fantastic bargains. If you’re purchasing tickets last minute, you might get lucky. Sometimes the cheapest prices emerge just weeks before departure.
What does an Expedia South Chicago travel package include?
From hotels and flights to car rentals, Expedia can help you craft a South Chicago package that fits you. Heading away for a week or longer? Consider a flight, rental car and hotel bundle. If you’re taking a quick break, a hotel and flight deal could suit you better. Tours and activities can be added after you’ve booked. Our packages make it a cinch to plan and save.
What should I know before booking a South Chicago travel package?
You’ll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and pick up fantastic discounts. You’re not restricted to hotels, though. We’ve got island resorts, cosy city apartments and everything in between!
Can I choose my airline with a South Chicago Expedia holiday package?
Yes, of course. Expedia has access to more than 550 airline partners around the world, so fly with the carrier that best fits your budget and travelling style.
If I'm not able to travel, can I cancel my South Chicago holiday package?
If your holiday plans in South Chicago have changed, it’s good to know that it’s possible to cancel your booking. If you made your booking less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To find out more, check our Customer Service Portal.

Popular places to visit

Image for McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Michigan Avenue

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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
Image for Navy Pier

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

Image for Flyover in Chicago

Flyover in Chicago

HK$218
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

HK$356
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

HK$327
Per adult
76% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Chicago

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.