Far Southeast Side Holidays

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Our guide on where to stay in Far Southeast Side

Find the best Far Southeast Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southeast Side
A man standing on a rocky outcrop with a large concrete structure in the background.

South Chicago

You'll enjoy the beaches and restaurants in South Chicago. You might want to make time for a stop at Lake Michigan or Mahalia Jackson Residence.

A baseball field surrounded by a cityscape with tall buildings and a body of water in the background.

South Deering

1 out of top 10 points of interest in this area

Visitors to South Deering like its churches and lake views, and Harborside International Golf Center is a sight worth a stop.

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Roseland

4 out of top 10 points of interest in this area

Well liked for its restaurants and parks, Roseland is worth a visit. Check out the variety of things to see and do like Jones Convocation Center and Chicago State University, and jump on the metro at 95th-Dan Ryan Station to get around the city.

A city skyline with tall buildings and a body of water in the foreground.

Chatham

The beaches and restaurants make Chatham worth a stop. Make a stop by Johnson Products, and jump on the metro at 87th Station to get around the area.

A historic church with a tall steeple, arched windows, and intricate stonework.

Calumet Heights

1 out of top 10 points of interest in this area

Visitors to Calumet Heights like its beaches and restaurants, and Bronzeville Children's Museum is a sight worth a stop.

Far Southeast Side Holiday

Far Southeast Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Abbott Park, Calumet Park and Calumet Beach

Our pick of the best Far Southeast Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AU$177
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,244 reviews)
"Was here for Browns preseason game. Easy walk to the Soldiers Field stadium from The Congress hotel. Our suite was quaint. The hotel is old but there are some nice lake views to be had. Shower drained slowwwwwwww. Maids didn't leave wash cloths one time but overall, not a bad experience. Will probably ..."

Reviewed on 17 Aug 2026

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
AU$240
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (2,024 reviews)
"Simply did not feel very welcome. Room was rather ordinary, expensive for what it was. Services were non-existent without the special access card."

Reviewed on 17 Aug 2026

The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
9.4/10 Exceptional! (857 reviews)
"Muy práctico todo solo que si es necesario que le digan a uno que tienen el inventario del apartamento para que no vayan a cobrar por algo que falte dentro del hotel. No todos los implementos estaban completos"

Reviewed on 15 Aug 2026

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Kasa Magnificent Mile Chicago
See all 4,508 properties in Far Southeast Side
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.

Stay near popular Far Southeast Side attractions

Harborside International Golf Center

Enjoy a round of golf in Chicago at Harborside International Golf Center. Stroll along the lakeside or attend a sporting event in this vibrant area.
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Abbott Park

Abbott Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
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Chicago State University

Explore the campus of Chicago State University as part of your travels around Chicago. Amble around the area's parks or visit its shops.
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Jones Convocation Center

Catch an event at Jones Convocation Center during your trip to Chicago. Amble around the area's parks or visit its shops.
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Pullman Historic District

Find out about the history of Chicago when you take a trip to Pullman Historic District. Take in the museums while you're in the area.
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A. Philip Randolph Pullman Porter Museum

You can spend time studying the exhibits at A. Philip Randolph Pullman Porter Museum in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
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Mahalia Jackson Residence

You can find out about the history of Chicago with a stop at Mahalia Jackson Residence. Experience the area's entertainment choices and live music.
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William W. Powers State Recreation Area

You can take time to visit William W. Powers State Recreation Area during your travels to Chicago.
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What to do in Far Southeast Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$39
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$35
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Far Southeast Side

Frequently asked questions

How much does a Far Southeast Side holiday package cost?
We make it easy to see the world, with Far Southeast Side holiday packages starting from as low as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of tours and activities to your itinerary?
How do I get a cheap travel package to Far Southeast Side?
Combine your hotel and flight bookings, add extras such as a rental car or activities, and save with a Far Southeast Side holiday package. You won't just enjoy impressive discounts on your getaway — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1 000 000 properties throughout the world. Your next grand adventure begins right here, right now!
What are the top hotels in Far Southeast Side?
When it comes to properties in Chatham Fields, Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton are two terrific options. If you're heading to Cheltenham, The Whitehall Hotel and Hyatt Regency Chicago will make you feel right at home.
How far in advance should I book my Far Southeast Side holiday?
It's hard to pick the perfect time for airfares, but we normally say the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Far Southeast Side travel package include?
It comes down to what type of trip you have in the works. Far Southeast Side holiday deals can include car rentals, hotels and flights. You can mix and match to create the bundle that suits your needs. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Far Southeast Side travel package?
Bundling your bookings into a Far Southeast Side holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Far Southeast Side Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to choose from worldwide. With such a big range of choice, finding the perfect carrier to whisk you off to Far Southeast Side won't be hard.
If I'm not able to travel, can I cancel my Far Southeast Side holiday package?
You can. We get that even the best-laid plans can fail, so we're happy to help if you have to make changes to your Far Southeast Side holiday package. It may be possible to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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