Far Southeast Side Vacation Packages
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Top Far Southeast Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
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
South Chicago
1 out of top 10 points of interest in this area
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.
South Deering
1 out of top 10 points of interest in this area
Travelers enjoy South Deering for its churches and lake views. Consider checking out Harborside International Golf Center while you're in the area.
Roseland
3 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.
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.
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.
Ready to book your vacation to Far Southeast Side?
Far Southeast Side Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $201 total
Sep 9 - Sep 10
includes taxes & fees
8/10 Very good! (10,314 reviews)
"Great location, serious service and sanitation failures. Rooms are dated, which could be charming. The TV has basic channels only, so bring a Chromecast or Roku. The in room tablet is useless; that money should have gone to the TVs. Room service never came. I ordered biscuits and gravy and pancakes. ..."
Reviewed on Aug 25, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $185
CA $220 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very good! (2,096 reviews)
"The international breakfast was amazing. The valet was prompt."
Reviewed on Aug 25, 2026
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.
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 scene.
Chicago State University
Walk around the campus at Chicago State University during your visit to Chicago. Amble around the area's parks or visit its shops.
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 scene in this vibrant area.
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.
William W. Powers State Recreation Area
You can take time to visit William W. Powers State Recreation Area during your travels to Chicago.
Mahalia Jackson Residence
You can find out about the history of Chicago with a visit to Mahalia Jackson Residence. Experience the area's entertainment venues and live music.
Pullman Community Center
Enjoy an outing to Pullman Community Center during your stay in Chicago. Take in the museums while you're in the area.
What to do in Far Southeast Side
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Far Southeast Side vacation package cost?
We make it easy to see the world, with Far Southeast Side vacation packages starting from as low as CA $1,006. 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 vacation 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 vacation?
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 vacation 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 vacation package is the most convenient way to organize 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 vacation 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 vacation 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 vacation 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.
