Far Southeast Side Holidays from £923

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Top Far Southeast Side Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£923
per person
25 Nov - 29 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Excelente localización, habitaciones muy amplias, funcionales y nada ruidosas. Personal muy atento y servicial. Rooftop gran atracción de la ciudad

Reviewed on 15 Sept 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
Save 100% on your flight
£1,556
per person
15 Oct - 20 Oct
found 24 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Comfortable room with a great view and luxuriously soft bed!

Reviewed on 13 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,212
per person
25 Nov - 29 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
£1,382
per person
15 Oct - 20 Oct
found 24 hours ago
Return flight included
London (LHR) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
£1,430
per person
15 Oct - 20 Oct
found 24 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
We were so excited about spending the time at Sable hotel however, when we arrived, it was the House of horrors. It was very filthy. Went to go grab an extra blanket and a butt plug fell out of it. Asked for them to please come clean the room they said housekeeping was not there and would take care of it tomorrow so we spent the first night in a filthy dirty room as they had no extra room rooms due to multiple concerts being held that weekend. My advice the location is great, but there’s other options that are more affordable.

Reviewed on 14 Sept 2026

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

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.

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

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 Chicago State University and Jones Convocation Center, 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 city skyline with a river in the foreground.

Avalon Park

The beaches and restaurants are a few reasons travellers visit Avalon Park. Though there aren't many top sights in the neighbourhood, you can visit Rainbow Beach and Obama Presidential Center, a few notable attractions nearby.

Far Southeast Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

Top hotels in Far Southeast Side

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£140
27 Sept - 28 Sept
includes taxes & fees
River 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
£134
30 Sept - 1 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£153
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,254 reviews)
"The rooms are clean and the prices is nice, but the property itself and the room itself smell very musty."

Reviewed on 15 Sept 2026

Congress Plaza Hotel
See all 4,541 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

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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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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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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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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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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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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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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What to do in Far Southeast Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southeast Side

Frequently asked questions

How much does a Far Southeast Side travel package cost?
We make it easy to see the world, with Far Southeast Side packages starting from as low as £923. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Far Southeast Side travel package?
Certainly, and we're here to help. You may be able to cancel and rebook your Far Southeast Side travel package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Far Southeast Side?
Bundle your flights and hotels, throw in extras such as activities, and save with a Far Southeast Side travel package. You won't just walk away with big discounts on your escape — you'll have lots of choice too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties around the world. Your next grand adventure begins right here, right now!
Does Expedia offer Book Now, Pay Later Far Southeast Side holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment option. Put down a small deposit on your escape and then get on your way.
How far in advance should I book my Far Southeast Side holiday?
While not all air carriers advertise tickets early, you can usually compare international airfares on Expedia up to a year in advance. This is the time when you can nab some incredible bargains. If you've left things to the last minute, you may still be in luck. Low prices occasionally become available just weeks before departure.
What does an Expedia Far Southeast Side travel package include?
Rental cars, hotels and flights, or any combination of them — it's totally up to you. Whether you're visiting Far Southeast Side with the family or travelling by yourself, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Far Southeast Side travel package?
A package can be easier on the hip pocket than separately booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and score big savings. No matter your holiday plans, you'll find a package that's right for you.
Can I choose my airline with a Far Southeast Side Expedia travel package?
With a travel package, you're the one in charge. Whether you're looking to fly to Far Southeast Side in first class or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.