Far Southwest Side Holidays from £1,023
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Far Southwest Side Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,023
per person
21 Nov - 28 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Front desk staff unfriendly and somewhat rude. We put sign to clean room and left in the morning and returned around 3:00 PM and room was still not clean. I called service desk and he apologized and said they’re just too busy and will come by 5:30PM. When they did show up we had to leave the room and wait for them to finish. Unacceptable!!!!!
Reviewed on 11 Sept 2026
The Emily Hotel
Downtown Chicago
£1,684
per person
17 Oct - 23 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
I enjoyed my stay at the Emily. Staff were friendly throughout my stay. I love the brand used for shower gel and shampoo. The only thing I would change, is the location of the full body mirror. I need to be able to back up and see myself. The bed restricted that and the flare from the window made it difficult to look at myself in daylight. Other than that, I’d stay there again. My first time in Chicago (thanks to Kanye) and I’m thrilled that my research brought me to the Emily.
Reviewed on 11 Sept 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
£1,609
per person
17 Oct - 23 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
The hotel was amazing and it had the best view of Chicago skyline and lake views. The rooftop restaurant was beautiful and navy pier at your front door. I’m looking forward to returning soon.
Reviewed on 11 Sept 2026
Where to stay in Far Southwest Side
Find the best Far Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southwest Side
Ashburn
The restaurants and churches are a few reasons travellers visit Ashburn. Though there aren't many top sights in the neighbourhood, you can visit Childrens Museum of Oak Lawn and Wintrust Sports Complex, a few notable attractions nearby.
Beverly
Beverly is well liked for its restaurants and churches. If you're hoping to see more of the larger area, Beverly Arts Center and Childrens Museum of Oak Lawn are some interesting sights nearby to check out.
Auburn Gresham
2 out of top 10 points of interest in this area
While visiting Auburn Gresham, you might make a stop by sights like Highland Community Bank and Final Call Newspaper Headquarters.
Washington Heights
1 out of top 10 points of interest in this area
Appreciated for its restaurants and shopping, you might consider exploring Washington Heights. Check out the variety of things to see and do like Carter G. Woodson Library, and jump on the metro at 95th Street - Longwood Station or 103rd Street Washington Heights Station to get around the city.
Morgan Park
1 out of top 10 points of interest in this area
Visitors to Morgan Park like its restaurants and shopping, and Beverly Arts Center is a sight worth a stop.
Far Southwest Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top hotels in Far Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£143
27 Sept - 28 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£165
29 Sept - 30 Sept
includes taxes & fees
8/10 Very good! (2,215 reviews)
"People were leaving things in the hallway, the door was difficult to open, it was in a great location, close to things."
Reviewed on 11 Sept 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£133
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (5,430 reviews)
"This was our second stay at the River Hotel. Friendly, helpful staff. Clean rooms and property. Prime location for many activities in Chicago, as one can walk virtually everywhere. Many restaurants in the area in addition to attractions. A wonderful hotel."
Reviewed on 11 Sept 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 Southwest Side attractions
Beverly Arts Center
Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.
Highland Community Bank
Learn about the local history of Chicago when you take a trip to Highland Community Bank.
Final Call Newspaper Headquarters
Find out about the history of Chicago when you take a trip to Final Call Newspaper Headquarters.
Carter G. Woodson Library
You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.
What to do in Far Southwest Side
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Frequently asked questions
How much does a Far Southwest Side travel package cost?
Our Far Southwest Side packages, which begin from just £1,023, are the best way to save. Choose your favourite hotels, flights and rental car to create a custom-built getaway.
If I'm not able to travel, can I cancel my Far Southwest Side travel package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Far Southwest Side travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, look up our Customer Service Portal for further information.
How do I get a cheap travel package to Far Southwest Side?
Creating your own Far Southwest Side travel package with Expedia is one of the easiest ways to save. We offer more than 550 partner airlines and 1,000,000 properties across the globe. With such an amazing range to choose from, you'll have no issues pulling together your perfect escape.
Does Expedia offer Book Now, Pay Later Far Southwest Side holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your budget. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can lock in that well-deserved holiday now.
- Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
- Low deposit holidays: Clicking the "book now" button is easier with this plan. Simply put down a small deposit on your booking and then start packing your suitcase.
How far in advance should I book my Far Southwest Side holiday?
While prices fluctuate, we generally suggest booking your spot as soon as possible. Many international airfares are found on Expedia up to a year in advance. If you're booking late, you may still get lucky. Cheap tickets to Far Southwest Side sometimes occur just weeks before departure.
What does an Expedia Far Southwest Side travel package include?
From flights and hotels to car rentals, Expedia can help you put together a Far Southwest Side package that's right for you. Holidaying for a week or two? Look into a rental car, hotel and flight bundle. If you're taking a short break, a hotel and airfare deal could be more your style. Activities can also be added after you've booked. Our travel packages make it a cinch to plan and save.
What should I know before booking a Far Southwest Side travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up great discounts. Hotels aren't your only option, however. Book with us and choose from beachfront villas, mountain cabins and even treehouses and ranches!
Can I choose my airline with a Far Southwest Side Expedia travel package?
You sure can. We offer more than 550 partner airlines across the globe, so choose the carrier that best suits your budget needs.
Explore a world of travel with Expedia
- 5 Star Hotels in Chicago
- Blue Island Hotels
- Bridgeview Hotels
- Gay-Friendly Hotels in Burbank
- Serviced Apartments in Chicago
- Sports Hotels in Chicago
- Cheap Hotels in Chicago
- Hotels Suites in Chicago
- Hotels with Pool in Chicago
- Luxury Hotels in Chicago
- Luxe Inn and Suites
- Sharn's Motel
- Woodspring Suites Chicago Midway
- Chicago Hotels
- Downtown Chicago Hotels
- Hyatt Hotels in Essex
- La Quinta Inn & Suites Hotels in Essex
- Hotels near Grant Park
- Hotels near Harvey 147th Street-Sibley Boulevard Station
- Red Roof Inn Hotels in Hyde Park
- Hyde Park Hotels
- Indian Village Hotels
- Destination Hotels in Kenwood
- Gay-Friendly Hotels in Kenwood
- Magnificent Mile Hotels
- Hotels near McCormick Place
- Hotels near Midway Intl.
- Hotels near Northwestern Memorial Hospital
- Pullman Hotels
- South Chicago Hotels
- South Shore Hotels
- Hotels near University of Chicago
- Flights to Blue Island
- Flights to Chicago
- Flights to Harvey
- Flights to Riverdale
- Flights to South Side
- American Airlines Dublin (DUB) to Chicago (ORD) flights
- British Airways London (LHR) to Chicago (ORD) flights
- Delta Atlanta (ATL) to Chicago (MDW) flights
- Delta Lagos (LOS) to Chicago (MDW) flights
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- United Houston (IAH) to Chicago (MDW) flights
- Virgin Atlantic London (LHR) to Chicago (MDW) flights
- Flights from Chicago
- Flights from Burnham
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from Edinburgh (EDI) to Chicago (ORD)
- Flights from Galesburg (GBG) to Chicago (MDW)
- Flights from Glasgow (GLA) to Chicago (MDW)
- Flights from Glasgow (GLA) to Chicago (ORD)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from London (LGW) to Chicago (MDW)
- Flights from London (LHR) to Chicago (MDW)
- Flights from London (LHR) to Chicago (ORD)
- Flights from Manchester (MAN) to Chicago (MDW)
- Flights from Manchester (MAN) to Chicago (ORD)
- Flights from St. Cloud (STC) to Chicago (MDW)
- Flights from Tulsa (TUL) to Chicago (ORD)
- Art Institute of Chicago
- Blue Island Holidays
- Visit Downtown Chicago
- Visit Grand Boulevard
- Chicago Harbor Lighthouse
- Visit Little Village
- Chicago Riverwalk
- Visit The Loop
- Chicago Theatre
- Chicago Water Tower
- Chicago Holidays
- Visit Chicago
- Cibc Theatre
- Cicero Holidays
- Downtown Chicago Holidays
- Ernest Hemingway Museum and House
- Garfield Park Conservatory
- Grant Park
- Harvey Holidays
- Lakeview Holidays
- Lincoln Hall
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Lincoln Park Holidays
- Romantic Holiday Packages Far Southwest Side
- Michigan Avenue
- Millennium Park
- Navy Pier
- Visit Oak Park
- Robie House
- Shops at North Bridge
- The Loop Holidays
- Unity Temple
- Willis Tower
- Willowbrook Holidays
- Wrigley Field
* 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.
