Cheap flights To Far Southeast Side (CHI) from $36

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Far Southeast Side from $36 One Way, $70 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jun 2 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$70 Roundtrip, found 3 hours ago
$70
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jun 16, priced at $70 found 3 hours ago
Wed, Jun 3 - Wed, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jun 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 10, priced at $78 just found
Sat, May 30 - Sat, Jun 6
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$87 Roundtrip, found 5 days ago
$87
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, May 30 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jun 6, priced at $87 found 5 days ago
Tue, May 19 - Wed, May 27
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, May 19 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 27, priced at $108 found 3 days ago
Wed, May 27 - Fri, May 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 4 hours ago
$111
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, May 27 from Los Angeles Intl. to O'Hare Intl., returning Fri, May 29, priced at $111 found 4 hours ago
Thu, May 28 - Fri, May 29
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, May 29, priced at $168 found 3 days ago
Tue, Aug 25 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$176 Roundtrip, found 10 hours ago
$176
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Aug 25 from Newark Liberty Intl. Airport to Greater Rockford, returning Wed, Aug 26, priced at $176 found 10 hours ago
Tue, Aug 11 - Sat, Aug 15
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Aug 11 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Aug 15, priced at $177 found 6 hours ago
Tue, Jun 2 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$185 Roundtrip, found 1 hour ago
$185
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jun 2 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jun 9, priced at $185 found 1 hour ago
Wed, May 20 - Sun, May 24
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$194 Roundtrip, just found
$194
Roundtrip
just found
Select Contour Airlines flight, departing Wed, May 20 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, May 24, priced at $194 just found

Far Southeast Side Flight Information

Traveling To
Far Southeast Side
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, United, Spirit Airlines, Contour Airlines
Flight Price
$70
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Far Southeast Side economy flight packages

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

Hotel Riu Plaza Chicago

Jun 8 - Jun 11

3 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,058, price is now $573 per person
$573
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Jun 8 - Jun 11

3 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,527, price is now $930 per person
$930
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Jun 18 - Jun 21

3 night stay

Boston (BOS) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,041, price is now $656 per person
$656
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Far Southeast Side
View all trips

Far Southeast Side first class flight packages

Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
4.0-star property

Staypineapple, An Iconic Hotel, The Loop

9.4/10 Exceptional! (1,054 reviews)

Jun 12 - Jun 14

2 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $1,251, price is now $1,052 per person
$1,052
per person
found 1 day ago
Great looking iconic property.

Reviewed on Mar 22, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,991 reviews)

Jun 12 - Jun 14

2 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $1,512, price is now $1,147 per person
$1,147
per person
found 1 day ago
Great location, clean, and great breakfast buffet

Reviewed on Mar 8, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,851 reviews)

Jun 12 - Jun 14

2 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $1,653, price is now $1,374 per person
$1,374
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Don't see what you're looking for?
See all available trips from Los Angeles to Far Southeast Side
View all trips

Far Southeast Side

Snag some “suite” deals when you add cheap hotel rooms to Far Southeast Side flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Far Southeast Side.

Fun for All

While shopping Orbitz sales on Far Southeast Side flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Far Southeast Side flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Far Southeast Side. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Far Southeast Side?
Look up the deals from the 20 airlines that offer flights to Far Southeast Side. Whether you'd like to live large in first class or save money in economy, there'll be a seat for you. Head for O'Hare Intl. Airport (ORD) with one of these international carriers:

  • United Airlines - 612 flights to Far Southeast Side per month
  • American Airlines - 339 flights to Far Southeast Side per month
  • Air Canada - 190 flights to Far Southeast Side per month

What is the best airport to fly to in Far Southeast Side?
O'Hare Intl. Airport (ORD) is the main gateway for this terrific region. Once you've walked out of the arrivals area, the options are endless when it comes to discovering Far Southeast Side.
How much is a flight to Far Southeast Side?
Travelers from far and wide landed round-trip deals ranging from $70 to $194 this week to Far Southeast Side. Kicking off your journey from Los Angeles (LAX)? The most affordable one-way tickets started at just $36.
How to book the cheapest flight to Far Southeast Side?
With some of the most incredible flight deals around, you'll get more for your money with Orbitz. The following tips and hints will help you snap up cheap flights to Far Southeast Side — and leave you with more money in your pocket:

  • Consider taking off from or landing at alternative airports to cut costs. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will show you any available options.
  • If your travel plans aren't set in stone, click on the 'Show flexible dates' option to compare flight deals for alternative departure dates. Go with any suitable cheaper fare that pops up.
  • Select 'Show options' to narrow down your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • If you've worked out your travel dates, book your flight. Fares usually increase as the departure date nears.
  • Consider combining your flights, hotels and car rentals into a package deal to save money.
  • Where possible, avoid traveling in peak seasons. Airfares often surge during school breaks, summer and other vacation periods like Easter and Thanksgiving.

How long is a flight to Far Southeast Side?
Your city of origin, which airport you depart from and whether you travel direct — the flight time depends on lots of things. But we've rounded up the average times for some popular routes to Far Southeast Side:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Far Southeast Side?
Snap up a bargain and book your seats to Far Southeast Side in January. If you've missed this month, don't stress. February and August often have low airfares as well. Be careful not to snooze on a sale — cheap flights appear and vanish in the tap of a button!
What day of the week is the cheapest to book a flight to Far Southeast Side?
If you're after low-cost airfares to Far Southeast Side, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Far Southeast Side?
According to Orbitz data from 2020, you ought to jump on a plane on a Monday to score cheap flights to Far Southeast Side. Next most affordable day? Tuesday. Saturday will cost the most. So, think about departing early in the week if you want to score a low-priced fare and stretch your travel budget.
What is the cheapest month to fly to Far Southeast Side?
Consider flying in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Far Southeast Side. June is when fares are at their highest.
Which airlines allow free cancellation?
Orbitz makes it easy to find carriers offering fare flexibility. Simply click on "Filter by flexible change policies" when searching for your Far Southeast Side flights and bingo! We'll show you options that include free cancellation, no change fees and of course, the very best price.
What do I need for the flight to Far Southeast Side?
The trick to a stress-free flight is preparation. Listed below are a few tips to help you get ready for departure:

  • Whether you print it out at home or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some sort of government-issued photo identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you entertained on your trip to Far Southeast Side. Books and electronic gadgets like e-readers and tablets are all good. Don't forget to take a refillable water bottle too. Even on a short flight, it's important to remain well-hydrated.
  • It can get very cool on the plane. If you'd rather not shiver your way through the flight, wear an extra layer of clothes.

How many direct flights are there to Far Southeast Side?
With around 2,332 direct flights every month, you'll be flying straight into Far Southeast Side and embarking on a fantastic new adventure in no time. Some of the carriers that journey nonstop to Far Southeast Side include United Airlines, American Airlines and Delta Air Lines. Southwest Airlines, Spirit Airlines and Air Canada are other reputable options.
How do I get cheap first-class/business deals to Far Southeast Side?
If you think a first or business-class fare is out of your reach, think again. Here are a few practical tips to help you book a premium flight to Far Southeast Side for less:

  • Flexibility isn't just for your yoga class. Leave some room to move around your travel dates so you can snap up more affordable airfares when they pop up.
  • Plenty of low-cost airlines nowadays offer terrific business-class seating for a wallet-friendly price.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat up the front. You can also try upgrading with points earned through a rewards program.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.