Cheap flights To Far Southeast Side (CHI) from $29

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Cheap Flights to Far Southeast Side from $29 One Way, $82 Round Trip

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

Thu, Aug 20 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$82 Roundtrip, found 4 days ago
$82
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Aug 27, priced at $82 found 4 days ago
Sat, Jun 20 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$89 Roundtrip, found 6 days ago
$89
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jun 20 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Jul 4, priced at $89 found 6 days ago
Tue, Jun 16 - Sat, Jun 20
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$148 Roundtrip, found 19 hours ago
$148
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Tue, Jun 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jun 20, priced at $148 found 19 hours ago
Wed, Aug 12 - Wed, Aug 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 17 hours ago
$150
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 19, priced at $150 found 17 hours ago
Sat, Aug 8 - Sat, Aug 15
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 15, priced at $152 found 5 days ago
Wed, Jul 22 - Mon, Jul 27
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$176 Roundtrip, found 6 days ago
$176
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jul 22 from Newark Liberty Intl. Airport to Greater Rockford, returning Mon, Jul 27, priced at $176 found 6 days ago
Sat, Jul 25 - Sat, Aug 1
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Jul 25 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Aug 1, priced at $177 found 1 hour ago
Sat, Sep 5 - Tue, Sep 8
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Sep 5 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Sep 8, priced at $197 found 4 hours ago
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$202 Roundtrip, found 2 days ago
$202
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Jul 4, priced at $202 found 2 days ago
Tue, Jul 21 - Tue, Jul 28
LAX
Los Angeles Intl.
RFD
Greater Rockford
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Jul 21 from Los Angeles Intl. to Greater Rockford, returning Tue, Jul 28, priced at $219 found 4 days ago

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, Southwest Airlines, Delta
Flight Price
$82
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.
La Banque Hotel
4.0-star property

La Banque Hotel

Jul 4 - Jul 8

4 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $796, price is now $497 per person
$497
per person
found 1 day ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Jul 8 - Jul 13

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,303, price is now $835 per person
$835
per person
found 1 day ago
The Langham, Chicago
5.0-star property

The Langham, Chicago

Jul 8 - Jul 13

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,201, price is now $1,411 per person
$1,411
per person
found 1 day ago
Don't see what you're looking for?
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Far Southeast Side premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
4.5-star property

The Royal Sonesta Chicago River North

9.2/10 Wonderful! (2,593 reviews)

Jul 9 - Jul 12

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $942, price is now $653 per person
$653
per person
found 1 day ago
We received liked the service the staff provided, particularly Shanda.

Reviewed on Jul 20, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,507 reviews)

Jul 2 - Jul 6

4 night stay

New York (JFK) to Chicago (ORD)

Frontier Airlines • Non-stop • PremiumEconomy

Chicago (ORD) to New York (JFK)

JetBlue Airways • Non-stop • PremiumEconomy
Price was $1,749, price is now $1,187 per person
$1,187
per person
found 2 hours ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,188 reviews)

Jul 9 - Jul 12

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,147, price is now $788 per person
$788
per person
found 1 day ago
The hotel was nice, perfect location as it’s within walking distance to most of the main city attractions, breakfast is included with tons of options to choose from. Also the rooftop bar is better than the London House! I would stay at the Chicago location again.

Reviewed on May 25, 2026

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Far Southeast Side first class flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,332 reviews)

Jul 17 - Jul 20

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • FirstClass
Price was $1,110, price is now $801 per person
$801
per person
found 17 hours ago
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,188 reviews)

Jul 17 - Jul 20

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • FirstClass
Price was $1,227, price is now $869 per person
$869
per person
found 17 hours ago
The hotel was nice, perfect location as it’s within walking distance to most of the main city attractions, breakfast is included with tons of options to choose from. Also the rooftop bar is better than the London House! I would stay at the Chicago location again.

Reviewed on May 25, 2026

The Langham, Chicago
5.0-star property

The Langham, Chicago

9.8/10 Exceptional! (1,006 reviews)

Jul 17 - Jul 20

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $1,913, price is now $1,386 per person
$1,386
per person
found 17 hours ago
Just an absolutely beautiful hotel with spectacular service. Highly recommend.

Reviewed on Mar 29, 2024

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Far Southeast Side

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Far Southeast Side or any other low fare domestic or international air travel.

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Now it is even faster to find exclusive deals and book cheap Far Southeast Side flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Far Southeast Side's most popular attractions, best restaurants, and entertainment venues or check on your flights to Far Southeast Side and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Far Southeast Side Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Far Southeast Side. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Far Southeast Side flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Far Southeast Side to your mobile phone or email.

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 $82 to $219 this week to Far Southeast Side. Kicking off your journey from Atlanta (ATL)? The most affordable one-way tickets started at just $29.
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.