Cheap flights To Des Plaines (CHI) from $29

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 Des Plaines from $29 One Way, $58 Round Trip

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

Fri, Feb 20 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Feb 28, priced at $58 found 1 day ago
Fri, Feb 27 - Sun, Mar 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$59 Roundtrip, found 2 hours ago
$59
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Mar 1, priced at $59 found 2 hours ago
Thu, Feb 12 - Tue, Feb 24
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Feb 24, priced at $63 found 2 days ago
Wed, Feb 25 - Wed, Feb 25
LGA
LaGuardia
ORD
O'Hare Intl.
$67 Roundtrip, found 2 days ago
$67
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Feb 25 from LaGuardia to O'Hare Intl., returning Wed, Feb 25, priced at $67 found 2 days ago
Sat, Feb 21 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 5 hours ago
$68
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Feb 28, priced at $68 found 5 hours ago
Thu, Jan 22 - Fri, Jan 23
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 6 days ago
$69
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Jan 22 from John F. Kennedy Intl. to O'Hare Intl., returning Fri, Jan 23, priced at $69 found 6 days ago
Sat, Feb 7 - Mon, Feb 16
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$69 Roundtrip, found 4 days ago
$69
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Feb 16, priced at $69 found 4 days ago
Tue, Mar 10 - Tue, Mar 17
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$101 Roundtrip, found 5 days ago
$101
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Mar 10 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Mar 17, priced at $101 found 5 days ago
Wed, Feb 4 - Wed, Feb 11
LGA
LaGuardia
MDW
Midway Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Feb 4 from LaGuardia to Midway Intl., returning Wed, Feb 11, priced at $128 found 4 days ago
Tue, Feb 3 - Wed, Feb 4
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Midway Intl., returning Wed, Feb 4, priced at $130 found 5 days ago

Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, Delta
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Des Plaines 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

Mar 12 - Mar 17

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $1,047, price is now $509 per person
$509
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Mar 12 - Mar 17

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $1,527, price is now $856 per person
$856
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Mar 12 - Mar 17

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,081, price is now $609 per person
$609
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Des Plaines
View all trips

Des Plaines first class 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

9.4/10 Exceptional! (2,790 reviews)

Feb 27 - Mar 4

5 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,085, price is now $740 per person
$740
per person
just found
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Feb 27 - Mar 4

5 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,888, price is now $1,205 per person
$1,205
per person
just found
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Waldorf Astoria Chicago
5.0-star property

Waldorf Astoria Chicago

9.4/10 Exceptional! (1,000 reviews)

Feb 27 - Mar 4

5 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,881, price is now $1,325 per person
$1,325
per person
just found
Lovely room and spacious bathroom plus all of the high end touches (robes, slippers to soft mats and towels and great bath products and loved the nespresso maker!) View was not great but gym and lobby made up for it; bar was too crowded and we couldn’t get a late checkout but at least it was noon and they held our bags for a few hours!

Reviewed on Dec 31, 2025

Don't see what you're looking for?
See all available trips from Dallas to Des Plaines
View all trips

Des Plaines

Finding cheap flights to Des Plaines is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Des Plaines flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Des Plaines through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Des Plaines—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Des Plaines flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Des Plaines with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Des Plaines?
Take your pick of 20 airlines that fly into O'Hare Intl. Airport (ORD), the leading airport in the city. With all those options, you're certain to walk away with a terrific deal. Here are some of the best international airlines that'll get you to Des Plaines — and then exploring every nook and cranny of this city:

  • United Airlines - 612 flights to Des Plaines per month
  • American Airlines - 339 flights to Des Plaines per month
  • Air Canada - 190 flights to Des Plaines per month

What is the best airport to fly to in Des Plaines?
O'Hare Intl. Airport (ORD), around 4 miles south of downtown Des Plaines, is one choice. Midway Intl. Airport (MDW) is another. Compare the flight deals to both airports, along with which terminal may be more convenient for you.
How much is a flight to Des Plaines?
Last week, prices fluctuated between $58 and $130 for a round-trip fare to Des Plaines. One-way fares originating from Atlanta (ATL) dipped to a low $29 during the same time period.
How to book the cheapest flight to Des Plaines?
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 Des Plaines — and leave you with more money in your pocket:

  • Taking off from or arriving at nearby airports can be cheaper. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to look through your options.
  • If your plans aren't cast in stone, click on the 'Show flexible dates' link to browse flight deals for multiple departure dates. If you find a suitable cheaper fare, go with it.
  • To filter your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding deals, so book as soon as you've worked out your travel dates. The most affordable fares get snapped up fast and prices generally climb as the departure date nears.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your hard-earned money for things that really excite you, like discovering every corner of Des Plaines.
  • Flying during peak season can mean steep airfares. Try to plan your trip outside of popular periods, such as Christmas, New Year's Eve and Easter.

How long is a flight to Des Plaines?
The United States is big, so that depends on where you're departing from. To make vacation planning a bit easier, we've selected three of the top routes to Des Plaines and worked out their average flight times:

  • 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 Des Plaines?
If you can, book your flights to Des Plaines in January. This is the best month to score low airfares, followed by February and August. With a bit of organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Des Plaines?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Des Plaines. If you're looking for unbeatable airfares, search across those days and you're likely to score a terrific flight deal.
What is the cheapest day of the week to fly to Des Plaines?
If you're searching for cheap flights to Des Plaines, depart early in the week. Orbitz data from 2020 shows Monday is the cheapest day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your wallet a favor.
What is the cheapest month to fly to Des Plaines?
Jet off in August if you're sticking to a budget. Orbitz data shows that this is generally the best month for cheap flights to Des Plaines. June is when ticket prices really go up.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. That means you can relax knowing that if things unexpectedly change, your ticket can too.
What do I need for the flight to Des Plaines?
The secret to a successful flight is to prepare well. Listed below are some tips that'll help get you ready for your adventure:

  • Before you board the plane, you'll need to present a valid form of government ID, like a passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they may need.
  • To keep you occupied on the short hop to Des Plaines, download some new tracks or restock the audiobook library on your smartphone. Food can also be a tasty distraction while in the air, so maybe even bring some light snacks.
  • No matter what the temperature is doing outside, plane cabins can get seriously cold. Bring a hoodie on board to keep yourself comfortable.

How many direct flights are there to Des Plaines?
Each month, there are 2,332 direct flights to Des Plaines. Select from an excellent range of airlines, including United Airlines, American Airlines and Delta Air Lines. Other carriers that jet to Des Plaines nonstop are Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Des Plaines?
There are ways of booking first or business-class fares to Des Plaines that won't burn a hole through your savings. Pick up a seat in the pointy end of the plane for less with these handy tips:

  • Be more flexible with your travel dates and wait for early bird or last-minute sales on first or business-class airfares.
  • Plenty of low-cost airlines these days have superb business or premium-class seating for a reasonable price.
  • Bid for an upgrade in online auctions or upgrade your seat through your flight loyalty scheme.

How to get into Des Plaines from the airport?
Zip into central Des Plaines with an O'Hare Intl. Airport (ORD) car rental. Thrifty Car Rental and Dollar are two leading agencies at O'Hare Intl. Airport (ORD). Throw your bags in the trunk, head 4 miles to the north and you'll be in the hustle and bustle of the city in next to no time. Plenty of travelers also use public transportation or taxis to travel into town. From there, you can still rent a ride to explore more of the region with one of our Des Plaines car rentals.
What is the best time to go to Des Plaines?
Anytime is a fantastic time to experience Des Plaines, though May, July and August are the liveliest months. As with most places in the Northern Hemisphere, summer kicks off June 20. If you'd like to spend your days in a short-sleeved top than a heavy winter jacket, this time of year may be ideal for you. Expect average daytime highs of 75 ºF and nightly lows around 65 ºF.
Travel tips for Des Plaines

  • Wear your most comfortable kicks and explore this city on foot. There are plenty of fantastic attractions to take in, such as Allstate Arena and Rivers Casino.
  • You'll also want to check out the sights a quick drive from Des Plaines's center. Set out for Wrigley Field and McCormick Place and see another side of this vibrant destination.
  • When you want to explore other parts of Chicago, arrange a car rental and follow the road signs to Calumet City. Harvey is another popular city with a great deal to do and see.

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.