Cheap flights To Des Plaines (CHI) from $33

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Cheap Flights to Des Plaines from $33 One Way, $68 Round Trip

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

Thu, May 28 - Thu, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, May 28, priced at $68 found 5 days ago
Tue, Sep 15 - Tue, Sep 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$77 Roundtrip, found 12 hours ago
$77
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $77 found 12 hours ago
Fri, May 29 - Fri, May 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 29 from Los Angeles Intl. to O'Hare Intl., returning Fri, May 29, priced at $111 found 2 days ago
Sat, Jul 11 - Sat, Jul 25
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jul 11 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jul 25, priced at $148 found 4 days ago
Tue, Jun 9 - Wed, Jun 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 2 hours ago
$152
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jun 10, priced at $152 found 2 hours ago
Wed, Jul 22 - Mon, Jul 27
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$176 Roundtrip, found 2 hours ago
$176
Roundtrip
found 2 hours 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 2 hours ago
Thu, Aug 20 - Sat, Aug 22
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Thu, Aug 20 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Aug 22, priced at $177 just found
Wed, Jul 8 - Thu, Jul 9
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$181 Roundtrip, just found
$181
Roundtrip
just found
Select United flight, departing Wed, Jul 8 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Jul 9, priced at $181 just found
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jul 4, priced at $196 found 1 day ago
Tue, Aug 25 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 25 from Newark Liberty Intl. Airport to Midway Intl., returning Wed, Aug 26, priced at $197 found 6 days ago

Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, United, Delta
Flight Price
$68
Earliest Departing Flight
Latest Departing Flight

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Des Plaines economy flight packages

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

Swissotel - Chicago

Jul 6 - Jul 10

4 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $773, price is now $501 per person
$501
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jul 6 - Jul 10

4 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $901, price is now $577 per person
$577
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Jul 6 - Jul 10

4 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,052, price is now $687 per person
$687
per person
found 1 day ago
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Des Plaines premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.8/10 Excellent! (2,148 reviews)

Jul 6 - Jul 8

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $582, price is now $488 per person
$488
per person
found 18 hours ago
The room was great the service was good

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,127 reviews)

Jul 6 - Jul 8

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $651, price is now $520 per person
$520
per person
found 18 hours ago
Great location, clean, and great breakfast buffet

Reviewed on Mar 8, 2026

Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

8.4/10 Very Good! (2,293 reviews)

Jul 6 - Jul 8

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $669, price is now $576 per person
$576
per person
found 18 hours ago
This place gets 3 stars from me only due to its great location. It's in rather poor repair and its overall appearance and upkeep do not reflect well on the Hilton brand. It seems clear that property ownership are not bothering to put money into it because they know they will get traffic from the airport.

Reviewed on Feb 25, 2026

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Des Plaines 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! (3,319 reviews)

Jul 9 - Jul 13

4 night stay

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

Delta • Roundtrip • FirstClass
Price was $1,399, price is now $969 per person
$969
per person
found 22 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! (4,127 reviews)

Jul 9 - Jul 13

4 night stay

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

Delta • Roundtrip • FirstClass
Price was $1,577, price is now $1,079 per person
$1,079
per person
found 22 hours ago
Great location, clean, and great breakfast buffet

Reviewed on Mar 8, 2026

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! (2,505 reviews)

Jul 9 - Jul 13

4 night stay

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

Delta • Roundtrip • FirstClass
Price was $1,719, price is now $1,214 per person
$1,214
per person
found 22 hours ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

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Des Plaines

If you are looking for affordable flights to Des Plaines, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Des Plaines now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Des Plaines flights. With Orbitz, booking flights to Des Plaines is easy and the lowest prices are guaranteed.

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Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Des Plaines flights by visiting the Orbitz site or mobile application.

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Traveler profile updates

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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 $68 and $197 for a round-trip fare to Des Plaines. One-way fares originating from Atlanta (ATL) dipped to a low $33 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.