Cheap flights To Des Plaines (CHI) from $49

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Cheap Flights to Des Plaines from $49 One Way, $76 Round Trip

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

Tue, Oct 27 - Fri, Oct 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 2 days ago
$76
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Oct 30, priced at $76 found 2 days ago
Sat, Oct 3 - Wed, Oct 7
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Oct 7, priced at $95 found 3 days ago
Sat, Nov 7 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Nov 14, priced at $108 found 1 day ago
Sat, Oct 24 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 3 hours ago
$118
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 24 from Los Angeles Intl. to O'Hare Intl., returning Mon, Oct 26, priced at $118 found 3 hours ago
Sat, Oct 3 - Wed, Oct 7
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Oct 3 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Oct 7, priced at $161 found 5 days ago
Fri, Oct 2 - Sat, Oct 3
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Oct 3, priced at $169 found 1 day ago
Tue, Sep 29 - Tue, Nov 10
LAX
Los Angeles Intl.
MDW
Midway Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Sep 29 from Los Angeles Intl. to Midway Intl., returning Tue, Nov 10, priced at $179 found 6 days ago
Wed, Sep 16 - Sat, Sep 19
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Sep 19, priced at $192 found 5 days ago
Thu, Sep 24 - Sat, Sep 26
LAX
Los Angeles Intl.
RFD
Greater Rockford
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 24 from Los Angeles Intl. to Greater Rockford, returning Sat, Sep 26, priced at $196 found 5 days ago
Sat, Nov 14 - Wed, Nov 18
LAX
Los Angeles Intl.
MDW
Midway Intl.
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Los Angeles Intl. to Midway Intl., returning Wed, Nov 18, priced at $196 found 5 days ago

Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines, JetBlue Airways
Flight Price
$76
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.
Travelodge by Wyndham Downtown Chicago
2.0-star property

Travelodge by Wyndham Downtown Chicago

Oct 2 - Oct 4

2 night stay

Cleveland (CLE) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Cleveland (CLE)

Frontier Airlines • Coach
Price was $513, price is now $329 per person
$329
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Oct 14 - Oct 18

4 night stay

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

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,465, price is now $909 per person
$909
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 24 - Sep 27

3 night stay

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

Frontier Airlines • Non-stop • Coach

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

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,514, price is now $1,036 per person
$1,036
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.
Chicago Marriott Oak Brook
3.5-star property

Chicago Marriott Oak Brook

8.4/10 Very Good! (1,001 reviews)

Oct 16 - Oct 18

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $680, price is now $596 per person
$596
per person
found 6 hours ago
The room was very clean and spacious. The staff was friendly and helpful. Breakfast was good, I wanted a waffle but they had pancakes. Parking was quick and easy. I am definitely staying again.

Reviewed on Aug 17, 2026

Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,002 reviews)

Oct 8 - Oct 11

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,053, price is now $932 per person
$932
per person
found 1 day ago
Friendly staff

Reviewed on Aug 18, 2026

Spark by Hilton Des Plaines Chicago O'Hare
3.0-star property

Spark by Hilton Des Plaines Chicago O'Hare

8.2/10 Very Good! (225 reviews)

Oct 8 - Oct 11

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $822, price is now $737 per person
$737
per person
found 1 day ago

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Des Plaines business class flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (512 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,371, price is now $1,044 per person
$1,044
per person
found 11 hours ago
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay. Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that. Overall a great spot. Affordable and lots of space with great views!

Reviewed on Aug 15, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,728, price is now $1,234 per person
$1,234
per person
found 11 hours ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Oct 15 - Oct 18

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,444, price is now $1,057 per person
$1,057
per person
found 11 hours ago

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See all available trips from New York to Des Plaines
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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! (4,907 reviews)

Sep 27 - Sep 29

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,131, price is now $908 per person
$908
per person
found 1 day ago

Pendry Chicago
4.5-star property

Pendry Chicago

9.2/10 Wonderful! (1,145 reviews)

Sep 26 - Sep 29

3 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,672, price is now $1,268 per person
$1,268
per person
found 1 day ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Sep 26 - Sep 29

3 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,370, price is now $1,053 per person
$1,053
per person
found 1 day ago

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See all available trips from Newark Liberty Intl. Airport to Des Plaines
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Des Plaines

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Des Plaines. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Des Plaines and Des Plaines flights. Get more bang for your travel buck at Orbitz.

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 $76 and $196 for a round-trip fare to Des Plaines. One-way fares originating from Atlanta (ATL) dipped to a low $49 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.