Cheap flights To Des Plaines (CHI) from $38

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Cheap Flights to Des Plaines from $38 One Way, $76 Round Trip

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

Tue, Aug 11 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$76 Roundtrip, found 6 hours ago
$76
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Aug 12, priced at $76 found 6 hours ago
Wed, Aug 12 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 12, priced at $76 found 1 hour ago
Sat, Sep 19 - Mon, Sep 21
LGA
LaGuardia
MDW
Midway Intl.
$163 Roundtrip, found 4 hours ago
$163
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Sat, Sep 19 from LaGuardia to Midway Intl., returning Mon, Sep 21, priced at $163 found 4 hours ago
Tue, Aug 18 - Wed, Aug 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Aug 19, priced at $165 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$168 Roundtrip, just found
$168
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Nov 3 from Newark Liberty Intl. Airport to Midway Intl., returning Sat, Nov 7, priced at $168 just found
Wed, Sep 30 - Mon, Oct 5
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Oct 5, priced at $168 found 1 hour ago
Tue, Aug 11 - Thu, Aug 13
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Dallas-Fort Worth Intl. to Midway Intl., returning Thu, Aug 13, priced at $186 found 1 day ago
Sat, Oct 3 - Tue, Oct 6
DAL
Love Field
MDW
Midway Intl.
$214 Roundtrip, just found
$214
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Oct 3 from Love Field to Midway Intl., returning Tue, Oct 6, priced at $214 just found
Tue, Sep 1 - Wed, Sep 2
LGA
LaGuardia
ORD
O'Hare Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select United flight, departing Tue, Sep 1 from LaGuardia to O'Hare Intl., returning Wed, Sep 2, priced at $227 found 2 days ago
Tue, Sep 1 - Wed, Sep 2
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 1 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Sep 2, priced at $227 found 1 day ago

Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Southwest Airlines, American Airlines, Delta, United
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.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Sep 10 - Sep 13

3 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Charlotte (CLT)

Frontier Airlines • Coach
Price was $854, price is now $605 per person
$605
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Sep 10 - Sep 13

3 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Charlotte (CLT)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,350, price is now $944 per person
$944
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Sep 10 - Sep 13

3 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Non-stop • Coach

Chicago (ORD) to Charlotte (CLT)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,112, price is now $778 per person
$778
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.
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! (2,631 reviews)

Sep 10 - Sep 13

3 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,299, price is now $985 per person
$985
per person
found 8 hours ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Sep 10 - Sep 13

3 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,578, price is now $1,122 per person
$1,122
per person
found 8 hours ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Sep 10 - Sep 13

3 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,341, price is now $999 per person
$999
per person
found 8 hours ago
The rooms are definitely not as nice as the pictures on the site makes them seem. My card got charged multiple times for unknown reasons. I brought it up to the front desk and they were very nice and the charges ended up going away, but still frustrating. Parking is ridiculously expensive for what it is. I do feel like they’re trying to scam you out on money every chance they get (i.e. charging $30 a night for a “service fee”). I don’t think it was worth the money considering there’s no pool or continental breakfast. I’m not sure I would stay here again.

Reviewed on Aug 9, 2026

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Des Plaines business 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! (3,537 reviews)

Sep 26 - Sep 29

3 night stay

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

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,257, price is now $941 per person
$941
per person
found 4 hours ago
The rooms are definitely not as nice as the pictures on the site makes them seem. My card got charged multiple times for unknown reasons. I brought it up to the front desk and they were very nice and the charges ended up going away, but still frustrating. Parking is ridiculously expensive for what it is. I do feel like they’re trying to scam you out on money every chance they get (i.e. charging $30 a night for a “service fee”). I don’t think it was worth the money considering there’s no pool or continental breakfast. I’m not sure I would stay here again.

Reviewed on Aug 9, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Sep 26 - Sep 29

3 night stay

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

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,452, price is now $1,062 per person
$1,062
per person
found 4 hours ago

Pendry Chicago
4.5-star property

Pendry Chicago

9.2/10 Wonderful! (1,150 reviews)

Sep 26 - Sep 29

3 night stay

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

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,527, price is now $1,127 per person
$1,127
per person
found 4 hours ago
Room didn’t look one thing like what they advertise. Staff was very rude and unwilling to accommodate a change. Way overpriced for what it is - 3 star experience at best, not worth it. Bad look for the Pendry brand. I’ve been to San Diego and Newport Pendry many times, those are 5 star hotels- this was terrible.

Reviewed on Aug 9, 2026

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Des Plaines first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown South Loop
3.0-star property

Hilton Garden Inn Chicago Downtown South Loop

8.8/10 Excellent! (2,116 reviews)

Sep 26 - Sep 29

3 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,192, price is now $998 per person
$998
per person
found 4 hours ago
Room wasn't available at check-in, another room was assigned without asking us. Substitute room had smaller bed than the booked room. Shower head leaked throughout the stay. Loud screeching noise coming from elevator at all hours.

Reviewed on Aug 9, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 1 - Oct 4

3 night stay

Los Angeles (LAX) to Chicago (ORD)

Delta • FirstClass

Chicago (ORD) to Los Angeles (LAX)

American Airlines • FirstClass
Price was $2,177, price is now $1,786 per person
$1,786
per person
found 17 hours ago

Thompson Chicago, by Hyatt
4.5-star property

Thompson Chicago, by Hyatt

9.2/10 Wonderful! (1,381 reviews)

Sep 26 - Sep 29

3 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,332, price is now $1,108 per person
$1,108
per person
found 4 hours ago
Kind staff

Reviewed on Aug 9, 2026

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

Reach your destination without breaking your budget by booking your flights to Des Plaines using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Des Plaines Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Des Plaines flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Des Plaines. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Des Plaines, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Des Plaines flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $76 and $227 for a round-trip fare to Des Plaines. One-way fares originating from Atlanta (ATL) dipped to a low $38 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.