Cheap flights To Des Plaines (CHI)

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Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Flight Price
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jul 20 - Jul 25

5 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,489, price is now $864 per person
$864
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Jul 20 - Jul 25

5 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,587, price is now $965 per person
$965
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Jul 20 - Jul 25

5 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,705, price is now $1,094 per person
$1,094
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.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,352 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,451, price is now $965 per person
$965
per person
found 1 day 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! (4,258 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,045, price is now $1,337 per person
$1,337
per person
found 1 day ago
Great option! Great location! Great breakfast and friendly staff!

Reviewed on May 30, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,732 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,485, price is now $1,022 per person
$1,022
per person
found 1 day ago
Best vibe. In the mix!

Reviewed on May 2, 2026

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Des Plaines first class flight packages

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

Pendry Chicago

9.2/10 Wonderful! (1,121 reviews)

Jul 6 - Jul 9

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,700, price is now $1,433 per person
$1,433
per person
found 2 days ago
Room was clean and comfortable. We really appreciated the chocolates and water!

Reviewed on Feb 25, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (1,886 reviews)

Jul 6 - Jul 9

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $2,158, price is now $1,777 per person
$1,777
per person
found 2 days ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

The Langham, Chicago
5.0-star property

The Langham, Chicago

9.8/10 Exceptional! (1,000 reviews)

Jul 6 - Jul 9

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $2,044, price is now $1,711 per person
$1,711
per person
found 2 days ago
Just an absolutely beautiful hotel with spectacular service. Highly recommend.

Reviewed on Mar 29, 2024

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Des Plaines

Orbitz is your one stop for guaranteed low prices on Des Plaines flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Des Plaines and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Des Plaines Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Des Plaines from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

Which airlines fly to Des Plaines?
Take your pick of 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 and for a round-trip fare to Des Plaines. One-way fares originating from () dipped to a low 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.