$115 Cheap Flights from Des Moines (DSM) to Chicago (ORD)

View $115 flight on Wed, Aug 12, 2026Opens in a new window

Popular airlines from Des Moines International Airport (DSM) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Des Moines to Chicago (DSM-ORD)

Prices were available within the past 7 days and start at $115 for one-way flights and $237 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, May 27 - Wed, Jun 24
DSM
Des Moines
ORD
Chicago
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 27 from Des Moines to Chicago, returning Wed, Jun 24, priced at $237 found 4 days ago
United
Wed, May 27 - Wed, Jun 24
DSM
Des Moines
ORD
Chicago
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select United flight, departing Wed, May 27 from Des Moines to Chicago, returning Wed, Jun 24, priced at $237 found 4 days ago
Frontier Airlines
Fri, Jun 5 - Wed, Aug 19
DSM
Des Moines
ORD
Chicago
$244 Roundtrip, found 3 hours ago
$244
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Jun 5 from Des Moines to Chicago, returning Wed, Aug 19, priced at $244 found 3 hours ago
American Airlines
Wed, May 27 - Wed, Jun 24
DSM
Des Moines
ORD
Chicago
$247 Roundtrip, found 4 days ago
$247
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 27 from Des Moines to Chicago, returning Wed, Jun 24, priced at $247 found 4 days ago
Frontier Airlines
Fri, Aug 28 - Mon, Aug 31
DSM
Des Moines
ORD
Chicago
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Aug 28 from Des Moines to Chicago, returning Mon, Aug 31, priced at $250 found 1 day ago
American Airlines
Sat, May 30 - Tue, Jun 2
DSM
Des Moines
ORD
Chicago
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, May 30 from Des Moines to Chicago, returning Tue, Jun 2, priced at $253 found 4 days ago
Delta
Wed, May 27 - Wed, Jun 24
DSM
Des Moines
ORD
Chicago
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, May 27 from Des Moines to Chicago, returning Wed, Jun 24, priced at $257 found 4 days ago
American Airlines
Wed, Jun 24 - Tue, Jun 30
DSM
Des Moines
ORD
Chicago
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 24 from Des Moines to Chicago, returning Tue, Jun 30, priced at $257 found 1 day ago
Frontier Airlines
Wed, Aug 19 - Sat, Aug 29
DSM
Des Moines
ORD
Chicago
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Des Moines to Chicago, returning Sat, Aug 29, priced at $260 found 6 days ago
Southwest Airlines
Sat, May 30 - Tue, Jun 2
DSM
Des Moines
ORD
Chicago
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 30 from Des Moines to Chicago, returning Tue, Jun 2, priced at $273 found 4 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $417
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $417

Frequently asked questions

How much does a flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $115 and cheap return flights from $237 Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $98 and $485, and return flights often range between $251 and $988. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
April is the cheapest month to fly from Des Moines, IA (DSM) to Chicago, IL (ORD), with average round-trip fares around $244. This price is about 12% lower than the average fare throughout the year, as spring brings milder weather and less travel congestion. Other budget-friendly months for this route include March and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
3 airlines operate nonstop service from DSM to ORD:

  • American Airlines operates around 45 direct flights from DSM to ORD every week
  • United operates around 44 direct flights from DSM to ORD every week
  • British Airways operates around 21 direct flights from DSM to ORD every week

What is the cheapest airline that flies from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
United is one of the cheapest airlines offering nonstop flights from Des Moines (DSM) to Chicago (ORD), with round-trip tickets starting from around $157. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Des Moines, IA (DSM) to Chicago, IL (ORD) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from DSM to ORD, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
For flights from Des Moines (DSM) to Chicago (ORD), March and April are the best months to travel. With average return flight prices around $244, these months provide great value. March often sees fewer travelers, while April offers a vibrant spring atmosphere, enhancing your visit to Chicago.*Prices based on flights available on Expedia in the last year.
How many flights per day from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can find approximately 13 nonstop flights per day from Des Moines Intl. (DSM) to O'Hare Intl. (ORD). For more options, look at flights that include layovers.
What is the earliest flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Des Moines International (DSM) to O'Hare International (ORD) usually departs at 5:00 AM, operated by American Airlines. This seasonal service is available in March, allowing you to get an early start on your trip to Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Des Moines, IA (DSM) to Chicago, IL (ORD) are in the late afternoon, from 3pm to 6pm. About 26% of passengers prefer this time window. Many major carriers, including American Airlines and United, offer flights during this window. This timing is favored because it allows you to finish your day in Des Moines before heading to Chicago.
How long does it take to fly from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from DSM to ORD typically takes around 1 hour 30 minutes, covering approximately 298 miles. Connecting flights on this route usually add 4 hours 30 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly first class between DSM and ORD. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How much is a business class flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A direct, return business class ticket from Des Moines (DSM) to Chicago (ORD) typically costs between $641 - $888. there is no data available for one-way flights. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Des Moines Intl. (DSM)?
From Des Moines Intl. (DSM), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Dallas-Fort Worth Intl. (DFW), Charlotte-Douglas Intl. (CLT), Lambert-St. Louis Intl. (STL) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Des Moines Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$237
Distance
297 mi
Average flight time
1 hour 36 mins

Book with confidence

Des Moines to Chicago Flights

The cheapest times to fly from Des Moines to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Des Moines to Chicago are during the month of May. You can find some of the cheapest flights from Des Moines to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Des Moines to Chicago

Sunday is one of the best days to book for cheap flights from Des Moines to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Des Moines to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Des Moines to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $115 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Des Moines to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Des Moines to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Des Moines to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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