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CA $194 Cheap Flights from Des Moines (DSM) to Chicago (ORD)

View CA $194 flight on Mon, Aug 17, 2026Opens in a new window

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

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Cheap flights from Des Moines (DSM) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $194 for one-way flights and CA $468 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $468 Roundtrip, found 1 day ago
CA $468
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $468 found 1 day ago
Delta
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $482 Roundtrip, found 1 day ago
CA $482
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $482 found 1 day ago
American Airlines
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $485 Roundtrip, found 1 day ago
CA $485
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $485 found 1 day ago
American Airlines
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $487 Roundtrip, found 1 day ago
CA $487
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $487 found 1 day ago
Delta
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $496 Roundtrip, found 1 day ago
CA $496
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $496 found 1 day ago
Delta
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $501 Roundtrip, found 1 day ago
CA $501
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $501 found 1 day ago
American Airlines
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $506 Roundtrip, found 1 day ago
CA $506
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $506 found 1 day ago
Delta
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $544 Roundtrip, found 1 day ago
CA $544
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $544 found 1 day ago
American Airlines
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $548 Roundtrip, found 1 day ago
CA $548
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $548 found 1 day ago
Delta
Fri, Sep 11 - Sun, Oct 4
DSM
Des Moines
ORD
Chicago
CA $558 Roundtrip, found 1 day ago
CA $558
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 11 from Des Moines to Chicago, returning Sun, Oct 4, priced at CA $558 found 1 day ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $593
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $593

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 CA $194 and cheap return flights from CA $468 DSM to ORD with Expedia. One-way flights typically cost between CA$130 and CA$275. 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 DSM to ORD ticket fares go up or down.
What is the cheapest month to fly from Des Moines, IA (DSM) to Chicago, IL (ORD)?
The cheapest months to fly from Des Moines, IA (DSM) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 3 airlines offering direct flights from Des Moines Intl. (DSM) to O'Hare Intl. (ORD). Here are some of the top carriers:
  • United operates 76 direct flights from Des Moines Intl. (DSM) to O'Hare Intl. (ORD) every week.
  • American Airlines operates 35 direct flights from Des Moines Intl. (DSM) to O'Hare Intl. (ORD) every week.
  • Japan Airlines operates 14 direct flights from Des Moines Intl. (DSM) to O'Hare Intl. (ORD) every week.
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-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, United 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 Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.), 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.)?
The best time to fly from Des Moines International (DSM) to Chicago O'Hare International (ORD) is typically March or April. These months offer a great balance, with prices around CA$339 for a return flight.
How many flights per day from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 16 nonstop flights per day from Des Moines International (DSM) to O'Hare International (ORD). For even more choices, look at flights that include layovers, as there are approximately 17 connecting flights per day. Some common connection points include Minneapolis - St. Paul International (MSP), Dallas-Fort Worth International (DFW), and Charlotte-Douglas International (CLT).
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, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is operated by American Airlines. This is a seasonal service, active in March and April. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Des Moines, IA (DSM-Des Moines Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Des Moines International Airport (DSM) to Chicago O'Hare International Airport (ORD) on a Monday, with around 22 flights available. This gives you a good selection of options to choose from. Major airlines on this route include American Airlines, United, and Delta. Flight schedules are quite consistent throughout the week, so you'll have plenty of options regardless of your travel day.
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 Intl. (DSM) to O'Hare Intl. (ORD) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travelers prefer these times because it allows for an early start to their day in 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 480 kilometers. 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.)?
Yes, you can fly business class or first class between DSM and ORD. You can fly business class with Frontier Airlines and Delta.First class cabins are available on United, Delta, and American Airlines.
How do I earn miles on a Des Moines, IA (DSM) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Des Moines, IA (DSM) to Chicago, IL (ORD) 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, IL (ORD) from Des Moines, IA (DSM)?
If you're planning to travel to Chicago from Des Moines Intl. (DSM), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Dallas-Fort Worth Intl. (DFW), Charlotte-Douglas Intl. (CLT), or Ronald Reagan Washington National (DCA) 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) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Des Moines, IA (DSM) to Chicago, IL (ORD) 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) to Chicago, IL (ORD) flight and hotel package?
Securing a Des Moines, IA (DSM) to Chicago, IL (ORD) flight and hotel package 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
Roundtrip price
CA $467
Distance
476 km
Average flight time
1 hour 40 mins

Book with confidence

Des Moines to Chicago Flights

The easy way to book your flights from Des Moines to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Des Moines whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Des Moines to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Des Moines Intl., DSM to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Des Moines to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Des Moines currently is just CA $468 rising to CA $558.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Des Moines 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Des Moines to Chicago Flights

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*Available to Expedia members.