S$135 Cheap Flights from Des Moines to Chicago

View S$135 flight on Sat, 11 Oct, 2025Opens 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 S$135 for one-way flights and S$269 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 11 Oct - Sun, 12 Oct
DSM
Des Moines
ORD
Chicago
S$269 Return, found 1 day ago
S$269
Return
found 1 day ago
Select Delta flight, departing Sat, 11 Oct from Des Moines to Chicago, returning Sun, 12 Oct, priced at S$269 found 1 day ago
American Airlines
Sat, 11 Oct - Sun, 12 Oct
DSM
Des Moines
ORD
Chicago
S$320 Return, found 1 day ago
S$320
Return
found 1 day ago
Select American Airlines flight, departing Sat, 11 Oct from Des Moines to Chicago, returning Sun, 12 Oct, priced at S$320 found 1 day ago
United
Sat, 11 Oct - Sun, 12 Oct
DSM
Des Moines
ORD
Chicago
S$320 Return, found 1 day ago
S$320
Return
found 1 day ago
Select United flight, departing Sat, 11 Oct from Des Moines to Chicago, returning Sun, 12 Oct, priced at S$320 found 1 day ago
American Airlines
Thu, 9 Oct - Thu, 16 Oct
DSM
Des Moines
ORD
Chicago
S$322 Return, found 2 days ago
S$322
Return
found 2 days ago
Select American Airlines flight, departing Thu, 9 Oct from Des Moines to Chicago, returning Thu, 16 Oct, priced at S$322 found 2 days ago
United
Fri, 10 Oct - Fri, 17 Oct
DSM
Des Moines
ORD
Chicago
S$327 Return, found 2 days ago
S$327
Return
found 2 days ago
Select United flight, departing Fri, 10 Oct from Des Moines to Chicago, returning Fri, 17 Oct, priced at S$327 found 2 days ago
United
Thu, 9 Oct - Thu, 16 Oct
DSM
Des Moines
ORD
Chicago
S$328 Return, found 2 days ago
S$328
Return
found 2 days ago
Select United flight, departing Thu, 9 Oct from Des Moines to Chicago, returning Thu, 16 Oct, priced at S$328 found 2 days ago
Delta
Thu, 9 Oct - Thu, 16 Oct
DSM
Des Moines
ORD
Chicago
S$353 Return, found 2 days ago
S$353
Return
found 2 days ago
Select Delta flight, departing Thu, 9 Oct from Des Moines to Chicago, returning Thu, 16 Oct, priced at S$353 found 2 days ago
United
Fri, 10 Oct - Fri, 17 Oct
DSM
Des Moines
ORD
Chicago
S$358 Return, found 2 days ago
S$358
Return
found 2 days ago
Select United flight, departing Fri, 10 Oct from Des Moines to Chicago, returning Fri, 17 Oct, priced at S$358 found 2 days ago
United
Sat, 11 Oct - Sun, 12 Oct
DSM
Des Moines
ORD
Chicago
S$359 Return, found 1 day ago
S$359
Return
found 1 day ago
Select United flight, departing Sat, 11 Oct from Des Moines to Chicago, returning Sun, 12 Oct, priced at S$359 found 1 day ago
United
Thu, 9 Oct - Thu, 16 Oct
DSM
Des Moines
ORD
Chicago
S$360 Return, found 2 days ago
S$360
Return
found 2 days ago
Select United flight, departing Thu, 9 Oct from Des Moines to Chicago, returning Thu, 16 Oct, priced at S$360 found 2 days ago

Find the cheapest month to fly from Des Moines (DSM) to Chicago (ORD)

August is typically the cheapest month to fly

From S$176 - S$396 per traveller.

Graph displaying average flight prices per month

Des Moines to Chicago route information
Origin airport
Des Moines Intl.
Destination airport
O'Hare Intl.
Return price
S$269
Distance
476 km
Average flight time
1 hour 30 mins

Perfect flights from Des Moines to Chicago

Your Journey from Des Moines to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Des Moines to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from Des Moines Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Des Moines to Chicago Flights

Experience the joy of finding cheap flights from Des Moines Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$135 and roundtrip prices from S$269*.
 

Pre-Flight Essentials

Ensure a smooth journey from Des Moines to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of Chicago. From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Des Moines to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Des Moines to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Des Moines to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Des Moines to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Des Moines Intl. Airport (DSM) to ORD?
Round-trip flights from Des Moines Intl. Airport (DSM) to O'Hare Airport start from S$269. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Des Moines Intl. Airport to O'Hare Airport?
We understand that things crop up unexpectedly, so we've made it as easy as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from DSM to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for DSM to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Des Moines Intl. Airport to O'Hare Airport?
That movie you've been desperate to see will have to wait — the flight distance between Des Moines Intl. Airport (DSM) and ORD (ORD) is only 480 kilometres. The captain will be asking you to put your seat upright for landing before you know it.
Which airlines fly direct from DSM to O'Hare Intl. Airport (ORD)?
With 117 monthly flights operating from Des Moines Intl. Airport to ORD, United Airlines (UA) is a top choice. American Airlines (AA) is also worth considering. It offers 91 flights per month. Between these two airlines, you'll be able to find a great deal from Des Moines to Chicago.
Are DSM to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Flight tickets from Des Moines Intl. Airport to O'Hare Intl. Airport (ORD) are available up to 12 months prior to departure on Expedia. And although you may nab a great last-minute deal, it's not something you should count on. Also, booking your flights ahead of time means you'll have more options — and you can avoid getting caught in the dreaded middle seat! We regularly update our fares to bring you the biggest bargains, so check back often for all the latest specials.

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