S$135 Cheap Flights from Des Moines to Chicago

View S$135 flight on Tue, 10 Feb, 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 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
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$269 Return, found 8 hours ago
S$269
Return
found 8 hours ago
Select Delta flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$269 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$295 Return, found 8 hours ago
S$295
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$295 found 8 hours ago
Delta
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$315 Return, found 8 hours ago
S$315
Return
found 8 hours ago
Select Delta flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$315 found 8 hours ago
American Airlines
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$320 Return, found 8 hours ago
S$320
Return
found 8 hours ago
Select American Airlines flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$320 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$320 Return, found 8 hours ago
S$320
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$320 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$322 Return, found 8 hours ago
S$322
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$322 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$334 Return, found 8 hours ago
S$334
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$334 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$340 Return, found 8 hours ago
S$340
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$340 found 8 hours ago
United
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$341 Return, found 8 hours ago
S$341
Return
found 8 hours ago
Select United flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$341 found 8 hours ago
Delta
Tue, 10 Feb - Tue, 17 Feb
DSM
Des Moines
ORD
Chicago
S$345 Return, found 8 hours ago
S$345
Return
found 8 hours ago
Select Delta flight, departing Tue, 10 Feb from Des Moines to Chicago, returning Tue, 17 Feb, priced at S$345 found 8 hours ago

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

September is typically the cheapest month to fly

From S$178 - S$355 per traveller.
Des Moines to Chicago route information
Origin airport
Des Moines Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$269
Distance
476 km
Average flight time
1 hour 39 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 . 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.

Explore a world of travel with Expedia

*Available to Expedia members.