Book your flight from Des Moines (DSM) to Chicago (ORD) at the best prices. Fares start from $314.
Des Moines
DSM
→
Chicago
ORD
11/05/2025 – 11/12/2025
Cheap flight deals from Des Moines to Chicago
Average price start from:
i
$116
Round-trip flights from Des Moines to Chicago starting at $116. Book now for the best deals!
One-way from:
i
$95
One-way flights from Des Moines to Chicago starting at $95. Great for flexible travel!
Cheapest day:
i
Wednesday
Wednesday is the cheapest day to fly from Des Moines to Chicago. Save more by booking on this day!
Cheapest In:
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$179
Mar 2025
Mar 2025 is the cheapest month to fly from Des Moines to Chicago with prices starting at $179.
Find flight deals from Des Moines to Chicago
Cheapest flights from Des Moines to Chicago
ONEWAY FLIGHTS
LAST MINUTE
CHEAP FLIGHTS
BEST FLIGHTS
Explore the cheapest oneway flights from Des Moines to Chicago spotted daily.
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$95
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
CVG
Unknown City
$96
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$105
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$110
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
IND
Unknown City
$124
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$124
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
IND
Unknown City
$129
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$131
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
MDW
Unknown City
$135
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
IND
Unknown City
$136
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
MDW
Unknown City
$140
Non-stop • 60 min
DSM
Des Moines
DSM - Des Moines • 2025-11-05 • 09:00
Unknown
60 min
RFD
Unknown City
$151
Non-stop • 60 min
Price Trends & Analysis
Monthly Price Trends
Best time to book flights from Des Moines to Chicago is during January.
Weather & Climate Information
Temperature
Chicago experiences cold winters with temperatures often ranging from 20°F to 30°F (-6°C to -1°C) and hot, humid summers averaging 70°F to 90°F (21°C to 32°C). The best times for comfortable travel are in spring (April to June) and fall (September to October) when temperatures are mild and rainfall is moderate.
Rainfall
The best time to visit Chicago is during late spring (May to early June) when the weather is pleasantly warm and the city’s gardens bloom. Additionally, this period features exciting events like the Chicago Blues Festival, allowing you to enjoy both the vibrant atmosphere and outdoor activities without the summer crowds.
Airlines at Chicago
Discover excellent flight options from Des Moines to Chicago with top airlines including Frontier Airlines, American Airlines, United Airlines, Delta Air Lines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Des Moines to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant arts scene, blending historic architecture with modern innovation. Visitors can explore the iconic Art Institute, savor deep-dish pizza, and stroll along the picturesque shores of Lake Michigan, all while immersing themselves in the rich tapestry of jazz and blues music that defines its cultural heartbeat. Expect a dynamic urban experience where every corner reveals a new adventure, from world-class museums to lively neighborhoods, inviting you to discover the soul of this remarkable city.
About Chicago
Embark on an exciting adventure from Des Moines to Chicago and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.
Airlines Flying from Des Moines to Chicago
Discover excellent flight options from Des Moines to Chicago with top airlines including Frontier Airlines, American Airlines, United Airlines, Delta Air Lines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Des Moines to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Embark on an exciting adventure from Des Moines to Chicago and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant arts scene, blending historic architecture with modern innovation. Visitors can explore the iconic Art Institute, savor deep-dish pizza, and stroll along the picturesque shores of Lake Michigan, all while immersing themselves in the rich tapestry of jazz and blues music that defines its cultural heartbeat. Expect a dynamic urban experience where every corner reveals a new adventure, from world-class museums to lively neighborhoods, inviting you to discover the soul of this remarkable city.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Des Moines to Chicago
Discover excellent flight options from Des Moines to Chicago with top airlines including Frontier Airlines, American Airlines, United Airlines, Delta Air Lines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Des Moines to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Frequently Asked Questions
What is the cheapest flight from Des Moines to Chicago?
The cheapest fare is $95. For the best deals, consider booking during January and flying on Wednesday.
How long is the flight from Des Moines to Chicago?
Average flight time is around 10-15 hours, depending on layovers and the chosen route. Most flights include one stopover for optimal pricing.
Which airlines fly from Des Moines to Chicago?
Multiple airlines operate this route including Frontier Airlines, American Airlines, United Airlines. Check current schedules and availability for the best options.
What is the best time to book flights?
Booking 2–3 months in advance usually gives the best prices. Consider flying during January for additional savings.
Are there hotels near ORD Airport?
Yes, several hotels are conveniently located near ORD Airport, including options with shuttle services for easy airport access.
What should I know about Chicago?
Chicago offers a perfect blend of culture, history, and modern attractions. The best time to visit is during pleasant weather months for optimal experiences.
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