$109 Cheap Flights from Chicago (ORD) to Colorado Springs (COS)

View $109 flight on Wed, Aug 20, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)

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Cheap Flights from Chicago to Colorado Springs (ORD-COS)

Prices were available within the past 7 days and start at $109 for one-way flights and $149 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Sep 16 - Fri, Sep 19
ORD
Chicago
COS
Colorado Springs
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 16 from Chicago to Colorado Springs, returning Fri, Sep 19, priced at $149 found 5 days ago
American Airlines
Tue, Sep 16 - Fri, Sep 19
ORD
Chicago
COS
Colorado Springs
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 16 from Chicago to Colorado Springs, returning Fri, Sep 19, priced at $163 found 5 days ago
American Airlines
Thu, Oct 30 - Mon, Nov 3
ORD
Chicago
COS
Colorado Springs
$166 Roundtrip, found 6 days ago
$166
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Oct 30 from Chicago to Colorado Springs, returning Mon, Nov 3, priced at $166 found 6 days ago
Southwest Airlines
Fri, Sep 12 - Wed, Sep 17
ORD
Chicago
COS
Colorado Springs
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Chicago to Colorado Springs, returning Wed, Sep 17, priced at $171 found 5 days ago
Southwest Airlines
Tue, Sep 16 - Fri, Sep 19
ORD
Chicago
COS
Colorado Springs
$172 Roundtrip, found 5 days ago
$172
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 16 from Chicago to Colorado Springs, returning Fri, Sep 19, priced at $172 found 5 days ago
American Airlines
Wed, Sep 24 - Sat, Oct 4
ORD
Chicago
COS
Colorado Springs
$203 Roundtrip, found 16 hours ago
$203
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Sep 24 from Chicago to Colorado Springs, returning Sat, Oct 4, priced at $203 found 16 hours ago
United
Mon, Aug 18 - Thu, Aug 21
ORD
Chicago
COS
Colorado Springs
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Aug 18 from Chicago to Colorado Springs, returning Thu, Aug 21, priced at $217 found 1 hour ago
United
Thu, Oct 30 - Tue, Nov 4
ORD
Chicago
COS
Colorado Springs
$219 Roundtrip, just found
$219
Roundtrip
just found
Select United flight, departing Thu, Oct 30 from Chicago to Colorado Springs, returning Tue, Nov 4, priced at $219 just found
American Airlines
Mon, Aug 18 - Thu, Aug 21
ORD
Chicago
COS
Colorado Springs
$220 Roundtrip, found 1 hour ago
$220
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Aug 18 from Chicago to Colorado Springs, returning Thu, Aug 21, priced at $220 found 1 hour ago
Delta
Mon, Aug 18 - Thu, Aug 21
ORD
Chicago
COS
Colorado Springs
$230 Roundtrip, found 1 hour ago
$230
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Aug 18 from Chicago to Colorado Springs, returning Thu, Aug 21, priced at $230 found 1 hour ago

Find the cheapest month to fly from Chicago (ORD) to Colorado Springs (COS)

September is typically the cheapest month to fly

From $139 - $505 per traveler.

Graph displaying average flight prices per month

Alternative airports near Colorado Springs

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

Select flight to Colorado Springs Airport COS. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $393
COS
Colorado Springs Airport
CheapestClosest
Average driving time to city center16 min
Flights from $393
Flights from Chicago (ORD) to Colorado Springs (COS)
Origin airport
O'Hare Intl.
Destination airport
Colorado Springs
Airlines serving
American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$149
Distance
909 mi
Average flight time
3 hours 13 mins

Chicago to Colorado Springs Flights

The cheapest times to fly from Chicago to Colorado Springs

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 Chicago to Colorado Springs are during the month of September. You can find some of the cheapest flights from Chicago to Colorado Springs with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Colorado Springs

Sunday is one of the best days to book for cheap flights from Chicago to Colorado Springs: 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 Chicago to Colorado Springs

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 Chicago to Colorado Springs in 2025. You can also book with separate airlines for your outbound and return journeys, from $109 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 Chicago to Colorado Springs 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 Chicago to Colorado Springs 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.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS) cost?
Cheap round-trip flights from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS) start from $120. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines and Southwest Airlines flight leaving ORD on August 6 2025 and touching down at COS. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from ORD to COS?
The cheapest flights from ORD to COS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
When departing from O'Hare Intl. Airport (ORD), you can take a direct flight to Colorado Springs Airport (COS) with United Airlines.
What is the cheapest airline that flies from ORD to COS?
With prices starting from $67 for a one-way journey from ORD to COS, United is currently the cheapest airline for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on October 1 2025. Prices were last updated on July 13 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
On average, just 1 direct flight departs each day from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS). Want more options? Use Expedia's filters to discover flights with layovers and add a new stop to your trip.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
The 9 AM departures from ORD to COS are typically the busiest. They can also be more expensive. If you want to save on your trip, choose a less crowded time to fly.
What day of the week has the most flights from ORD to COS?
If you fly on a Sunday, you'll get the largest range of choices for flights from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
O'Hare Intl. Airport (ORD)'s earliest flight to Colorado Springs Airport (COS) departs at approximately 9:30AM UTC-6. With a flight time of 3h 4m, you'll land at around 11:34AM UTC-7.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
Flights from ORD to COS have an average travel time of 3 hours and 4 minutes. The total distance between these two airports is 910 mi.
What airline has the least delays from ORD to COS?
With 86% of journeys typically landing on schedule, American Airlines has the best on-time performance for nonstop flights from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS). To monitor your flight status and receive notifications if anything changes, head to the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS) route, aim to travel before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Colorado Springs from O'Hare Intl. Airport (ORD)?
Colorado Springs Airport (COS) is the only airport in Colorado Springs with direct flights from O'Hare Intl. Airport (ORD). Explore your options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS) last-minute?
Holding off until just before your departure to book your flight from ORD to COS often results in higher prices. While it's possible to find some last-minute discounts, they're not always guaranteed. Keep your travel schedule open to maximize your chances of getting a bargain.
Is it cheaper to book an ORD to COS flight and hotel package?
Opting for an ORD to COS flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Pick from our wide range of stays and then add flights, car rentals and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Colorado Springs Airport (COS)?
It's generally possible to cancel or reschedule your ORD to COS flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

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