CHI - COS

$134 Find Cheap Flights from Chicago to Colorado Springs - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$267
Typical prices: $296-$467
Southwest
Wed 10/24Wed 10/31
MDW - COS • 1 stop
Cheapest non-stop
$293
Typical prices: $296-$467
American Airlines
Mon 12/10Sat 12/15
ORD - COS • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 3h 01m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 2% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 22 weeks in advance save around 64% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 14% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $307 (round-trip)
Shortest trip • 4h 44m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Colorado Springs!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Colorado Springs

Sat, Oct 24 - Sat, Oct 31
Southwest Logo
5:10 am - 11:30 amMDW  Chicago Midway-COS Colorado Springs
7h 20m1 stop Phoenix Sky Harbor Intl
Southwest Logo
6:50 am - 4:50 pmCOS  Colorado Springs-MDW Chicago Midway
9h 00m1 stop Phoenix Sky Harbor Intl
$267Southwest
Sat, Oct 24 - Sat, Oct 31
Southwest Logo
5:10 am - 11:30 amMDW  Chicago Midway-COS Colorado Springs
7h 20m1 stop Phoenix Sky Harbor Intl
Southwest Logo
6:00 am - 1:15 pmCOS  Colorado Springs-MDW Chicago Midway
6h 15m2 stops Denver Intl Lambert-St Louis
$272Southwest
Thu, Oct 1 - Sat, Oct 31
United Airlines Logo
9:03 am - 10:55 amORD  Chicago O'Hare Intl-COS Colorado Springs
2h 52mnonstop
United Airlines Logo
8:03 am - 11:53 amCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 50mnonstop
$293United Airlines
Tue, Oct 27 - Sat, Oct 31
United Airlines Logo
7:50 pm - 9:57 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 07mnonstop
United Airlines Logo
12:02 pm - 3:53 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 51mnonstop
$293United Airlines
Sat, Oct 24 - Wed, Oct 28
American Airlines Logo
10:50 am - 12:56 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 06mnonstop
American Airlines Logo
12:46 pm - 4:31 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 45mnonstop
$293American Airlines
Thu, Dec 10 - Tue, Dec 15
American Airlines Logo
11:00 am - 1:04 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 04mnonstop
American Airlines Logo
1:34 pm - 5:29 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 55mnonstop
$293American Airlines
Thu, Feb 4 - Tue, Feb 9
American Airlines Logo
11:30 am - 1:38 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 08mnonstop
American Airlines Logo
2:08 pm - 6:06 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 58mnonstop
$293American Airlines
Tue, Oct 27 - Sat, Oct 31
Southwest Logo
3:35 pm - 5:10 pmMDW  Chicago Midway-COS Colorado Springs
2h 35mnonstop
Southwest Logo
8:45 am - 2:10 pmCOS  Colorado Springs-MDW Chicago Midway
4h 25m1 stop Denver Intl
$303Southwest
Thu, Dec 10 - Tue, Dec 15
Delta Logo
5:30 am - 12:33 pmORD  Chicago O'Hare Intl-COS Colorado Springs
8h 03m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 8:49 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
6h 09m1 stop Atlanta Hartsfield-Jackson
$313Delta
Sat, Jan 9 - Mon, Jan 11
Delta Logo
6:00 am - 12:58 pmMDW  Chicago Midway-COS Colorado Springs
7h 58m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 10:10 pmCOS  Colorado Springs-MDW Chicago Midway
7h 30m1 stop Atlanta Hartsfield-Jackson
$313Delta
Booking Insights

Price, demand and travel trends for Chicago to Colorado Springs flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Colorado Springs with more confidence.

How much is a round-trip flight from Chicago to Colorado Springs?

Round-trip flights from Chicago to Colorado Springs start at $267. Prices are below average for this route right now, with typical round-trip fares ranging from $296 to $467. The lowest price found in the past 5 days was $267 on Southwest.

What is the cheapest Chicago to Colorado Springs flight route?

There's little price difference between Chicago to Colorado Springs routes. They average around $373 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Colorado Springs?

Wednesday is the cheapest day of the week to fly from Chicago to Colorado Springs, it is 13% cheaper than the average day. Sunday is the most expensive day with flight prices 17% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Colorado Springs?

  • April is the cheapest month to fly from Chicago to Colorado Springs at $317 round-trip.
  • July ($464) and June ($434) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 46% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Colorado Springs the cheapest?

Flights from Chicago to Colorado Springs are cheapest 22 weeks before departure. Booking in this window typically costs about 64% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Colorado Springs

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Key details for Chicago to Colorado Springs flights

Low season

December

Cheapest flight

$134
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago Midway Airport to Colorado Springs

When to book flights from Chicago to Colorado Springs

Are your dates flexible? Find out the best times to travel from Chicago to Colorado Springs based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Colorado Springs flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago to Colorado Springs flights?

    Among airlines operating Chicago to Colorado Springs flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago to Colorado Springs?

    3 airlines operate flights between Chicago and Colorado Springs. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest

  • Which airports can I use when flying from Chicago to Colorado Springs?

    Flights from Chicago to Colorado Springs may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Colorado Springs (COS).

  • Which airlines include bags at no extra cost on Chicago to Colorado Springs flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago to Colorado Springs?

    Two cabin classes are available on flights from Chicago to Colorado Springs:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago to Colorado Springs?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $307 round-trip via Chicago O'Hare Intl (ORD), compared to $367 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Colorado Springs?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Chicago to Colorado Springs pass through?

    One-stop flights from Chicago to Colorado Springs most commonly connect through:

    • Denver Intl (DEN) - 54% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 24% of one-stop connections
    • Dallas/Fort Worth (DFW) - 11% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 3% of one-stop connections

    Denver Intl (DEN) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Colorado Springs?

    Yes. Being flexible with your travel dates can save you up to 26% on the Chicago to Colorado Springs route. Wednesday is the cheapest departure day at $322 round-trip on average, while Sunday is the most expensive at $432, a difference of $110. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Chicago to Colorado Springs spread across the day?

    Morning is the busiest departure period on Chicago to Colorado Springs flights, with 67% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 0%, and night flights for 0%.

  • What popular places can I visit in Colorado Springs?

    Some of the most popular sights in Colorado Springs are Garden of the Gods, United States Air Force Academy and Phantom Canyon Brewing Company. These are among the most viewed places in Colorado Springs on KAYAK.

  • What are the earliest and latest flights from Chicago to Colorado Springs?

    These are the earliest and latest flight times available from Chicago to Colorado Springs:

    • Earliest: departs at 8:45 am and lands at 11:46 am
    • Latest: departs at 7:52 pm and lands at 10:53 pm.

    The flight takes about 3h 01m.

  • How expensive are last-minute Chicago to Colorado Springs flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 55% above the route average of $368. Book 22 weeks before departure for the lowest fares.

  • How long is a flight from Chicago to Colorado Springs?

    A nonstop flight from Chicago to Colorado Springs takes 3h 01m, covering 922 miles.

  • Do I need a passport to fly from Chicago to Colorado Springs?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How are flight prices from Chicago to Colorado Springs looking right now?

    One-way fares from Chicago to Colorado Springs are currently lower than usual. Average one-way flight prices are about $147, which is 32% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago to Colorado Springs?

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 4h 44m, compared with 5h 37m via Dallas Love Field (DAL) and 6h 04m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Chicago and Colorado Springs?

    Colorado Springs is 1 hour behind Chicago (Mountain Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Colorado Springs Airport (COS)?

    Colorado Springs Airport (COS) hosts 5 major car rental companies, with daily rates starting from around $31 for economy cars. Top options include:
    • Dollar
    • Hertz
    • Budget
    • Alamo
    • Avis

  • How much should I expect to pay for a Chicago to Colorado Springs flight?

    Round-trip flights from Chicago to Colorado Springs range from $296 to $467, with an average of $368 over the past 12 months. Anything below $296 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago to Colorado Springs flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Colorado Springs flights:

    • • American Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago to Colorado Springs flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $322 - about $110 less than Sunday (25% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 22 weeks before you fly. On this route, that window historically saves about 64% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Colorado Springs trip for April. Fares historically average $317 round-trip in that month - typically $147 less than the most expensive month, which is July (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Chicago O'Hare Intl Airport (ORD) can be cheaper than flying direct. The cheapest layover option averages $307 round-trip on this route - about $60 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Colorado Springs Airport.
    - Radisson Hotel Colorado Springs Airport, CO
    - Tru by Hilton Colorado Springs Airport
    - Hyatt House Colorado Springs Airport

Prefer to fly direct from Chicago to Colorado Springs?

 
Find which airlines fly direct from Chicago to Colorado Springs Airport, which days they fly and book direct flights.

Direct departures

Chicago to Colorado Springs

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Colorado Springs to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

More options for your flight from Chicago to Colorado Springs

Complete your trip to Colorado Springs with a hotel stay or car rental