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Cheap flights from Chicago Midway Airport to Denver from $108

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Denver departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Denver

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 12:25 pm
MDW
-
COS
7h 25m
1 stop
Delta Logo
1:22 pm - 10:31 pm
COS
-
MDW
8h 09m
1 stop
$215Delta
mié., feb. 18 - mié., feb. 25
Southwest Logo
6:15 am - 1:05 pm
MDW
-
COS
7h 50m
2 stops
Southwest Logo
1:45 pm - 8:40 pm
COS
-
MDW
5h 55m
1 stop
$237Southwest
mié., feb. 18 - mié., feb. 25
Delta Logo
6:00 am - 12:33 pm
MDW
-
COS
7h 33m
1 stop
Delta Logo
1:28 pm - 10:31 pm
COS
-
MDW
8h 03m
1 stop
$246Delta
mié., mar. 11 - mié., mar. 18
Delta Logo
9:35 am - 8:28 pm
MDW
-
COS
11h 53m
2 stops
Delta Logo
1:28 pm - 10:31 pm
COS
-
MDW
8h 03m
1 stop
$251Delta
mié., mar. 11 - mié., mar. 18
Southwest Logo
5:55 pm - 9:30 pm
MDW
-
COS
4h 35m
1 stop
Southwest Logo
5:40 pm - 5:05 am
COS
-
MDW
10h 25m
1 stop
$252Southwest
sáb., feb. 21 - lun., feb. 23
Southwest Logo
5:15 am - 9:30 am
MDW
-
COS
5h 15m
1 stop
Southwest Logo
10:35 am - 10:25 pm
COS
-
MDW
10h 50m
1 stop
$255Southwest
jue., feb. 26 - lun., mar. 2
Southwest Logo
6:00 am - 1:05 pm
MDW
-
COS
8h 05m
2 stops
Southwest Logo
6:40 am - 2:20 pm
COS
-
MDW
6h 40m
2 stops
$260Southwest
mié., feb. 18 - mié., feb. 25
Southwest Logo
8:10 am - 3:55 pm
MDW
-
COS
8h 45m
2 stops
Southwest Logo
5:40 am - 10:55 am
COS
-
MDW
4h 15m
1 stop
$265Southwest
mar., feb. 24 - sáb., feb. 28
Southwest Logo
6:00 pm - 12:30 am
MDW
-
COS
7h 30m
1 stop
Southwest Logo
8:55 pm - 5:00 am
COS
-
MDW
7h 05m
1 stop
$274Southwest
sáb., abr. 4 - lun., abr. 6
Southwest Logo
10:15 am - 7:15 pm
MDW
-
COS
10h 00m
2 stops
Southwest Logo
8:45 pm - 5:20 am
COS
-
MDW
7h 35m
1 stop
$279Southwest
sáb., abr. 4 - lun., abr. 6

Delta flights from Chicago Midway Airport to Colorado Springs

Our best Delta deals on Chicago Midway Airport to Colorado Springs flight tickets
Delta
Feb 18
MDW6:00 amChicago Midway
7h 25m
1 stop
COS12:25 pmColorado Springs
Feb 25
COS1:22 pmColorado Springs
8h 09m
1 stop
MDW10:31 pmChicago Midway
$215
Delta
Mar 11
MDW6:00 amChicago Midway
7h 33m
1 stop
COS12:33 pmColorado Springs
Mar 18
COS1:28 pmColorado Springs
8h 03m
1 stop
MDW10:31 pmChicago Midway
$246
Delta
Mar 11
MDW9:35 amChicago Midway
11h 53m
2 stops
COS8:28 pmColorado Springs
Mar 18
COS1:28 pmColorado Springs
8h 03m
1 stop
MDW10:31 pmChicago Midway
$251

Southwest flights from Chicago Midway Airport to Colorado Springs

Our best Southwest deals on Chicago Midway Airport to Colorado Springs flight tickets
Southwest
Feb 18
MDW6:15 amChicago Midway
7h 50m
2 stops
COS1:05 pmColorado Springs
Feb 25
COS1:45 pmColorado Springs
5h 55m
1 stop
MDW8:40 pmChicago Midway
$237
Southwest
Feb 21
MDW5:55 pmChicago Midway
4h 35m
1 stop
COS9:30 pmColorado Springs
Feb 23
COS5:40 pmColorado Springs
10h 25m
1 stop
MDW5:05 amChicago Midway
$252
Southwest
Feb 26
MDW5:15 amChicago Midway
5h 15m
1 stop
COS9:30 amColorado Springs
Mar 2
COS10:35 amColorado Springs
10h 50m
1 stop
MDW10:25 pmChicago Midway
$255

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated enero 20, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Colorado Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 2/18

6:00 am-12:25 pm

1 stop7h 25m

Colorado Springs

mié. 2/25

1:22 pm-10:31 pm

1 stop8h 09m

$215

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 2/18

6:15 am-1:05 pm

2 stops7h 50m

Colorado Springs

mié. 2/25

1:45 pm-8:40 pm

1 stop5h 55m

$237

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 3/11

6:00 am-12:33 pm

1 stop7h 33m

Colorado Springs

mié. 3/18

1:28 pm-10:31 pm

1 stop8h 03m

$246

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 3/11

9:35 am-8:28 pm

2 stops11h 53m

Colorado Springs

mié. 3/18

1:28 pm-10:31 pm

1 stop8h 03m

$251

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

sáb. 2/21

5:55 pm-9:30 pm

1 stop4h 35m

Colorado Springs

lun. 2/23

5:40 pm-5:05 am

1 stop10h 25m

$252

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

jue. 2/26

5:15 am-9:30 am

1 stop5h 15m

Colorado Springs

lun. 3/2

10:35 am-10:25 pm

1 stop10h 50m

$255

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 2/18

6:00 am-1:05 pm

2 stops8h 05m

Colorado Springs

mié. 2/25

6:40 am-2:20 pm

2 stops6h 40m

$260

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mar. 2/24

8:10 am-3:55 pm

2 stops8h 45m

Colorado Springs

sáb. 2/28

5:40 am-10:55 am

1 stop4h 15m

$265

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

sáb. 4/4

6:00 pm-12:30 am

1 stop7h 30m

Colorado Springs

lun. 4/6

8:55 pm-5:00 am

1 stop7h 05m

$274

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

sáb. 4/4

10:15 am-7:15 pm

2 stops10h 00m

Colorado Springs

lun. 4/6

8:45 pm-5:20 am

1 stop7h 35m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Colorado Springs

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Colorado Springs?

The cheapest day to depart from Chicago Midway Airport to Colorado Springs is on a Wednesday when prices can be found for as low as $311. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Colorado Springs for around $388.

What is the cheapest time of day to depart on your flight to Colorado Springs?

Flying to Colorado Springs from Chicago Midway Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as $275 when looking at flights departing at noon. Flights to Colorado Springs are more costly in the evening, with an average ticket price of $381. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to Colorado Springs flight route?

Fly from Chicago Midway to Colorado Springs for the best Chicago Midway - Colorado Springs flight prices

What cabin class options are available on Chicago Midway to Colorado Springs flights?

There is only 1 cabin class available to choose from on Chicago Midway to Colorado Springs flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Colorado Springs flights?

You could potentially save up to 10% on your flight if you consider stops on a Chicago Midway Airport to Colorado Springs flight.

When to book flights from Chicago Midway Airport to Colorado Springs

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Colorado Springs according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Colorado Springs (MDW to COS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Colorado Springs

Fastest flight time

2h 30m

Direct flights

Mon, Fri, Sat and Sun

Airports in Colorado Springs

1 airport
The fastest flight from Chicago Midway Airport to Colorado Springs takes 2h 30m
Direct flights go from Chicago Midway Airport to Colorado Springs on Monday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Colorado Springs. From Chicago Midway Airport there are direct flights to Colorado Springs (COS).
Search flight deals

  • How far is Chicago Midway to Colorado Springs by plane?

    Chicago Midway and Colorado Springs are 920.2 mi apart from one another. By plane, this route typically takes 2h 30m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Colorado Springs Airport?

    Prices for flights from Chicago Midway Airport to Colorado Springs Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Colorado Springs Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Colorado Springs Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Colorado Springs Airport.

  • What documentation or ID do you need to fly to Colorado Springs Airport?

    The travel and health documents you'll need for your trip to Colorado Springs Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Colorado Springs Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Colorado Springs?

  • What is the most popular airline from Chicago Midway Airport to Colorado Springs?

Best airlines flying from Chicago Midway Airport to Colorado Springs

Compare and see reviews for airlines that fly from Chicago Midway Airport to Colorado Springs with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $241Free CancellationRating
8.0
4,267 reviews
Search Southwest flights

Traveling to a place near Denver?

Book flights to Denver if you plan to visit one of these locations
Cañon City

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Colorado Springs?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Colorado Springs. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Colorado Springs with flexible booking policies on momondo?

Yes. All flights to Colorado Springs from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Colorado Springs?

Once you have performed a search for Chicago to Colorado Springs flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Colorado Springs right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Colorado Springs now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Colorado Springs and let you know when they change.

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