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Cheap flights from Chicago Midway Airport to Colorado Springs from $164

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Colorado Springs

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:50 pm - 7:40 pmMDW  Chicago Midway-COS Colorado Springs
7h 50m1 stop Las Vegas Harry Reid Intl
Southwest Logo
6:40 am - 12:30 pmCOS  Colorado Springs-MDW Chicago Midway
4h 50m1 stop Denver Intl
$285Southwest
Thu, Jan 7 - Mon, Jan 11
Southwest Logo
6:05 am - 9:40 amMDW  Chicago Midway-COS Colorado Springs
4h 35m1 stop Denver Intl
Southwest Logo
4:15 pm - 9:30 pmCOS  Colorado Springs-MDW Chicago Midway
4h 15m1 stop Denver Intl
$288Southwest
Tue, Nov 17 - Tue, Dec 1
Southwest Logo
3:25 pm - 9:00 pmMDW  Chicago Midway-COS Colorado Springs
6h 35m2 stops Lambert-St Louis Denver Intl
Southwest Logo
1:35 pm - 9:00 pmCOS  Colorado Springs-MDW Chicago Midway
6h 25m1 stop Houston Hobby
$290Southwest
Thu, Jan 7 - Mon, Jan 11
Southwest Logo
10:15 am - 3:35 pmMDW  Chicago Midway-COS Colorado Springs
6h 20m2 stops Oklahoma City Will Rogers World Denver Intl
Southwest Logo
4:15 pm - 9:30 pmCOS  Colorado Springs-MDW Chicago Midway
4h 15m1 stop Denver Intl
$293Southwest
Tue, Nov 17 - Tue, Dec 1
Southwest Logo
10:25 am - 7:40 pmMDW  Chicago Midway-COS Colorado Springs
10h 15m2 stops Seattle/Tacoma Intl Las Vegas Harry Reid Intl
Southwest Logo
6:40 am - 3:05 pmCOS  Colorado Springs-MDW Chicago Midway
7h 25m2 stops Denver Intl Lambert-St Louis
$295Southwest
Thu, Jan 7 - Mon, Jan 11
Southwest Logo
1:20 pm - 9:45 pmMDW  Chicago Midway-COS Colorado Springs
9h 25m2 stops Detroit Metropolitan Wayne County Denver Intl
Southwest Logo
1:40 pm - 10:40 pmCOS  Colorado Springs-MDW Chicago Midway
8h 00m2 stops Houston Hobby Dallas Love Field
$298Southwest
Tue, Nov 17 - Tue, Dec 1
Delta Logo
6:00 am - 12:33 pmMDW  Chicago Midway-COS Colorado Springs
7h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 10:54 pmCOS  Colorado Springs-MDW Chicago Midway
8h 14m1 stop Atlanta Hartsfield-Jackson
$327Delta
Mon, Dec 7 - Thu, Dec 10
Delta Logo
1:05 pm - 8:50 pmMDW  Chicago Midway-COS Colorado Springs
8h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:31 pm - 10:54 pmCOS  Colorado Springs-MDW Chicago Midway
8h 23m1 stop Atlanta Hartsfield-Jackson
$327Delta
Tue, Nov 10 - Sat, Nov 14
Southwest Logo
5:55 am - 9:25 amMDW  Chicago Midway-COS Colorado Springs
4h 30m1 stop Denver Intl
Southwest Logo
7:45 pm - 5:45 amCOS  Colorado Springs-MDW Chicago Midway
9h 00m1 stop Phoenix Sky Harbor Intl
$327Southwest
Fri, Nov 13 - Fri, Nov 13
Southwest Logo
5:55 am - 9:25 amMDW  Chicago Midway-COS Colorado Springs
4h 30m1 stop Denver Intl
Southwest Logo
5:35 pm - 5:40 amCOS  Colorado Springs-MDW Chicago Midway
11h 05m1 stop Las Vegas Harry Reid Intl
$332Southwest
Fri, Nov 13 - Mon, Nov 16

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Delta flights from Chicago Midway Airport to Colorado Springs

Our best Delta deals on Chicago Midway Airport to Colorado Springs flight tickets
Delta
Nov 10
MDW1:05 pmChicago Midway
8h 45m
1 stop
COS8:50 pmColorado Springs
Nov 14
COS1:31 pmColorado Springs
8h 23m
1 stop
MDW10:54 pmChicago Midway
$327
Delta
Dec 7
MDW6:00 amChicago Midway
12h 23m
2 stops
COS5:23 pmColorado Springs
Dec 10
COS1:40 pmColorado Springs
8h 14m
1 stop
MDW10:54 pmChicago Midway
$368
Delta
Dec 6
MDW6:00 amChicago Midway
7h 33m
1 stop
COS12:33 pmColorado Springs
Dec 8
COS1:40 pmColorado Springs
8h 14m
1 stop
MDW10:54 pmChicago Midway
$383

Southwest flights from Chicago Midway Airport to Colorado Springs

Our best Southwest deals on Chicago Midway Airport to Colorado Springs flight tickets
Southwest
Jan 7
MDW12:50 pmChicago Midway
7h 50m
1 stop
COS7:40 pmColorado Springs
Jan 11
COS6:40 amColorado Springs
4h 50m
1 stop
MDW12:30 pmChicago Midway
$285
Southwest
Nov 17
MDW6:05 amChicago Midway
4h 35m
1 stop
COS9:40 amColorado Springs
Dec 1
COS4:15 pmColorado Springs
4h 15m
1 stop
MDW9:30 pmChicago Midway
$288
Southwest
Jan 7
MDW3:25 pmChicago Midway
6h 35m
2 stops
COS9:00 pmColorado Springs
Jan 11
COS1:35 pmColorado Springs
6h 25m
1 stop
MDW9:00 pmChicago Midway
$290

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Colorado Springs that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Thu 1/7

12:50 pm-7:40 pm

1 stop7h 50m

Colorado Springs

Mon 1/11

6:40 am-12:30 pm

1 stop4h 50m

$285
Quickest round-trip

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Tue 11/17

6:05 am-9:40 am

1 stop4h 35m

Colorado Springs

Tue 12/1

4:15 pm-9:30 pm

1 stop4h 15m

$288

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Thu 1/7

3:25 pm-9:00 pm

2 stops6h 35m

Colorado Springs

Mon 1/11

1:35 pm-9:00 pm

1 stop6h 25m

$290

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Tue 11/17

10:15 am-3:35 pm

2 stops6h 20m

Colorado Springs

Tue 12/1

4:15 pm-9:30 pm

1 stop4h 15m

$293

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Thu 1/7

10:25 am-7:40 pm

2 stops10h 15m

Colorado Springs

Mon 1/11

6:40 am-3:05 pm

2 stops7h 25m

$295

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Tue 11/17

1:20 pm-9:45 pm

2 stops9h 25m

Colorado Springs

Tue 12/1

1:40 pm-10:40 pm

2 stops8h 00m

$298

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Mon 12/7

6:00 am-12:33 pm

1 stop7h 33m

Colorado Springs

Thu 12/10

1:40 pm-10:54 pm

1 stop8h 14m

$327

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Tue 11/10

1:05 pm-8:50 pm

1 stop8h 45m

Colorado Springs

Sat 11/14

1:31 pm-10:54 pm

1 stop8h 23m

$327

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Fri 11/13

5:55 am-9:25 am

1 stop4h 30m

Colorado Springs

Fri 11/13

7:45 pm-5:45 am

1 stop9h 00m

$327

ChicagoColorado Springs

MDW Chicago Midway - COS Colorado Springs

MDWCOS

Chicago Midway

Fri 11/13

5:55 am-9:25 am

1 stop4h 30m

Colorado Springs

Mon 11/16

5:35 pm-5:40 am

1 stop11h 05m

$332

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Colorado Springs from

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 month to fly to Colorado Springs?

The month of April is another great option to travel to Colorado Springs, with average flight prices from Chicago Midway Airport averaging around $229.

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 Monday when prices can be found for as low as $359. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Colorado Springs for around $452.

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

Flying to Colorado Springs from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $353 when looking at flights departing in the afternoon. Flights to Colorado Springs are more costly in the evening, with an average ticket price of $498. 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 Airport to Colorado Springs flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport 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 18% 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

Best Price Found

$164

Fastest flight time

2h 30m

Direct flights

Tue, Wed, Thu, Fri and Sun

Airports in Colorado Springs

1 airport
The best one-way flight to Colorado Springs from Chicago Midway Airport in the past 72 hours is $164. The best round-trip flight deal from Chicago Midway Airport to Colorado Springs found on momondo in the last 72 hours is $285.
The fastest flight from Chicago Midway Airport to Colorado Springs takes 2h 30m
Direct flights go from Chicago Midway Airport to Colorado Springs on Tuesday, Wednesday, Thursday, Friday 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

Frequently asked questions about flying from Chicago Midway Airport to Colorado Springs

  • 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 $326Free CancellationRating
7.9
4,209 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Colorado Springs

    Southwest flies from Chicago Midway Airport to Colorado Springs around 6 times per week, with 4,209 momondo users rating the airline 7.9/10. The cheapest Southwest deal from Chicago Midway Airport to Colorado Springs in the last 72 hours was $326 (round-trip), much lower than the average airfare cost of $443 for Southwest flights on this route.

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs 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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