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MDW - COS

$103 Find cheap flights from Chicago Midway Airport to Colorado Springs

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Colorado Springs departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Colorado Springs

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Colorado Springs, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Colorado Springs, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Colorado Springs (MDW-COS)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Colorado Springs that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:45 pm - 8:31 pmMDW-COS
5h 46m1 stop
11:30 am - 6:06 pmCOS-MDW
5h 36m1 stop
$197Delta
Find Deal
Tue, Aug 20 - Sat, Aug 24
9:29 am - 10:50 amMDW-COS
26h 21m1 stop
11:46 am - 6:36 pmCOS-MDW
5h 50m1 stop
$286Delta
Find Deal
Tue, Jun 11 - Tue, Jun 18
5:59 pm - 10:40 amMDW-COS
17h 41m2 stops
11:30 am - 6:06 pmCOS-MDW
5h 36m1 stop
$287Delta
Find Deal
Tue, Aug 20 - Sat, Aug 24
1:05 pm - 8:31 pmMDW-COS
8h 26m1 stop
11:30 am - 6:06 pmCOS-MDW
5h 36m1 stop
$350Delta
Find Deal
Wed, Aug 7 - Wed, Aug 14
1:10 pm - 8:31 pmMDW-COS
8h 21m2 stops
11:30 am - 6:06 pmCOS-MDW
5h 36m1 stop
$355Delta
Find Deal
Wed, Aug 7 - Wed, Aug 14
6:00 am - 12:43 pmMDW-COS
7h 43m1 stop
11:28 am - 6:23 pmCOS-MDW
5h 55m1 stop
$359Delta
Find Deal
Wed, Jul 10 - Sat, Jul 13
2:24 pm - 10:50 amMDW-COS
21h 26m1 stop
11:46 am - 6:36 pmCOS-MDW
5h 50m1 stop
$363Delta
Find Deal
Tue, Jun 11 - Wed, Jun 19
3:45 pm - 9:03 pmMDW-COS
6h 18m1 stop
11:35 am - 6:38 pmCOS-MDW
6h 03m1 stop
$372Delta
Find Deal
Tue, Jun 25 - Wed, Jul 10
3:45 pm - 9:03 pmMDW-COS
6h 18m1 stop
11:35 am - 9:46 pmCOS-MDW
9h 11m2 stops
$377Delta
Find Deal
Tue, Jun 25 - Wed, Jul 10
6:00 am - 12:43 pmMDW-COS
7h 43m1 stop
6:00 am - 5:04 pmCOS-MDW
10h 04m2 stops
$433Delta
Find Deal
Wed, Jul 10 - Sat, Jul 13

Flights from Midway to Colorado Springs - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Colorado Springs to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Colorado Springs, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Colorado Springs is January, where tickets cost $247 on average. On the other hand, the most expensive months are July and December, where the average cost of tickets is $409 and $406 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Colorado Springs?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Colorado Springs, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Colorado Springs, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 36 days before departure.

How many flights are there between Chicago Midway Airport and Colorado Springs per day?

Each day, there are between 2 and 3 nonstop flights that take off from Chicago Midway Airport and land in Colorado Springs, with an average flight time of 2h 32m. The most common departure time is 4:00 pm and most flights take off in the afternoon. Each week, there are 19 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

What’s the earliest departure time from Chicago Midway Airport to Colorado Springs?

Early birds can take the earliest flight from Chicago Midway Airport at 8:15 am and will be landing in Colorado Springs at 9:50 am.

What’s the latest departure time from Chicago Midway Airport to Colorado Springs?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Colorado Springs jets off at 7:15 pm and lands at 8:50 pm.

Good to know

Cheapest flight

$103
Flight from Chicago Midway Airport to Colorado Springs

When to book flights from Midway to Colorado Springs

Are your dates flexible? Find out the best times to travel from Midway 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Colorado Springs flights

  • What is the cheapest flight from Chicago Midway Airport to Colorado Springs?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Colorado Springs was $103 for a one-way ticket and $197 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Colorado Springs?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Colorado Springs?

    On your way to Colorado Springs, you’ll fly out from Chicago Midway. You’ll be landing at Colorado Springs.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Colorado Springs?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Colorado Springs flight route.

  • On which days can I fly direct from Chicago Midway Airport to Colorado Springs?

    There are nonstop flights from Chicago Midway Airport to Colorado Springs on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Colorado Springs?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Colorado Springs.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Colorado Springs?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Colorado Springs from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Colorado Springs?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Colorado Springs with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and COS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Colorado Springs?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Colorado Springs from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Chicago Midway Airport to Colorado Springs?

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

Nonstop departures

Chicago Midway to Colorado Springs

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Colorado Springs to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airline flying from Midway to Colorado Springs

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Colorado Springs. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Colorado Springs? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10673 reviews
8.6Crew
7.4Food
7.9Comfort
8.0Entertainment
8.2Boarding
Airline reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

4.0 OkayReginald, May 2024MCI - LGA
Read more about Delta reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Book cheap flights from Chicago to Colorado Springs

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Colorado Springs found on KAYAK in the last 72 hours.
5/30Thu
2 stopsDelta
11h 01mMDW-COS
$103
5/30Thu
1 stopDelta
5h 52mMDW-COS
$219
7/17Wed
1 stopDelta
7h 43mMDW-COS
$239
6/14Fri
1 stopDelta
6h 18mMDW-COS
$305
6/14Fri
2 stopsDelta
12h 29mMDW-COS
$310
6/17Mon
1 stopDelta
6h 18mMDW-COS
$372
6/17Mon
2 stopsDelta
10h 59mMDW-COS
$377
5/21Tue
2 stopsDelta
12h 05mMDW-COS
$461
6/10Mon
2 stopsDelta
8h 39mMDW-COS
$499
5/21Tue
1 stopDelta
8h 55mMDW-COS
$1,050

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Chicago Midway Airport - Colorado Springs Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

Colorado Springs (COS)United States

Return flight deals:

Colorado Springs - Chicago Midway Airport

Cabin classes:

$357