MDW - COS

$131 Find Cheap Flights from Chicago Midway Airport to Colorado Springs - Compare and Save

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 9/30. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$277
Typical prices: $239-$626
Southwest
Sat 9/5Wed 9/9
MDW - COS • 2 stops
Cheapest non-stop
$306
Southwest
Tue 10/20Mon 10/26
MDW - COS • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 28m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top layover airports
Denver (DEN)
Cheapest • Avg $536 (round-trip)
Denver (DEN)
Shortest trip • 4h 33m (one-way)
Insights
Insights
Insights
Insights
When to travel
May
Cheapest • 100% price drop
July
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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We hope you love your trip to Colorado Springs!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Colorado Springs

Sat, Sep 5 - Wed, Sep 9
Southwest Logo
10:15 am - 3:35 pmMDW  Chicago Midway-COS Colorado Springs
6h 20m2 stops Milwaukee-Mitchell Denver Intl
Southwest Logo
6:15 am - 3:20 pmCOS  Colorado Springs-MDW Chicago Midway
8h 05m1 stop Dallas Love Field
$277Southwest
Sat, Aug 29 - Sat, Sep 5
Delta Logo
1:25 pm - 9:38 pmMDW  Chicago Midway-COS Colorado Springs
9h 13m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
1:20 pm - 10:36 pmCOS  Colorado Springs-MDW Chicago Midway
8h 16m1 stop Atlanta Hartsfield-Jackson
$277Delta
Mon, Sep 14 - Thu, Sep 17
Southwest Logo
5:30 am - 12:35 pmMDW  Chicago Midway-COS Colorado Springs
8h 05m1 stop Dallas Love Field
Southwest Logo
4:25 pm - 11:50 pmCOS  Colorado Springs-MDW Chicago Midway
6h 25m1 stop Denver Intl
$281Southwest
Tue, Aug 25 - Tue, Sep 1
Delta Logo
6:05 am - 12:15 pmMDW  Chicago Midway-COS Colorado Springs
7h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:20 pm - 10:36 pmCOS  Colorado Springs-MDW Chicago Midway
8h 16m1 stop Atlanta Hartsfield-Jackson
$281Delta
Tue, Oct 6 - Sat, Oct 10
Delta Logo
12:45 pm - 8:16 pmMDW  Chicago Midway-COS Colorado Springs
8h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:26 pm - 10:33 pmCOS  Colorado Springs-MDW Chicago Midway
8h 07m1 stop Atlanta Hartsfield-Jackson
$281Delta
Sat, Oct 3 - Sat, Oct 10
Delta Logo
6:05 am - 12:14 pmMDW  Chicago Midway-COS Colorado Springs
7h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:26 pm - 10:33 pmCOS  Colorado Springs-MDW Chicago Midway
8h 07m1 stop Atlanta Hartsfield-Jackson
$281Delta
Sat, Sep 12 - Wed, Sep 16
Southwest Logo
6:45 am - 1:20 pmMDW  Chicago Midway-COS Colorado Springs
7h 35m1 stop Dallas Love Field
Southwest Logo
6:15 am - 3:20 pmCOS  Colorado Springs-MDW Chicago Midway
8h 05m1 stop Dallas Love Field
$281Southwest
Sat, Sep 19 - Sat, Sep 26
Southwest Logo
6:45 am - 1:20 pmMDW  Chicago Midway-COS Colorado Springs
7h 35m1 stop Dallas Love Field
Southwest Logo
2:00 pm - 10:20 pmCOS  Colorado Springs-MDW Chicago Midway
7h 20m1 stop Phoenix Sky Harbor Intl
$281Southwest
Wed, Sep 9 - Mon, Sep 14
Southwest Logo
8:20 am - 12:40 pmMDW  Chicago Midway-COS Colorado Springs
5h 20m1 stop Dallas Love Field
Southwest Logo
2:15 pm - 11:50 pmCOS  Colorado Springs-MDW Chicago Midway
8h 35m1 stop San Diego
$281Southwest
Wed, Sep 2 - Wed, Sep 9
Southwest Logo
6:00 pm - 9:45 pmMDW  Chicago Midway-COS Colorado Springs
4h 45m1 stop Denver Intl
Southwest Logo
10:45 am - 7:10 pmCOS  Colorado Springs-MDW Chicago Midway
7h 25m1 stop Houston Hobby
$281Southwest
Booking Insights

KAYAK's insights & trends for Midway to Colorado Springs flights

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’s the cheapest day of the week to fly from Chicago Midway Airport to Colorado Springs?

The average price of all round-trip flights from Chicago Midway Airport to Colorado Springs clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Colorado Springs on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago Midway Airport to Colorado Springs. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

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 round-trip 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 May, where tickets cost $0 (return) on average. On the other hand, the most expensive months are September and December, where the average cost of round-trip tickets is $593 and $557 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Colorado Springs?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $356, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low season

April

Cheapest flight

$131
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly with an average 4% increase in price.
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 5 days, the lowest price for a flight from Chicago Midway Airport to Colorado Springs was $131 for a one-way ticket and $277 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 airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Colorado Springs?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Colorado Springs flight route.

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

    The Embraer 175 (Enhanced Winglets) 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.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Colorado Springs

  • Looking for a cheap flight? 25% of our users found flights on this route for $288 or less one-way and $322 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Colorado Springs?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Colorado Springs.
Find which airlines fly direct from Chicago Midway Airport to Colorado Springs Airport, which days they fly and book direct flights.

Direct 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

Direct 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

Everything you need to know for your flight from Midway to Colorado Springs

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Colorado Springs (COS)