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$76+ Cheap flights from Midway (MDW) to Colorado Springs (COS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — COS
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
1 adult, Economy
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Cheap flight deals from Midway to Colorado Springs

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Colorado Springs (COS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$252
(Southwest)

One-way from

$76
(Southwest)

Popular in

August

Cheapest in

November

Average price

$332

Good round-trip deal

$255 or less
Provider with most accurate pricing for Chicago Midway-Colorado Springs flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Colorado Springs flights.
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From Chicago Midway to Colorado Springs
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One-way flight from Chicago Midway to Colorado Springs
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Highest demand for flights based on searches. 14% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Colorado Springs.
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Find flight deals from Midway to Colorado Springs

Cheapest flights from Midway to Colorado Springs
Explore the most affordable flight options available from Midway to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/912:05 pmMDW - COS
Nonstop2h 30mSouthwest
Wed 5/141:50 pmCOS - MDW
Nonstop2h 20mSouthwest
Deal found 4/4$252
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:00 amMDW - COS
1 stop8h 15mDelta
Tue 7/811:35 amCOS - MDW
1 stop5h 28mDelta
Deal found 4/3$273

Cheapflights Fare Finder

Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Colorado Springs that are best for you.

Fly from

Midway

Fly to

Colorado Springs

Route

Depart

Return

Price

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 5/9

12:05 pm-1:35 pm

Nonstop2h 30m

Colorado Springs

Wed 5/14

1:50 pm-5:10 pm

Nonstop2h 20m

$252

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 7/1

6:00 am-1:15 pm

1 stop8h 15m

Colorado Springs

Tue 7/8

11:35 am-6:03 pm

1 stop5h 28m

$273

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 5/14

2:50 pm-4:25 pm

Nonstop2h 35m

$76

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 5/6

10:20 am-7:22 pm

2 stops10h 02m

$114

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sun 5/18

3:03 pm-5:21 pm

2 stops27h 18m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Compare providers for flights from Midway to Colorado Springs

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Colorado Springs in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Colorado Springs flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Colorado Springs flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Colorado Springs flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Colorado Springs flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Colorado Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Colorado Springs

Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Colorado Springs

What is the cheapest month to book a flight from Chicago Midway Airport to Colorado Springs?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado Springs (average of $316). Flying from Chicago Midway Airport to Colorado Springs in June is currently the most expensive (average of $437). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to COS?

Find hourly flight availability from Midway to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Colorado Springs at noon. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight in the afternoon.

Rainfall in Colorado Springs by month

Plan your trip to Colorado Springs by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Colorado Springs ranges from 0.3 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. January is typically the driest time to visit Colorado Springs when rainfall is around 0.3 in.

Temperature in Colorado Springs by month

Plan your trip to Colorado Springs by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Colorado Springs, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Colorado Springs

Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated April 4, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from Chicago to Colorado Springs. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.
Delta
8.0
Very good
7,900 reviews
Southwest
8.0
Very good
4,276 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.
Allegiant Air
7.3
Good
732 reviews
Southwest
8.0
Very good
4,276 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Related info for your journey

Find useful and relevant information for your journey from Midway to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Colorado Springs from Chicago Midway?

    For a flight from Chicago Midway to Colorado Springs, you will be flying into Colorado Springs. Colorado Springs (COS) is just 6.7 mi from the center of the city. Colorado Springs is the only Colorado Springs airport and it handles 0 inbound flights from Chicago Midway per day. 1 airline has flights to Colorado Springs from Chicago Midway on a regular basis.

  • What are the cheapest airlines flying from Chicago Midway Airport to Colorado Springs round-trip?

    Our cheapest airline available from Chicago Midway Airport to Colorado Springs is Southwest. Our recent data shows that you can find tickets from as low as $252 on this airline. An additional option worth looking into is Delta, starting at $273. These flights start at 39% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Colorado Springs one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $76. Users have also found prices from $114 and $169 on Delta and Allegiant Air, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Colorado Springs?

    While on average a flight from Chicago Midway Airport to Colorado Springs is generally $288, our data shows the cheapest flight currently is $241. When looking at the most popular route, (Chicago Midway - Colorado Springs), you can expect to pay $265 for that flight.

  • Can I find deals for flights from Midway to Colorado Springs that include hotel bookings?

    Yes. In addition to deals on Midway to Colorado Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Colorado Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Colorado Springs.

  • Can I find deals for business class flights from Midway to Colorado Springs?

    Yes. Cheapflights offers flight deals from Midway to Colorado Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado Springs (average of $316). Flying from Chicago Midway Airport to Colorado Springs in June is currently the most expensive (average of $437). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Cañon City

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Top airline flying from Midway to Colorado Springs

Discover the top airline that operate flights from Midway to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$264Average$331FlexibilityNo cancel feeOn-time63%

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