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$64+ Cheap flights from Midway (MDW) to Colorado

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Colorado

Keep the following information in mind while searching for Midway to Colorado flight deals. Data was last updated September 11, 2025.

Round-trip from

$103
(Cheapflightsfares)

One-way from

$64
(Southwest)

Popular in

December

Cheapest in

November

Average price

$158

Good round-trip deal

$155 or less

Good one-way deal

$117 or less
From Chicago Midway to Colorado
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One-way flight from Chicago Midway to Colorado
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Colorado.
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Price to beat on a one-way flight from Chicago Midway to Colorado.
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Find flight deals from Midway to Colorado

Cheapest flights from Midway to Colorado
Explore the most affordable flight options available from Midway to Colorado. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/98:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 9/10$108
This Frontier deal was found by Cheapflights users on 9/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:11 pmMDW - DEN
Nonstop2h 46mFrontier
Sat 10/2512:25 pmDEN - MDW
1 stop9h 22mFrontier
Deal found 9/11$109
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:24 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 10/136:05 amDEN - MDW
Nonstop2h 26mFrontier
Deal found 9/10$112
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:24 pmMDW - DEN
Nonstop2h 44mFrontier
Fri 10/178:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 9/10$113
This Flybillet deal was found by Cheapflights users on 9/10. 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 Flybillet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/27:08 amDEN - MDW
1 stop28h 29mFrontier
Deal found 9/10$114
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/294:48 pmMDW - DEN
Nonstop2h 38mFrontier
Fri 10/312:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 9/9$118
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:26 pmMDW - DEN
1 stop9h 27mFrontier
Thu 10/169:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 9/10$121
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/199:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 9/10$124
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:45 pmMDW - DEN
Nonstop2h 45mFrontier
Mon 12/155:15 pmDEN - MDW
Nonstop2h 21mFrontier
Deal found 9/10$125
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:24 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 10/208:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 9/10$126
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/225:30 amMDW - COS
1 stop6h 20mSouthwest
Sat 10/258:20 amCOS - MDW
Nonstop2h 25mSouthwest
Deal found 9/10$167
This Southwest deal was found by Cheapflights users on 9/10. 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.
Sat 10/46:00 pmMDW - COS
Nonstop2h 35mSouthwest
Tue 10/74:25 pmCOS - MDW
1 stop6h 40mSouthwest
Deal found 9/10$182

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Colorado 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Colorado that are best for you.

Fly from

Midway

Fly to

Colorado

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 11/7

12:30 pm-2:16 pm

Nonstop2h 46m

Denver Intl

Mon 11/10

12:59 am-11:38 am

1 stop9h 39m

$120

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 10/1

6:00 am-7:35 am

Nonstop2h 35m

Denver Intl

Sat 10/4

5:40 am-9:00 am

Nonstop2h 20m

$127

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/3

4:48 pm-6:26 pm

Nonstop2h 38m

Denver Intl

Sat 10/4

12:04 am-9:18 am

1 stop8h 14m

$129

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/24

12:11 pm-1:57 pm

Nonstop2h 46m

Denver Intl

Sun 10/26

12:34 am-11:17 am

1 stop9h 43m

$129

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 10/4

5:15 am-6:55 am

Nonstop2h 40m

Denver Intl

Mon 10/6

6:55 pm-10:15 pm

Nonstop2h 20m

$146

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 11/10

12:30 pm-2:16 pm

Nonstop2h 46m

Denver Intl

Sun 11/16

12:16 am-8:32 am

1 stop7h 16m

$164

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 10/22

5:30 am-10:50 am

1 stop6h 20m

Colorado Springs

Sat 10/25

8:20 am-11:45 am

Nonstop2h 25m

$167

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 9/20

11:23 am-9:22 pm

1 stop10h 59m

Denver Intl

Sat 9/20

12:13 am-9:18 am

1 stop8h 05m

$170

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 10/4

5:15 am-6:55 am

Nonstop2h 40m

Denver Intl

Sat 10/4

9:35 am-4:45 pm

1 stop6h 10m

$171

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 11/20

12:20 pm-1:55 pm

Nonstop2h 35m

Denver Intl

Mon 11/24

8:45 pm-12:05 am

Nonstop2h 20m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 54 results
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Best time to book a flight from Midway to Colorado

Have a flexible travel schedule? Discover the best time to fly to Colorado 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

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

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $197). Flying from Chicago Midway Airport to Colorado in March is currently the most expensive (average of $278). 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 CO?

Find hourly flight availability from Midway to Colorado. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Colorado as you normally would.

Reviews of airlines servicing Colorado

Get insights into the airlines that provide service to Colorado. 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. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to Colorado. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Colorado?

    A quick flight from Chicago Midway Airport to Colorado can take about 2h 35m. Frontier provides one of the quickest options available for as low as $127. There are 893 mi between Chicago Midway Airport and Colorado. Most flights are nonstop.

  • What are the most popular routes from Chicago Midway Airport to Colorado?

    The most popular flight routes from Chicago Midway Airport to Colorado are Chicago Midway - Denver Intl, Chicago Midway - Colorado Springs and Chicago Midway - Aspen Pitkin County.

  • What are the most reliable airlines from Chicago Midway Airport to Colorado?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago Midway Airport to Colorado on time: United Airlines (100%), Southwest (67%), Frontier (46%).

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

    Looking at all options, your cheapest flight can be booked for $72. While the most popular route (Chicago Midway - Denver Intl) can be booked for $83 on average, our data indicates $186 when flying from Chicago Midway Airport to Colorado.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Colorado 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?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $197). Flying from Chicago Midway Airport to Colorado in March is currently the most expensive (average of $278). 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

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Alternative routes for Midway to Colorado

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to LaGuardia flights
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Midway to Orlando flights
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Midway to Miami flights
Midway to Dulles Intl flights
O'Hare Intl to Minneapolis flights
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O'Hare Intl to Burbank flights

Top 2 airlines flying from Midway to Colorado

Discover the top 2 airlines that operate flights from Midway to Colorado. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$75Average$168FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$295FlexibilityNo cancel feeOn-time63%

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