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$68+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This CheapOair deal was found by Cheapflights users on 12/13. 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.
Tue 12/302:01 pmMDW - DEN
Nonstop2h 45mFrontier
Thu 1/811:59 pmDEN - MDW
1 stop22h 10mFrontier
Deal found 12/13$179
This CheapOair deal was found by Cheapflights users on 12/15. 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.
Mon 12/293:10 pmMDW - DEN
1 stop18h 14mFrontier
Thu 1/811:59 pmDEN - MDW
1 stop22h 10mFrontier
Deal found 12/15$211
This Southwest deal was found by Cheapflights users on 12/14. 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 12/246:15 pmMDW - DEN
1 stop5h 25mSouthwest
Wed 12/3110:20 amDEN - MDW
1 stop5h 35mSouthwest
Deal found 12/14$212
This Expedia deal was found by Cheapflights users on 12/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:35 pmMDW - DEN
1 stop12h 24mFrontier
Thu 12/1811:59 pmDEN - MDW
1 stop20h 59mFrontier
Deal found 12/12$264
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Tue 12/302:01 pmMDW - DEN
Nonstop2h 45mFrontier
Tue 1/66:00 amDEN - MDW
1 stop15h 17mFrontier
Deal found 12/14$265
This Southwest deal was found by Cheapflights users on 12/12. 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.
Thu 12/257:05 amMDW - DEN
Nonstop2h 40mSouthwest
Wed 12/3110:20 amDEN - MDW
1 stop5h 35mSouthwest
Deal found 12/12$272
This CheapOair deal was found by Cheapflights users on 12/13. 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.
Tue 12/302:01 pmMDW - DEN
Nonstop2h 45mFrontier
Sun 1/46:27 pmDEN - MDW
Nonstop2h 23mFrontier
Deal found 12/13$274
This Southwest deal was found by Cheapflights users on 12/12. 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.
Thu 12/255:00 amMDW - COS
1 stop7h 15mSouthwest
Tue 12/306:25 pmCOS - MDW
1 stop4h 15mSouthwest
Deal found 12/12$409
This Southwest deal was found by Cheapflights users on 12/14. 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.
Mon 12/295:00 amMDW - COS
1 stop6h 25mSouthwest
Mon 1/53:10 pmCOS - MDW
Nonstop2h 20mSouthwest
Deal found 12/14$494
This Southwest deal was found by Cheapflights users on 12/15. 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.
Tue 12/237:05 pmMDW - COS
1 stop5h 05mSouthwest
Thu 12/258:55 amCOS - MDW
1 stop7h 10mSouthwest
Deal found 12/15$558
This Southwest deal was found by Cheapflights users on 12/13. 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.
Mon 12/2211:00 amMDW - COS
Nonstop2h 35mSouthwest
Sun 12/288:55 pmCOS - MDW
1 stop7h 10mSouthwest
Deal found 12/13$607
This Delta deal was found by Cheapflights users on 12/14. 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 12/306:00 amMDW - ASE
1 stop6h 39mDelta
Wed 1/73:04 pmASE - MDW
1 stop6h 03mDelta
Deal found 12/14$969

Find flight deals from Midway to Colorado

Keep the following information in mind while searching for Midway to Colorado flight deals. Data was last updated December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$106
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$273

Good round-trip deal

$193 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Chicago (CHI)-Denver Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Denver Intl flights.
Search Deals
From Chicago Midway to Colorado
Search Deals
One-way flight from Chicago Midway to Colorado
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Colorado.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Colorado.
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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 December 15, 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

Sat 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

Denver Intl

Tue 1/20

9:10 am-2:15 pm

1 stop4h 05m

$167

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 2/9

11:20 am-1:05 pm

Nonstop2h 45m

Denver Intl

Sat 2/14

8:25 pm-11:45 pm

Nonstop2h 20m

$176

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 2/7

7:40 pm-9:25 pm

Nonstop2h 45m

Denver Intl

Tue 2/10

9:45 am-1:10 pm

Nonstop2h 25m

$179

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 2/21

3:15 pm-4:55 pm

Nonstop2h 40m

Denver Intl

Tue 2/24

9:45 am-1:10 pm

Nonstop2h 25m

$187

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 2/17

2:05 pm-3:45 pm

Nonstop2h 40m

Denver Intl

Thu 2/19

8:20 am-1:35 pm

1 stop4h 15m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/11

6:14 pm-12:28 am

1 stop7h 14m

Denver Intl

Sat 2/14

6:10 am-12:46 pm

1 stop5h 36m

$198

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 2/21

11:45 am-4:39 pm

1 stop5h 54m

Denver Intl

Tue 2/24

6:10 am-12:46 pm

1 stop5h 36m

$199

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 1/8

10:05 am-11:50 am

Nonstop2h 45m

Denver Intl

Sat 1/17

1:10 pm-6:30 pm

1 stop4h 20m

$201

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sun 2/22

7:50 am-9:40 am

Nonstop2h 50m

Denver Intl

Tue 2/24

9:45 am-1:10 pm

Nonstop2h 25m

$202

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/18

9:34 am-1:35 pm

1 stop5h 01m

Denver Intl

Mon 2/23

6:10 am-12:46 pm

1 stop5h 36m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 58 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $62). Flying from Chicago Midway Airport to Colorado in September is currently the most expensive (average of $157). 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 December 15, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 59% on flights from Chicago Midway Airport to Colorado by exploring options for tickets at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Colorado. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Colorado flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 15, 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
7.9
Good
4,249 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,080 reviews
Southwest
7.9
Good
4,249 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 45m. Southwest provides one of the quickest options available for as low as $167. There are 893 mi between Chicago Midway Airport and Colorado. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 - Aspen Pitkin County and Chicago Midway - Colorado Springs.

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

    Looking at all options, your cheapest flight can be booked for $77. While the most popular route (Chicago Midway - Denver Intl) can be booked for $87 on average, our data indicates $263 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $62). Flying from Chicago Midway Airport to Colorado in September is currently the most expensive (average of $157). 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.

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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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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$170FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$301FlexibilityNo cancel feeOn-time63%

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