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$80+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Mon 2/237:25 pm
MDW
-
DEN
1 stop13h 29m
Frontier
Sat 2/287:00 am
DEN
-
MDW
1 stop7h 19m
Frontier
Deal found 1/28$130
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sat 2/216:00 am
MDW
-
DEN
1 stop7h 38m
Frontier
Sat 2/287:00 am
DEN
-
MDW
1 stop7h 19m
Frontier
Deal found 1/28$134
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sat 2/289:15 am
MDW
-
DEN
1 stop13h 20m
Frontier
Mon 3/212:59 am
DEN
-
MDW
1 stop17h 08m
Frontier
Deal found 1/26$135
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 3/47:15 am
MDW
-
DEN
1 stop15h 20m
Frontier
Sun 3/810:40 pm
DEN
-
MDW
1 stop23h 05m
Frontier
Deal found 1/27$137
This Priceline deal was found by Cheapflights users on 1/27. 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 2/1912:22 pm
MDW
-
DEN
1 stop10h 19m
Frontier
Sat 2/217:00 am
DEN
-
MDW
1 stop7h 19m
Frontier
Deal found 1/27$138
This Super.com deal was found by Cheapflights users on 1/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:00 pm
MDW
-
DEN
1 stop7h 17m
Frontier
Mon 2/236:00 am
DEN
-
MDW
1 stop6h 08m
Frontier
Deal found 1/28$147
This Expedia deal was found by Cheapflights users on 1/28. 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.
Thu 2/193:00 pm
MDW
-
DEN
1 stop7h 17m
Frontier
Thu 2/269:00 pm
DEN
-
MDW
1 stop23h 29m
Frontier
Deal found 1/28$148
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Thu 2/263:00 pm
MDW
-
DEN
1 stop7h 45m
Frontier
Mon 3/212:59 am
DEN
-
MDW
1 stop17h 08m
Frontier
Deal found 1/26$152
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:00 am
MDW
-
DEN
1 stop6h 56m
Frontier
Thu 2/1912:42 pm
DEN
-
MDW
1 stop7h 30m
Frontier
Deal found 1/27$154
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sun 3/19:04 pm
MDW
-
DEN
1 stop11h 35m
Frontier
Sat 3/710:20 am
DEN
-
MDW
1 stop9h 01m
Frontier
Deal found 1/26$156
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Wed 2/187:00 am
MDW
-
DEN
1 stop15h 35m
Frontier
Mon 2/236:00 am
DEN
-
MDW
1 stop6h 08m
Frontier
Deal found 1/28$158
This Expedia deal was found by Cheapflights users on 1/26. 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 2/97:00 pm
MDW
-
DEN
1 stop14h 20m
Frontier
Wed 2/1112:59 am
DEN
-
MDW
1 stop9h 28m
Frontier
Deal found 1/26$160

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$130
(Kiwi.com)

One-way from

$80
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$219

Good round-trip deal

$247 or less

Good one-way deal

$168 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. 10% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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.
Search Deals

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 January 29, 2026.
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

Wed 3/25

8:50 pm-10:35 pm

Nonstop2h 45m

Denver Intl

Fri 3/27

7:40 am-11:00 am

Nonstop2h 20m

$185

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 2/24

5:35 pm-7:20 pm

Nonstop2h 45m

Denver Intl

Tue 3/3

6:50 am-1:25 pm

1 stop5h 35m

$189

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 2/21

5:55 pm-7:40 pm

Nonstop2h 45m

Denver Intl

Thu 2/26

6:15 pm-9:45 pm

Nonstop2h 30m

$195

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 3/6

5:40 am-7:25 am

Nonstop2h 45m

Denver Intl

Sun 3/8

6:15 am-9:40 am

Nonstop2h 25m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/25

6:40 pm-12:23 am

1 stop6h 43m

Denver Intl

Sat 2/28

6:10 am-12:46 pm

1 stop5h 36m

$199

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/25

6:40 pm-12:23 am

1 stop6h 43m

Denver Intl

Wed 3/4

6:10 am-12:46 pm

1 stop5h 36m

$199

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 3/18

1:10 pm-5:17 pm

1 stop5h 07m

Denver Intl

Tue 3/24

6:10 am-12:29 pm

1 stop5h 19m

$199

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 3/5

5:40 am-7:25 am

Nonstop2h 45m

Denver Intl

Tue 3/10

6:25 am-9:50 am

Nonstop2h 25m

$202

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 3/5

2:35 pm-6:25 pm

1 stop4h 50m

Denver Intl

Sun 3/8

6:15 am-9:40 am

Nonstop2h 25m

$206

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 2/26

1:25 pm-6:00 pm

1 stop5h 35m

Denver Intl

Fri 3/6

7:30 pm-10:50 pm

Nonstop2h 20m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 59 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $76). 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 January 29, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Chicago Midway Airport to Colorado by exploring options for tickets in the evening.

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 January 24, 2026.

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 January 29, 2026.
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
4,267 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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 $185. 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 - 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: Frontier (89%), Volaris (80%), Southwest (63%).

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

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (Chicago Midway - Denver Intl) can be booked for $172 on average, our data indicates $256 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Colorado (average of $76). 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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Midway to Newark flights
Midway to Fort Myers flights
O'Hare Intl to Charleston flights
Midway to Denver 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$172FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$309FlexibilityNo cancel feeOn-time63%

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