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$71+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Booking.com deal was found by Cheapflights users on 10/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:30 amMDW - DEN
1 stop16h 59mFrontier
Sun 11/168:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/26$93
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/1212:18 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 12/157:45 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 10/28$96
This Priceline deal was found by Cheapflights users on 10/29. 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.
Mon 11/243:31 pmMDW - DEN
Nonstop2h 51mFrontier
Tue 12/212:59 amDEN - MDW
1 stop6h 47mFrontier
Deal found 10/29$97
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/243:31 pmMDW - DEN
Nonstop2h 51mFrontier
Thu 12/41:42 pmDEN - MDW
1 stop7h 30mFrontier
Deal found 10/26$102
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:56 pmMDW - DEN
1 stop20h 07mFrontier
Thu 11/138:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/28$103
This Frontier deal was found by Cheapflights users on 10/29. 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 11/1312:30 pmMDW - DEN
Nonstop2h 46mFrontier
Fri 11/149:05 amDEN - MDW
1 stop12h 05mFrontier
Deal found 10/29$104
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 12/58:42 pmMDW - DEN
1 stop13h 20mFrontier
Mon 12/87:45 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 10/27$105
This Priceline deal was found by Cheapflights users on 10/27. 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.
Mon 11/106:27 pmMDW - DEN
1 stop6h 17mFrontier
Mon 11/178:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/27$106
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:39 pmMDW - DEN
1 stop10h 12mFrontier
Thu 11/207:15 amDEN - MDW
1 stop14h 02mFrontier
Deal found 10/28$110
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:37 pmMDW - DEN
1 stop7h 22mFrontier
Sat 11/1511:59 pmDEN - MDW
1 stop23h 31mFrontier
Deal found 10/28$111
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/229:58 pmMDW - DEN
Nonstop2h 53mFrontier
Mon 11/2411:08 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 10/27$112
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:30 pmMDW - DEN
Nonstop2h 46mFrontier
Thu 11/207:15 amDEN - MDW
1 stop14h 02mFrontier
Deal found 10/28$113

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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$93
(Booking.com)

One-way from

$71
(CheapOair)

Popular in

December

Cheapest in

November

Average price

$200

Good round-trip deal

$143 or less

Good one-way deal

$106 or less
Provider with most accurate pricing for Chicago (CHI)-Denver Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Denver Intl flights.
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From Chicago Midway to Colorado
Search Deals
One-way flight from Chicago Midway to Colorado
Search Deals
High demand for flights, 3% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
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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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 October 29, 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

Tue 1/13

6:00 am-7:50 am

Nonstop2h 50m

Denver Intl

Tue 1/20

1:25 pm-4:45 pm

Nonstop2h 20m

$176

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 1/10

5:10 am-7:00 am

Nonstop2h 50m

Denver Intl

Wed 1/14

9:45 am-1:10 pm

Nonstop2h 25m

$176

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 12/4

7:02 pm-11:17 pm

1 stop5h 15m

Denver Intl

Tue 12/9

6:15 am-12:34 pm

1 stop5h 19m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 12/2

9:59 am-3:39 pm

1 stop6h 40m

Denver Intl

Fri 12/5

12:50 am-9:54 am

1 stop8h 04m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 12/4

7:05 am-8:45 am

Nonstop2h 40m

Denver Intl

Mon 12/8

9:40 am-1:00 pm

Nonstop2h 20m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 12/2

9:59 am-3:39 pm

1 stop6h 40m

Denver Intl

Thu 12/4

4:44 pm-11:47 pm

1 stop6h 03m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 1/14

6:45 am-1:37 pm

1 stop7h 52m

Denver Intl

Tue 1/20

6:05 am-12:48 pm

1 stop5h 43m

$197

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 12/11

7:05 am-8:45 am

Nonstop2h 40m

Denver Intl

Sun 12/14

9:15 am-12:35 pm

Nonstop2h 20m

$197

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Thu 12/4

3:15 pm-8:25 pm

1 stop6h 10m

Colorado Springs

Sat 12/6

6:00 am-11:45 am

1 stop4h 45m

$278

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 12/6

6:00 am-5:19 pm

2 stops12h 19m

Colorado Springs

Wed 12/10

8:10 am-11:47 pm

2 stops14h 37m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 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 $58). 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 October 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 58% 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 October 29, 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
4,240 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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 50m. Southwest provides one of the quickest options available for as low as $176. 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 cheapest flights from Chicago Midway Airport to Colorado?

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (Chicago Midway - Denver Intl) can be booked for $69 on average, our data indicates $188 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 $58). 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$170FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$300FlexibilityNo cancel feeOn-time63%

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