HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$56+ Cheap flights from Colorado to Midway (MDW)

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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — MDW
Mar 19 — Mar 261
Wed 3/19
Wed 3/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Colorado to Midway with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Colorado to Midway

Keep the following information in mind while searching for Colorado to Midway flight deals. Data was last updated March 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$87
(Kiwi.com)

One-way from

$56
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$218

Good round-trip deal

$154 or less

Good one-way deal

$79 or less
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.
Search Deals
From Colorado to Chicago Midway
Search Deals
One-way flight from Colorado to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
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 March 2025
Search Deals
Price to beat on a round-trip flight from Colorado to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Colorado to Chicago Midway.
Search Deals

Find flight deals from Colorado to Midway

Cheapest flights from Colorado to Midway
Explore the most affordable flight options available from Colorado to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/243:42 pmDEN - MDW
Nonstop2h 24mFrontier
Mon 4/288:01 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 3/13$87
This Southwest deal was found by Cheapflights users on 3/13. 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.
Tue 4/158:30 amDEN - MDW
Nonstop2h 20mSouthwest
Tue 4/154:35 pmMDW - DEN
Nonstop2h 45mSouthwest
Deal found 3/13$160
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1811:48 amEGE - MDW
1 stop9h 44mFrontier
Sun 4/206:45 amMDW - EGE
1 stop8h 23mFrontier
Deal found 3/12$180
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/812:55 amDEN - MDW
1 stop7h 12mDelta
Sat 4/121:12 pmMDW - DEN
1 stop6h 20mDelta
Deal found 3/13$217
This Southwest deal was found by Cheapflights users on 3/13. 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.
Wed 4/91:50 pmCOS - MDW
Nonstop2h 20mSouthwest
Sun 4/131:55 pmMDW - COS
Nonstop2h 35mSouthwest
Deal found 3/13$276
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/128:15 amCOS - MDW
2 stops9h 18mDelta
Tue 4/1510:20 amMDW - COS
2 stops10h 02mDelta
Deal found 3/13$285
This Southwest deal was found by Cheapflights users on 3/13. 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.
Fri 5/92:45 pmMTJ - MDW
1 stop6h 40mSouthwest
Sun 5/1111:00 amMDW - MTJ
1 stop5h 00mSouthwest
Deal found 3/13$349
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/106:05 amGJT - MDW
2 stops10h 57mDelta
Wed 4/163:02 pmMDW - GJT
2 stops8h 29mDelta
Deal found 3/13$374
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/201:52 pmMTJ - MDW
1 stop7h 31mDelta
Mon 3/246:00 amMDW - MTJ
1 stop7h 57mDelta
Deal found 3/13$469
This Delta deal was found by Cheapflights users on 3/14. 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.
Wed 6/47:45 amASE - MDW
1 stop6h 45mDelta
Sat 6/76:00 amMDW - ASE
1 stop6h 20mDelta
Deal found 3/14$589
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/191:49 pmHDN - MDW
1 stop7h 34mDelta
Thu 3/206:00 amMDW - HDN
1 stop7h 44mDelta
Deal found 3/13$780

Find flights from Colorado to Midway within your budget

Customize your flight search to find flights from Colorado to Midway 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 March 14, 2025.

Fly from

Colorado

Fly to

Midway

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 4/24

3:42 pm-7:06 pm

Nonstop2h 24m

Chicago Midway

Mon 4/28

8:01 pm-9:49 pm

Nonstop2h 48m

$87

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 4/15

8:30 am-11:50 am

Nonstop2h 20m

Chicago Midway

Tue 4/15

4:35 pm-6:20 pm

Nonstop2h 45m

$160

VailChicago

EGE - MDW

EGEMDW

Vail Eagle County

Fri 4/18

11:48 am-10:32 pm

1 stop9h 44m

Chicago Midway

Sun 4/20

6:45 am-2:08 pm

1 stop8h 23m

$180

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 4/8

12:55 am-9:07 am

1 stop7h 12m

Chicago Midway

Sat 4/12

1:12 pm-6:32 pm

1 stop6h 20m

$217

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Tue 4/1

1:10 pm-4:30 pm

Nonstop2h 20m

Chicago Midway

Mon 4/7

10:05 am-11:45 am

Nonstop2h 40m

$241

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Sat 6/28

11:35 am-6:03 pm

1 stop5h 28m

Chicago Midway

Mon 7/7

6:00 am-12:50 pm

1 stop7h 50m

$331

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Fri 5/9

2:45 pm-10:25 pm

1 stop6h 40m

Chicago Midway

Sun 5/11

11:00 am-3:00 pm

1 stop5h 00m

$349

Grand JunctionChicago

GJT - MDW

GJTMDW

Grand Junction Regnl

Thu 4/10

6:05 am-6:02 pm

2 stops10h 57m

Chicago Midway

Wed 4/16

3:02 pm-10:31 pm

2 stops8h 29m

$374

AspenChicago

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 6/4

7:45 am-3:30 pm

1 stop6h 45m

Chicago Midway

Sat 6/7

6:00 am-11:20 am

1 stop6h 20m

$589

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mon 4/21

8:55 pm-12:21 am

Nonstop2h 26m

$56

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Colorado to Midway

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

Travel insights for flights from Colorado to Midway

Get recent, data-driven insights about flights from Colorado to Midway including ideal travel times, pricing trends, and more.

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

Currently, April is the cheapest month in which you can book a flight from Colorado to Chicago Midway Airport (average of $160). Flying from Colorado to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 CO to MDW?

Find hourly flight availability from Colorado to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 14, 2025.

When flying from Colorado to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Colorado to Chicago Midway Airport

Explore weekly flight availability from Colorado to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 14, 2025.

The most flights from USCO to MDW are scheduled on a Monday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated March 14, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Colorado to Chicago by reading reviews from past customers. 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
8.1
Very good
4,292 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,292 reviews
Southwest
8.1
Very good
4,292 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
7,944 reviews
Southwest
8.1
Very good
4,292 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Allegiant Air
7.3
Good
736 reviews
Southwest
8.1
Very good
4,292 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Frontier
6.0
Okay
3,293 reviews
Southwest
8.1
Very good
4,292 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

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

    $56 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $80 and $109, respectively.

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

    The most popular flight routes from Colorado to Chicago Midway Airport are Denver Intl - Chicago Midway, Colorado Springs - Chicago Midway and Grand Junction Regnl - Chicago Midway.

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

    Looking for the cheapest flight from Colorado to Chicago Midway Airport? While on average our users pay $189, our data indicates the cheapest price to be $44. The most popular route (Denver Intl - Chicago Midway), is priced around $78.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Colorado to Midway 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 Colorado to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Colorado to Chicago Midway Airport (average of $160). Flying from Colorado to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Colorado?

Book flights to Colorado if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Colorado to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Boston to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Seattle to O'Hare Intl flights
San Francisco to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Baltimore to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Denver to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Los Angeles to Midway flights
San Francisco to Midway flights
Atlanta to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Miami to O'Hare Intl flights
Dulles Intl to Midway flights
Santa Ana to O'Hare Intl flights
Ontario to O'Hare Intl flights
LaGuardia to Midway flights
Orlando to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Atlanta to Midway flights
Austin to O'Hare Intl flights
San Diego to O'Hare Intl flights
Burbank to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Charlotte to O'Hare Intl flights
San Jose to O'Hare Intl flights
Minneapolis to Midway flights
Philadelphia to Midway flights
Seattle to Midway flights
Portland to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Baltimore to Midway flights
Love Field to O'Hare Intl flights
Reagan-National to Midway flights
Oakland to O'Hare Intl flights
Hobby to Midway flights
Tampa to O'Hare Intl flights
Hobby to O'Hare Intl flights
Hartford to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Salt Lake City to O'Hare Intl flights

Top 2 airlines flying from Colorado to Midway

Discover the top 2 airlines that operate flights from Colorado to Midway. 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 March 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$139FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$167Average$307FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.