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$40+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — MDW
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Colorado to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Colorado (USCO) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$90
(Cheapflightsfares)

One-way from

$40
(Frontier)

Popular in

December

Cheapest in

April

Average price

$181

Good round-trip deal

$159 or less

Good one-way deal

$99 or less
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
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From Colorado to Chicago Midway
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One-way flight from Colorado to Chicago Midway
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Highest demand for flights based on searches. 13% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Colorado to Chicago Midway.
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Price to beat on a one-way flight from Colorado to Chicago Midway.
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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 January 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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.
Sat 3/228:55 pmDEN - MDW
Nonstop2h 22mFrontier
Sun 3/306:40 amMDW - DEN
Nonstop2h 52mFrontier
Deal found 1/30$90
This Southwest deal was found by Cheapflights users on 1/30. 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 4/235:50 pmDEN - MDW
Nonstop2h 30mSouthwest
Tue 4/298:40 pmMDW - DEN
Nonstop2h 45mSouthwest
Deal found 1/30$139
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2112:55 amDEN - MDW
1 stop6h 50mDelta
Sat 3/291:12 pmMDW - DEN
1 stop6h 23mDelta
Deal found 1/29$217
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/52:05 pmCOS - MDW
1 stop4h 50mSouthwest
Wed 3/127:55 amMDW - COS
1 stop9h 00mSouthwest
Deal found 1/29$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/266:00 amCOS - MDW
2 stops11h 11mDelta
Wed 3/59:33 amMDW - COS
2 stops12h 32mDelta
Deal found 1/28$278
This Southwest deal was found by Cheapflights users on 1/30. 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 3/2612:50 pmMTJ - MDW
1 stop4h 55mSouthwest
Mon 3/315:20 amMDW - MTJ
1 stop9h 05mSouthwest
Deal found 1/30$309
This Frontier deal was found by Cheapflights users on 1/29. 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 1/303:28 pmEGE - MDW
1 stop7h 49mFrontier
Sun 2/27:15 amMDW - EGE
1 stop8h 23mFrontier
Deal found 1/29$369
This Delta deal was found by Cheapflights users on 1/30. 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.
Fri 2/212:17 pmMTJ - MDW
1 stop7h 03mDelta
Mon 2/246:00 amMDW - MTJ
1 stop8h 20mDelta
Deal found 1/30$384
This Southwest deal was found by Cheapflights users on 1/30. 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 1/3012:25 pmHDN - MDW
1 stop4h 15mSouthwest
Sun 2/28:35 amMDW - HDN
1 stop7h 15mSouthwest
Deal found 1/30$529
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/312:56 pmEGE - MDW
1 stop6h 24mDelta
Sun 2/26:00 amMDW - EGE
1 stop8h 51mDelta
Deal found 1/29$569
This Kissandfly.com deal was found by Cheapflights users on 1/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2012:37 pmASE - MDW
2 stops15h 54mFrontier
Sun 2/235:10 amMDW - ASE
2 stops15h 42mFrontier
Deal found 1/30$750
This Delta deal was found by Cheapflights users on 1/30. 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 2/111:53 pmHDN - MDW
1 stop7h 27mDelta
Mon 2/176:00 amMDW - HDN
1 stop7h 48mDelta
Deal found 1/30$829

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 3/22

8:55 pm-12:17 am

Nonstop2h 22m

Chicago Midway

Sun 3/30

6:40 am-8:32 am

Nonstop2h 52m

$90

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 4/23

5:50 pm-9:20 pm

Nonstop2h 30m

Chicago Midway

Tue 4/29

8:40 pm-10:25 pm

Nonstop2h 45m

$139

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 3/21

12:55 am-8:45 am

1 stop6h 50m

Chicago Midway

Sat 3/29

1:12 pm-6:35 pm

1 stop6h 23m

$217

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Wed 3/5

2:05 pm-7:55 pm

1 stop4h 50m

Chicago Midway

Wed 3/12

7:55 am-3:55 pm

1 stop9h 00m

$268

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Wed 2/26

6:00 am-6:11 pm

2 stops11h 11m

Chicago Midway

Wed 3/5

9:33 am-9:05 pm

2 stops12h 32m

$278

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Wed 3/26

12:50 pm-6:45 pm

1 stop4h 55m

Chicago Midway

Mon 3/31

5:20 am-1:25 pm

1 stop9h 05m

$309

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Fri 2/21

2:17 pm-10:20 pm

1 stop7h 03m

Chicago Midway

Mon 2/24

6:00 am-1:20 pm

1 stop8h 20m

$384

VailChicago

EGE - MDW

EGEMDW

Vail Eagle County

Wed 2/19

2:56 pm-10:20 pm

1 stop6h 24m

Chicago Midway

Sun 2/23

6:00 am-1:51 pm

1 stop8h 51m

$639

AspenChicago

ASE - MDW

ASEMDW

Aspen Pitkin County

Thu 2/20

12:37 pm-5:31 am

2 stops15h 54m

Chicago Midway

Sun 2/23

5:10 am-7:52 pm

2 stops15h 42m

$750

HaydenChicago

HDN - MDW

HDNMDW

Hayden Yampa Valley

Tue 2/11

1:53 pm-10:20 pm

1 stop7h 27m

Chicago Midway

Mon 2/17

6:00 am-12:48 pm

1 stop7h 48m

$829

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 23 results
1
2
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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 January 30, 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.

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 January 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Frontier 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
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $40 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 $70 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 Montrose County - 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 $230, our data indicates the cheapest price to be $53. The most popular route (Denver Intl - Chicago Midway), is priced around $61.

  • 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

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Alternative routes for Colorado to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Boston to Midway flights
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Portland to O'Hare Intl flights
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Hobby to O'Hare Intl flights
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Cleveland to O'Hare Intl flights

Top 3 airlines flying from Colorado to Midway

Discover the top 3 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$141FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$158Average$307FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$169Average$344FlexibilityNo cancel feeOn-time63%
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