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Midway

$64+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — MDW
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap 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 diciembre 12, 2025.

This Frontier deal was found by Cheapflights users on 12/10. 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.
mar. 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
vie. 1/93:05 pmMDW - DEN
Nonstop2h 49mFrontier
Deal found 12/10$173
This Frontier deal was found by Cheapflights users on 12/10. 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.
mar. 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
jue. 1/812:41 pmMDW - DEN
1 stop9h 57mFrontier
Deal found 12/10$178
This CheapOair deal was found by Cheapflights users on 12/11. 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.
dom. 12/2112:26 pmDEN - MDW
1 stop9h 55mFrontier
vie. 1/169:09 pmMDW - DEN
Nonstop2h 50mFrontier
Deal found 12/11$181
This Southwest deal was found by Cheapflights users on 12/9. 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.
jue. 12/2512:40 pmDEN - MDW
Nonstop2h 15mSouthwest
jue. 1/17:05 amMDW - DEN
Nonstop2h 40mSouthwest
Deal found 12/9$192
This Southwest deal was found by Cheapflights users on 12/11. 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.
mié. 12/241:05 pmDEN - MDW
1 stop5h 25mSouthwest
jue. 1/17:05 amMDW - DEN
Nonstop2h 40mSouthwest
Deal found 12/11$202
This Expedia deal was found by Cheapflights users on 12/10. 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.
dom. 12/286:27 pmDEN - MDW
Nonstop2h 23mFrontier
lun. 1/52:16 pmMDW - DEN
1 stop21h 01mFrontier
Deal found 12/10$210
This Frontier deal was found by Cheapflights users on 12/10. 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.
mar. 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
mar. 1/62:03 pmMDW - DEN
1 stop8h 32mFrontier
Deal found 12/10$211
This Mytrip deal was found by Cheapflights users on 12/8. 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.
dom. 12/147:45 amDEN - MDW
Nonstop2h 23mFrontier
lun. 12/153:10 pmMDW - DEN
1 stop8h 54mFrontier
Deal found 12/8$212
This Super.com deal was found by Cheapflights users on 12/9. 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.
sáb. 12/206:30 amDEN - MDW
1 stop7h 58mFrontier
mar. 1/136:23 amMDW - DEN
1 stop6h 58mFrontier
Deal found 12/9$213
This Priceline deal was found by Cheapflights users on 12/9. 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.
sáb. 12/206:30 amDEN - MDW
1 stop7h 58mFrontier
dom. 1/43:01 pmMDW - DEN
1 stop10h 24mFrontier
Deal found 12/9$214
This Super.com deal was found by Cheapflights users on 12/9. 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.
mar. 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
jue. 1/13:10 pmMDW - DEN
1 stop18h 14mFrontier
Deal found 12/9$221
This Delta deal was found by Cheapflights users on 12/9. 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.
mié. 12/3111:20 amEGE - MDW
1 stop4h 59mDelta
sáb. 1/36:00 amMDW - EGE
1 stop9h 30mDelta
Deal found 12/9$674

Find flight deals from Colorado to Midway

Keep the following information in mind while searching for Colorado to Midway flight deals. Data was last updated diciembre 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$92
(Frontier)

One-way from

$64
(Priceline)

Popular in

November

Cheapest in

January

Average price

$241

Good round-trip deal

$157 or less

Good one-way deal

$129 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.
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From Colorado to Chicago Midway
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One-way flight from Colorado to Chicago Midway
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 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 Colorado to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Colorado to Chicago Midway.
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Cheapflights Fare Finder

 
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 diciembre 12, 2025.
Use the filters below to find and compare flights from Colorado to Chicago Midway Airport that are best for you.

Fly from

Colorado

Fly to

Midway

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

jue. 1/8

9:45 am-1:10 pm

Nonstop2h 25m

Chicago Midway

dom. 1/11

11:20 am-1:05 pm

Nonstop2h 45m

$196

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 1/16

2:20 pm-7:45 pm

1 stop4h 25m

Chicago Midway

mar. 1/20

2:10 pm-3:50 pm

Nonstop2h 40m

$197

DenverChicago

DEN - MDW

DENMDW

Denver Intl

dom. 1/18

7:15 am-1:09 pm

1 stop4h 54m

Chicago Midway

mié. 1/21

9:50 am-2:00 pm

1 stop5h 10m

$198

DenverChicago

DEN - MDW

DENMDW

Denver Intl

mar. 1/13

7:15 am-1:09 pm

1 stop4h 54m

Chicago Midway

mié. 1/21

1:29 pm-5:28 pm

1 stop4h 59m

$199

DenverChicago

DEN - MDW

DENMDW

Denver Intl

dom. 3/1

5:15 am-8:45 am

Nonstop2h 30m

Chicago Midway

mié. 3/4

2:10 pm-3:50 pm

Nonstop2h 40m

$202

DenverChicago

DEN - MDW

DENMDW

Denver Intl

lun. 1/12

6:05 am-12:48 pm

1 stop5h 43m

Chicago Midway

sáb. 1/17

1:28 pm-5:28 pm

1 stop5h 00m

$206

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 2/6

1:45 pm-5:05 pm

Nonstop2h 20m

Chicago Midway

lun. 2/9

3:10 pm-7:20 pm

1 stop5h 10m

$206

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 1/16

7:15 am-1:09 pm

1 stop4h 54m

Chicago Midway

sáb. 1/17

5:31 pm-10:55 pm

1 stop6h 24m

$207

DenverChicago

DEN - MDW

DENMDW

Denver Intl

lun. 1/12

6:05 am-12:48 pm

1 stop5h 43m

Chicago Midway

mié. 1/21

1:29 pm-5:28 pm

1 stop4h 59m

$207

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 1/16

7:15 am-1:09 pm

1 stop4h 54m

Chicago Midway

mar. 1/20

6:14 pm-12:28 am

1 stop7h 14m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 57 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Colorado to Chicago Midway Airport

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

Currently, January is the cheapest month in which you can book a flight from Colorado to Chicago Midway Airport (average of $57). Flying from Colorado to Chicago Midway Airport in October is currently the most expensive (average of $156). 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 diciembre 12, 2025.

When flying from Colorado to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 53% versus a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Colorado to Midway. Price data was last updated on December 6, 2025.

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

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.

  • How long is the flight from Colorado to Chicago Midway Airport?

    Departing from Colorado to Chicago Midway Airport will take you 2h 25m. There are 893 mi between Colorado and Chicago Midway Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $69. The most popular route (Denver Intl - Chicago Midway), is priced around $93.

  • 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, January is the cheapest month in which you can book a flight from Colorado to Chicago Midway Airport (average of $57). Flying from Colorado to Chicago Midway Airport in October is currently the most expensive (average of $156). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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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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 diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$171FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$286FlexibilityNo cancel feeOn-time63%

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