What is the cheapest airline that flies from Colorado to Chicago?

Southwest, Delta, and Sun Country Air are the most popular carriers operating from Colorado to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from Colorado according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Colorado to Chicago on average per day?

The number of flights available between Colorado and Chicago is 76 per day as of September 2026. The most frequent departure time is 12:00PM, with 49% of daily flights leaving at noon.

How many flights depart from Colorado to Chicago on average per week?

537 flights are operational weekly from Colorado to Chicago as of September 2026. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Colorado to Chicago depends on which airport you fly into and out of. Flying from Denver to Chicago O'Hare Intl Airport is 2h 23m on average, while flying from Colorado Springs to Chicago O'Hare Intl Airport is 2h 45m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

When did momondo last update prices for flights from Colorado to Chicago?

Prices for flights from Colorado to Chicago are updated daily.

How many operators does momondo search for flights from Colorado to Chicago?

There are 5 operators available for flights from Colorado to Chicago as of September 2026.

How old do you have to be to fly from Colorado to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Colorado to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$104 Cheap Flights from Colorado to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Colorado to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:55 pm - 6:34 amDEN Denver Intl-ORD Chicago O'Hare Intl

30h 39m1 stop Los Angeles

6:30 am - 8:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$172Frontier

Sat, Oct 24 - Sat, Nov 7

10:55 pm - 6:34 amDEN Denver Intl-ORD Chicago O'Hare Intl

30h 39m1 stop Los Angeles

6:30 am - 8:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$172Frontier

Sat, Oct 24 - Wed, Nov 4

8:55 pm - 12:21 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

7:26 pm - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

13h 53m1 stop Minneapolis St Paul

$185Multiple Airlines

Wed, Nov 4 - Fri, Nov 13

8:55 pm - 12:21 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

7:26 pm - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

13h 53m1 stop Minneapolis St Paul

$186Multiple Airlines

Mon, Nov 9 - Fri, Nov 13

6:46 am - 10:29 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 43mnonstop

10:35 pm - 12:31 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$243American Airlines

Sat, Nov 21 - Sat, Nov 21

6:18 pm - 9:55 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 37mnonstop

9:40 am - 11:37 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 57mnonstop

$243American Airlines

Thu, Dec 17 - Sat, Jan 9

6:00 am - 9:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

7:00 am - 8:46 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 46mnonstop

$243United Airlines

Mon, Oct 26 - Thu, Oct 29

6:00 am - 9:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

5:48 pm - 7:45 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 57mnonstop

$243United Airlines

Mon, Nov 23 - Mon, Nov 23

8:35 am - 11:55 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

7:25 pm - 9:10 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$243Southwest

Wed, Oct 21 - Sat, Oct 24

7:50 am - 11:10 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

3:35 pm - 5:15 pmMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$243Southwest

Mon, Oct 26 - Wed, Oct 28

Cheap last minute flights

Enter your travel dates to find the best prices.

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

6:30 am - 8:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$245Frontier

Fri, Oct 2 - Wed, Oct 28

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

9:51 am - 8:13 amORD Chicago O'Hare Intl-DEN Denver Intl

23h 22m1 stop Orlando

$271Frontier

Fri, Oct 2 - Wed, Oct 28

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

12:30 pm - 5:16 pmORD Chicago O'Hare Intl-DEN Denver Intl

29h 46m2 stops Quincy Regional Nashville Intl

$390Multiple Airlines

Thu, Oct 1 - Mon, Oct 5

10:55 am - 8:30 pmGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

8h 35m1 stop Dallas/Fort Worth

5:00 am - 10:31 amORD Chicago O'Hare Intl-GJT Grand Junction Regnl

6h 31m1 stop Dallas/Fort Worth

$402American Airlines

Wed, Sep 30 - Mon, Oct 26

12:37 pm - 4:30 pmCOS Colorado Springs-ORD Chicago O'Hare Intl

2h 53mnonstop

10:55 am - 12:48 pmORD Chicago O'Hare Intl-COS Colorado Springs

2h 53mnonstop

$432American Airlines

Sun, Sep 27 - Wed, Sep 30

10:40 am - 7:35 pmDEN Denver Intl-ORD Chicago O'Hare Intl

7h 55m1 stop Dallas/Fort Worth

12:30 pm - 5:16 pmORD Chicago O'Hare Intl-DEN Denver Intl

29h 46m2 stops Quincy Regional Nashville Intl

$435Multiple Airlines

Thu, Oct 1 - Mon, Oct 5

2:05 pm - 5:25 pmCOS Colorado Springs-MDW Chicago Midway

2h 20mnonstop

11:50 am - 1:25 pmMDW Chicago Midway-COS Colorado Springs

2h 35mnonstop

$437Southwest

Fri, Oct 2 - Fri, Oct 23

2:15 pm - 8:22 pmGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

5h 07m1 stop Denver Intl

4:20 pm - 10:06 pmORD Chicago O'Hare Intl-GJT Grand Junction Regnl

6h 46m1 stop Denver Intl

$444United Airlines

Fri, Oct 2 - Sat, Oct 10

2:30 pm - 10:50 pmCOS Colorado Springs-MDW Chicago Midway

7h 20m1 stop Phoenix Sky Harbor Intl

11:50 am - 1:25 pmMDW Chicago Midway-COS Colorado Springs

2h 35mnonstop

$447Southwest

Fri, Oct 2 - Fri, Oct 23

1:37 pm - 7:30 pmDRO Durango La Plata County-ORD Chicago O'Hare Intl

4h 53m1 stop Denver Intl

7:00 am - 12:33 pmORD Chicago O'Hare Intl-DRO Durango La Plata County

6h 33m1 stop Denver Intl

$474United Airlines

Fri, Oct 2 - Sun, Oct 4

Cheap direct flights

Enter your travel dates to find the best prices.

3:48 pm - 7:22 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 34mnonstop

6:21 am - 8:21 amORD Chicago O'Hare Intl-DEN Denver Intl

3h 00mnonstop

$172Frontier

Tue, Dec 29 - Wed, Jan 13

8:55 pm - 12:24 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 29mnonstop

6:30 am - 8:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$173Frontier

Thu, Oct 22 - Thu, Oct 29

8:59 pm - 12:26 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 27mnonstop

6:21 am - 8:21 amORD Chicago O'Hare Intl-DEN Denver Intl

3h 00mnonstop

$174Frontier

Thu, Jan 7 - Mon, Jan 11

6:46 am - 10:29 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 43mnonstop

10:35 pm - 12:31 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$243American Airlines

Sat, Nov 21 - Sat, Nov 21

6:18 pm - 9:55 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 37mnonstop

9:40 am - 11:37 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 57mnonstop

$243American Airlines

Thu, Dec 17 - Sat, Jan 9

6:00 am - 9:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

7:00 am - 8:46 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 46mnonstop

$243United Airlines

Mon, Oct 26 - Thu, Oct 29

6:00 am - 9:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

5:48 pm - 7:45 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 57mnonstop

$243United Airlines

Mon, Nov 23 - Mon, Nov 23

7:10 am - 10:30 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

5:45 pm - 7:30 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$243Southwest

Mon, Nov 2 - Tue, Nov 17

7:05 am - 10:30 amDEN Denver Intl-MDW Chicago Midway

2h 25mnonstop

5:55 am - 7:45 amMDW Chicago Midway-DEN Denver Intl

2h 50mnonstop

$243Southwest

Wed, Nov 4 - Mon, Nov 9

6:09 pm - 9:50 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

10:35 pm - 12:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 51mnonstop

$243American Airlines

Thu, Oct 29 - Mon, Nov 2

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Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets

Frontier

Oct 24

DEN10:55 pmDenver Intl

30h 39m

1 stop

ORD6:34 amChicago O'Hare Intl

Nov 7

ORD6:30 amChicago O'Hare Intl

2h 56m

DEN8:26 amDenver Intl

$172

Frontier

Oct 22

DEN8:55 pmDenver Intl

2h 29m

ORD12:24 amChicago O'Hare Intl

Oct 29

ORD6:30 amChicago O'Hare Intl

2h 56m

DEN8:26 amDenver Intl

$173

Frontier

Jan 7

DEN8:59 pmDenver Intl

2h 27m

ORD12:26 amChicago O'Hare Intl

Jan 11

ORD6:21 amChicago O'Hare Intl

3h 00m

DEN8:21 amDenver Intl

$174

American Airlines flights from Colorado to Chicago

Our best American Airlines deals on Colorado to Chicago flight tickets

American Airlines

Nov 7

COS1:34 pmColorado Springs

2h 55m

ORD5:29 pmChicago O'Hare Intl

Nov 10

ORD11:00 amChicago O'Hare Intl

3h 04m

COS1:04 pmColorado Springs

$307

American Airlines

Oct 22

COS3:58 pmColorado Springs

7h 01m

1 stop

ORD11:59 pmChicago O'Hare Intl

Oct 27

ORD10:50 amChicago O'Hare Intl

3h 06m

COS12:56 pmColorado Springs

$318

American Airlines

Dec 4

COS1:34 pmColorado Springs

2h 55m

ORD5:29 pmChicago O'Hare Intl

Dec 17

ORD10:00 amChicago O'Hare Intl

3h 07m

COS12:07 pmColorado Springs

$323

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Sat 10/24

10:55 pm-6:34 am

1 stop30h 39m

Chicago O'Hare Intl

Sat 11/7

6:30 am-8:26 am

Nonstop2h 56m

$172

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Sat 10/24

10:55 pm-6:34 am

1 stop30h 39m

Chicago O'Hare Intl

Wed 11/4

6:30 am-8:26 am

Nonstop2h 56m

$172

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Wed 11/4

8:55 pm-12:21 am

Nonstop2h 26m

Chicago O'Hare Intl

Fri 11/13

7:26 pm-8:19 am

1 stop13h 53m

$185

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Mon 11/9

8:55 pm-12:21 am

Nonstop2h 26m

Chicago O'Hare Intl

Fri 11/13

7:26 pm-8:19 am

1 stop13h 53m

$186

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Sat 11/21

6:46 am-10:29 am

Nonstop2h 43m

Chicago O'Hare Intl

Sat 11/21

10:35 pm-12:31 am

Nonstop2h 56m

$243

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Thu 12/17

6:18 pm-9:55 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sat 1/9

9:40 am-11:37 am

Nonstop2h 57m

$243

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Mon 10/26

6:00 am-9:40 am

Nonstop2h 40m

Chicago O'Hare Intl

Thu 10/29

7:00 am-8:46 am

Nonstop2h 46m

$243

DenverChicago

DEN Denver Intl - ORD Chicago O'Hare Intl

DENORD

Denver Intl

Mon 11/23

6:00 am-9:40 am

Nonstop2h 40m

Chicago O'Hare Intl

Mon 11/23

5:48 pm-7:45 pm

Nonstop2h 57m

$243

DenverChicago

DEN Denver Intl - MDW Chicago Midway

DENMDW

Denver Intl

Wed 10/21

8:35 am-11:55 am

Nonstop2h 20m

Chicago Midway

Sat 10/24

7:25 pm-9:10 pm

Nonstop2h 45m

$243

Quickest round-trip

DenverChicago

DEN Denver Intl - MDW Chicago Midway

DENMDW

Denver Intl

Mon 10/26

7:50 am-11:10 am

Nonstop2h 20m

Chicago Midway

Wed 10/28

3:35 pm-5:15 pm

Nonstop2h 40m

$243

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Colorado to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $244. If you’re not able to fly to Chicago in January, then November is your next best option. Flight prices from Colorado to Chicago during November average around $268.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $336. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Colorado to Chicago for around $551.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Colorado to Chicago during this time can be as low as $264. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $554.

What is the cheapest Colorado to Chicago flight route?

Fly from Denver Intl to Chicago O'Hare Intl for the best Colorado - Chicago flight prices

How far in advance should I book a flight from Colorado to Chicago?

You are more likely to see cheaper flights to Chicago from Colorado when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $302 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Colorado for as low as $239 on momondo.

What cabin class options are available on Colorado to Chicago flights?

There are 4 cabin classes available to choose from on Colorado to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Colorado to Chicago flights?

No. A direct flight is the cheapest option for a flight between Colorado to Chicago.

Cheap Colorado to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Colorado to Chicago

Best Price Found	$104
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Colorado in the past 72 hours is $104. The best round-trip flight deal from Colorado to Chicago found on momondo in the last 72 hours is $172.

The fastest flight from Colorado to Chicago takes 2h 15m

Direct flights go from Colorado to Chicago every day.

There are 3 airports in Chicago. From Colorado there are direct flights to Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Colorado to Chicago

When did momondo last update prices for flights from Colorado to Chicago?
Prices for flights from Colorado to Chicago are updated daily.
How many operators does momondo search for flights from Colorado to Chicago?
There are 5 operators available for flights from Colorado to Chicago as of September 2026.
How old do you have to be to fly from Colorado to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Colorado to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Colorado to Chicago?
Based on momondo bookings for flights between Colorado and Chicago, the leading plane model is Airbus A321neo, making up 17.47% of the total bookings. Other popular models include Airbus A321-100/200 with 13.28%, Boeing 737-800 with 12.09%, and Boeing 737 MAX 8 with 8.90%.

Best airlines flying from Colorado to Chicago

Compare and see reviews for airlines that fly from Colorado to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $82	Free Cancellation	Rating 5.6 2,573 reviews	Search Frontier flights
JetBlue	PriceFrom $138	Free Cancellation	Rating 7.1 3,039 reviews	Search JetBlue flights
Southwest	PriceFrom $170	Free Cancellation	Rating 8.0 4,201 reviews	Search Southwest flights
American Airlines	PriceFrom $175	Free Cancellation	Rating 7.0 12,098 reviews	Search American Airlines flights
United Airlines	PriceFrom $186	Free Cancellation	Rating 7.4 10,248 reviews	Search United Airlines flights

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Portage

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Lansing

Saint Joseph

Valparaiso

Schererville

Munster

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Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Colorado to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Colorado to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Colorado to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Colorado with this policy.

How can momondo help me find flights from Colorado to Chicago?

Once all potential Colorado to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Colorado to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Colorado to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Complete your trip

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Fly into one of these airports located in Chicago

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Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Colorado to Chicago from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Colorado to Chicago departing on 12/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets

American Airlines flights from Colorado to Chicago

Our best American Airlines deals on Colorado to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Colorado to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Colorado to Chicago flight route?

How far in advance should I book a flight from Colorado to Chicago?

What cabin class options are available on Colorado to Chicago flights?

Can stopping save me money on Colorado to Chicago flights?

What is the cheapest airline that flies from Colorado to Chicago?

What airlines fly to Chicago?

How many flights depart from Colorado to Chicago on average per day?

How many flights depart from Colorado to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Colorado to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Colorado to Chicago

Best airlines flying from Colorado to Chicago

Compare and see reviews for airlines that fly from Colorado to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Colorado

According to popular flight searches on momondo this year

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