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

Frontier, Southwest, and United Airlines are the most popular carriers operating from Colorado to Chicago

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

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

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 32% 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 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 31m on average, while flying from Colorado Springs to Chicago O'Hare Intl Airport is 2h 41m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

The number of flights available between Colorado and Chicago is 54 per day as of February 2026. The most frequent departure time is 1:00PM, with 56% of daily flights leaving in the afternoon.

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 February 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.

$84 Cheap Flights from Colorado to Chicago in 2026

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Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 pm - 12:38 am

DEN

ORD

2h 38mnonstop

4:34 pm - 11:04 pm

ORD

DEN

7h 30m

1 stop

$120Frontier

Sat, Apr 11 - Mon, Apr 13

1:09 pm - 10:39 pm

DEN

ORD

8h 30m

1 stop

10:55 am - 12:58 pm

ORD

DEN

3h 03mnonstop

$121Frontier

Wed, Apr 22 - Thu, Apr 23

2:19 pm - 4:16 pm

DEN

MDW

24h 57m

2 stops

11:25 am - 6:36 pm

MDW

DEN

8h 11m

1 stop

$141Multiple Airlines

Wed, Mar 4 - Wed, Mar 11

11:33 am - 7:50 pm

DRO

ORD

7h 17m

1 stop

7:10 am - 12:39 pm

ORD

DRO

6h 29m

1 stop

$228United Airlines

Wed, Feb 18 - Sat, Feb 21

12:30 pm - 4:10 pm

COS

ORD

2h 40mnonstop

9:59 am - 11:59 am

ORD

COS

3h 00mnonstop

$229American Airlines

Fri, Mar 6 - Mon, Mar 9

1:32 pm - 8:00 pm

COS

ORD

5h 28m

1 stop

8:50 am - 11:00 am

ORD

COS

3h 10mnonstop

$239United Airlines

Thu, Mar 5 - Tue, Mar 10

4:46 pm - 11:36 pm

GJT

ORD

5h 50m

1 stop

5:00 am - 11:32 am

ORD

GJT

7h 32m

1 stop

$239American Airlines

Fri, Feb 20 - Tue, Feb 24

2:37 pm - 5:41 pm

COS

ORD

26h 04m

2 stops

7:43 am - 5:56 pm

ORD

COS

11h 13m

1 stop

$247Multiple Airlines

Fri, Apr 17 - Sun, Apr 19

1:22 pm - 10:33 pm

COS

MDW

8h 11m

1 stop

6:00 am - 12:33 pm

MDW

COS

7h 33m

1 stop

$249Delta

Tue, Mar 3 - Tue, Mar 10

1:22 pm - 10:33 pm

COS

MDW

8h 11m

1 stop

1:10 pm - 10:05 pm

MDW

COS

9h 55m

2 stops

$254Delta

Tue, Mar 3 - Tue, Mar 10

Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets

Frontier

Apr 11

DEN9:00 pmDenver Intl

2h 38m

ORD12:38 amChicago O'Hare Intl

Apr 13

ORD4:34 pmChicago O'Hare Intl

7h 30m

1 stop

DEN11:04 pmDenver Intl

$120

Frontier

Apr 22

DEN1:09 pmDenver Intl

8h 30m

1 stop

ORD10:39 pmChicago O'Hare Intl

Apr 23

ORD10:55 amChicago O'Hare Intl

3h 03m

DEN12:58 pmDenver Intl

$121

Frontier

Apr 24

DEN6:15 amDenver Intl

2h 35m

ORD9:50 amChicago O'Hare Intl

Apr 27

ORD10:55 amChicago O'Hare Intl

3h 03m

DEN12:58 pmDenver Intl

$125

American Airlines flights from Colorado to Chicago

Our best American Airlines deals on Colorado to Chicago flight tickets

American Airlines

Mar 6

COS12:30 pmColorado Springs

2h 40m

ORD4:10 pmChicago O'Hare Intl

Mar 9

ORD9:59 amChicago O'Hare Intl

3h 00m

COS11:59 amColorado Springs

$229

American Airlines

Feb 20

GJT4:46 pmGrand Junction Regnl

5h 50m

1 stop

ORD11:36 pmChicago O'Hare Intl

Feb 24

ORD5:00 amChicago O'Hare Intl

7h 32m

1 stop

GJT11:32 amGrand Junction Regnl

$239

American Airlines

Feb 19

COS4:49 pmColorado Springs

7h 06m

1 stop

ORD12:55 amChicago O'Hare Intl

Feb 24

ORD10:00 amChicago O'Hare Intl

3h 00m

COS12:00 pmColorado Springs

$264

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 4/11

9:00 pm-12:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 4/13

4:34 pm-11:04 pm

1 stop7h 30m

$120

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/22

1:09 pm-10:39 pm

1 stop8h 30m

Chicago O'Hare Intl

Thu 4/23

10:55 am-12:58 pm

Nonstop3h 03m

$121

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 3/4

2:19 pm-4:16 pm

2 stops24h 57m

Chicago Midway

Wed 3/11

11:25 am-6:36 pm

1 stop8h 11m

$141

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Wed 2/18

11:33 am-7:50 pm

1 stop7h 17m

Chicago O'Hare Intl

Sat 2/21

7:10 am-12:39 pm

1 stop6h 29m

$228

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 3/6

12:30 pm-4:10 pm

Nonstop2h 40m

Chicago O'Hare Intl

Mon 3/9

9:59 am-11:59 am

Nonstop3h 00m

$229

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Thu 3/5

1:32 pm-8:00 pm

1 stop5h 28m

Chicago O'Hare Intl

Tue 3/10

8:50 am-11:00 am

Nonstop3h 10m

$239

Grand JunctionChicago

GJT - ORD

GJTORD

Grand Junction Regnl

Fri 2/20

4:46 pm-11:36 pm

1 stop5h 50m

Chicago O'Hare Intl

Tue 2/24

5:00 am-11:32 am

1 stop7h 32m

$239

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 4/17

2:37 pm-5:41 pm

2 stops26h 04m

Chicago O'Hare Intl

Sun 4/19

7:43 am-5:56 pm

1 stop11h 13m

$247

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Tue 3/3

1:22 pm-10:33 pm

1 stop8h 11m

Chicago Midway

Tue 3/10

6:00 am-12:33 pm

1 stop7h 33m

$249

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Tue 3/3

1:22 pm-10:33 pm

1 stop8h 11m

Chicago Midway

Tue 3/10

1:10 pm-10:05 pm

2 stops9h 55m

$254

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 August is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $196. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Colorado to Chicago during September average around $196.

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 Thursday when prices can be found for as low as $295. 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 $518.

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 $202. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $585.

What is the cheapest Colorado to Chicago flight route?

Fly from Denver Intl to Chicago Midway for the best Colorado - Chicago flight prices

How far in advance should I book a flight 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 $245 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 $193 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	$132
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 $132. The best round-trip flight deal from Colorado to Chicago found on momondo in the last 72 hours is $228.

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 O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

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 February 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 15.49% of the total bookings. Other popular models include Boeing 757-300 with 10.66%, Boeing 737-800 with 10.57%, and Boeing 737-900 with 8.94%.

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 $61	Free Cancellation	Rating 5.7 3,052 reviews	Search Frontier flights
JetBlue	PriceFrom $126	Free Cancellation	Rating 7.2 2,893 reviews	Search JetBlue flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,274 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,222 reviews	Search American Airlines flights
United Airlines	PriceFrom $157	Free Cancellation	Rating 7.4 9,236 reviews	Search United Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

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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Fly into one of these airports located in Chicago

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Cheap flights from Colorado to Chicago from $84

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 4/20. 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

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Our best American Airlines deals on Colorado to Chicago flight tickets

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How to get the cheapest flight ticket from Colorado to Chicago

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $196. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Colorado to Chicago during September average around $196.

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?

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 $202. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $585.

What is the cheapest Colorado to Chicago flight route?

Fly from Denver Intl to Chicago Midway for the best Colorado - Chicago flight prices

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

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.

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

Frontier, Southwest, and United Airlines are the most popular carriers operating from Colorado to Chicago

What airlines fly to Chicago?

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

The number of flights available between Colorado and Chicago is 54 per day as of February 2026. The most frequent departure time is 1:00PM, with 56% of daily flights leaving in the afternoon.

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

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

How long does it take to fly 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

Fastest flight time

Direct flights

Airports in Chicago

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

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

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

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

What is the most popular plane model 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?

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

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

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

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

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.

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

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