What airlines fly to Chicago?

United Airlines, Frontier and American Airlines 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 29% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 week?

545 flights are operational weekly from Colorado to Chicago as of September 2025. The most popular departure day for this route is Mon, with 16% 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 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 77 per day as of September 2025. The most frequent departure time is 12:00PM, with 47% of daily flights leaving in the afternoon.

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

Frontier, United Airlines, and Southwest are the most popular carriers operating 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 4 operators available for flights from Colorado to Chicago as of September 2025.

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.

$63 Cheap Flights from Colorado to Chicago in 2025/26

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Find the cheapest flights from Colorado to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:22 pm - 11:53 pmDEN-ORD

2h 31mnonstop

7:05 am - 8:54 amORD-DEN

2h 49mnonstop

$114Frontier

Find Deal

Wed, Oct 22 - Sat, Oct 25

8:05 am - 11:30 amDEN-MDW

2h 25mnonstop

12:30 pm - 2:16 pmMDW-DEN

2h 46mnonstop

$114Frontier

Find Deal

Thu, Nov 13 - Sun, Nov 16

6:00 am - 9:40 amDEN-ORD

2h 40mnonstop

1:51 pm - 3:40 pmORD-DEN

2h 49mnonstop

$147United Airlines

Find Deal

Wed, Dec 10 - Mon, Dec 15

8:00 am - 11:25 amDEN-MDW

2h 25mnonstop

5:15 pm - 6:55 pmMDW-DEN

2h 40mnonstop

$147Southwest

Find Deal

Tue, Nov 11 - Sat, Nov 15

6:55 pm - 10:15 pmDEN-MDW

2h 20mnonstop

5:55 pm - 10:05 pmMDW-DEN

5h 10m1 stop

$157Southwest

Find Deal

Mon, Oct 20 - Wed, Oct 22

8:25 am - 12:29 pmEGE-ORD

3h 04mnonstop

4:20 pm - 6:21 pmORD-EGE

3h 01mnonstop

$249United Airlines

Find Deal

Mon, Dec 29 - Fri, Jan 2

12:40 pm - 4:26 pmCOS-ORD

2h 46mnonstop

10:02 am - 12:06 pmORD-COS

3h 04mnonstop

$249American Airlines

Find Deal

Sat, Nov 8 - Tue, Nov 11

9:41 am - 10:14 amCOS-ORD

23h 33m1 stop

5:50 am - 9:21 amORD-COS

28h 31m1 stop

$259Multiple Airlines

Find Deal

Fri, Oct 24 - Sun, Oct 26

12:13 pm - 3:57 pmCOS-ORD

2h 44mnonstop

9:45 am - 11:30 amORD-COS

2h 45mnonstop

$267American Airlines

Find Deal

Thu, Feb 26 - Mon, Mar 2

9:41 am - 3:45 pmCOS-ORD

29h 04m1 stop

1:14 pm - 9:21 amORD-COS

21h 07m2 stops

$278Multiple Airlines

Find Deal

Fri, Oct 24 - Sun, Oct 26

Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets

Frontier

Oct 22

DEN8:22 pmDenver Intl

2h 31m

ORD11:53 pmChicago O'Hare Intl

Oct 25

ORD7:05 amChicago O'Hare Intl

2h 49m

DEN8:54 amDenver Intl

$114

Find similar

Frontier

Nov 4

DEN12:05 pmDenver Intl

2h 34m

ORD3:39 pmChicago O'Hare Intl

Nov 11

ORD6:05 pmChicago O'Hare Intl

2h 54m

DEN7:59 pmDenver Intl

$115

Find similar

Frontier

Sep 27

DEN5:50 pmDenver Intl

2h 38m

ORD9:28 pmChicago O'Hare Intl

Sep 30

ORD7:20 amChicago O'Hare Intl

2h 53m

DEN9:13 amDenver Intl

$116

Find similar

United Airlines flights from Colorado to Chicago

Our best United Airlines deals on Colorado to Chicago flight tickets

United Airlines

Dec 10

DEN6:00 amDenver Intl

2h 40m

ORD9:40 amChicago O'Hare Intl

Dec 15

ORD1:51 pmChicago O'Hare Intl

2h 49m

DEN3:40 pmDenver Intl

$147

Find similar

United Airlines

Dec 29

EGE8:25 amVail Eagle County

3h 04m

ORD12:29 pmChicago O'Hare Intl

Jan 2

ORD4:20 pmChicago O'Hare Intl

3h 01m

EGE6:21 pmVail Eagle County

$249

Find similar

United Airlines

Nov 14

DRO6:05 pmDurango La Plata County

4h 54m

1 stop

ORD11:59 pmChicago O'Hare Intl

Nov 17

ORD3:55 pmChicago O'Hare Intl

7h 06m

1 stop

DRO10:01 pmDurango La Plata County

$258

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 10/22

8:22 pm-11:53 pm

Nonstop2h 31m

Chicago O'Hare Intl

Sat 10/25

7:05 am-8:54 am

Nonstop2h 49m

$114

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 11/13

8:05 am-11:30 am

Nonstop2h 25m

Chicago Midway

Sun 11/16

12:30 pm-2:16 pm

Nonstop2h 46m

$114

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 12/10

6:00 am-9:40 am

Nonstop2h 40m

Chicago O'Hare Intl

Mon 12/15

1:51 pm-3:40 pm

Nonstop2h 49m

$147

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 11/11

8:00 am-11:25 am

Nonstop2h 25m

Chicago Midway

Sat 11/15

5:15 pm-6:55 pm

Nonstop2h 40m

$147

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mon 10/20

6:55 pm-10:15 pm

Nonstop2h 20m

Chicago Midway

Wed 10/22

5:55 pm-10:05 pm

1 stop5h 10m

$157

VailChicago

EGE - ORD

EGEORD

Vail Eagle County

Mon 12/29

8:25 am-12:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

Fri 1/2

4:20 pm-6:21 pm

Nonstop3h 01m

$249

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 11/8

12:40 pm-4:26 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 11/11

10:02 am-12:06 pm

Nonstop3h 04m

$249

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 10/24

9:41 am-10:14 am

1 stop23h 33m

Chicago O'Hare Intl

Sun 10/26

5:50 am-9:21 am

1 stop28h 31m

$259

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Thu 2/26

12:13 pm-3:57 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 3/2

9:45 am-11:30 am

Nonstop2h 45m

$267

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 10/24

9:41 am-3:45 pm

1 stop29h 04m

Chicago O'Hare Intl

Sun 10/26

1:14 pm-9:21 am

2 stops21h 07m

$278

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 October is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $176. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Colorado to Chicago during February average around $186.

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 $297. 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 $505.

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 $193. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $622.

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 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 $233 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 $196 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	$108
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Colorado in the past 72 hours is $108. The best round-trip flight deal from Colorado to Chicago found on momondo in the last 72 hours is $170.

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

Direct flights go from Colorado to Chicago every day.

There is 1 airport near Chicago: 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 4 operators available for flights from Colorado to Chicago as of September 2025.
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 12.75% of the total bookings. Other popular models include Boeing 737-800 with 10.78%, Boeing 737-800 Passenger/BBJ2 (winglets) with 10.42%, and Boeing 737 MAX 8 with 9.85%.

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 $62	Free Cancellation	Rating 5.8 3,166 reviews	Search Frontier flights
Southwest	PriceFrom $152	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
American Airlines	PriceFrom $156	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 8,922 reviews	Search United Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Cheap flights from Colorado to Chicago from $63

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 10/3. 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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Big names and deals

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Filter for what you want

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Find the cheapest flights from Colorado to Chicago

Cheap round-trip flights

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Cheap last minute flights

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Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets

United Airlines flights from Colorado to Chicago

Our best United Airlines deals on Colorado to Chicago flight tickets

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Use the filters below to find and compare flights from Colorado to Chicago that are best for you.

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $176. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Colorado to Chicago during February average around $186.

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 $193. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $622.

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 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, United Airlines, and Southwest 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 77 per day as of September 2025. The most frequent departure time is 12:00PM, with 47% of daily flights leaving in the afternoon.

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

545 flights are operational weekly from Colorado to Chicago as of September 2025. The most popular departure day for this route is Mon, with 16% 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