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

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

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

As of April 2026, 1 flights take off from Colorado Springs and land in Chicago each day. The most common flight departure time for this route is 11:00AM, with 66% of daily flights taking off at noon.

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

As of April 2026, there are 10 flights per week flying from Colorado Springs to Chicago. The most common day of the week flights depart is Mon, with 20% of flights 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 Springs according to our data. United Airlines is the first choice among our users, with 31% 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.

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

Prices for flights from Colorado Springs Airport to Chicago are updated daily.

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

As of April 2026, there are 3 operators available to choose from for flights from Colorado Springs Airport to Chicago.

How old do you have to be to fly from Colorado Springs Airport 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 Springs Airport to Chicago.

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

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$135 Cheap Flights from Colorado Springs to Chicago in 2026

Q: What is the typical price of a round-trip flight between Colorado Springs and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $399 to $284. The lowest price recently found on this route was $270.

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Find the cheapest flights from Colorado Springs to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:49 am - 12:27 am

COS

ORD

12h 38m

1 stop

7:50 am - 5:56 pm

ORD

COS

11h 06m

1 stop

$270Multiple Airlines

Fri, Apr 24 - Sun, Apr 26

11:43 am - 3:27 pm

COS

ORD

2h 44mnonstop

8:46 am - 10:47 am

ORD

COS

3h 01mnonstop

$271United Airlines

Sat, May 2 - Tue, May 5

3:25 pm - 9:23 pm

COS

ORD

4h 58m

1 stop

7:50 pm - 10:01 pm

ORD

COS

3h 11mnonstop

$281United Airlines

Sat, May 2 - Tue, May 5

12:16 pm - 4:02 pm

COS

ORD

2h 46mnonstop

9:06 am - 11:10 am

ORD

COS

3h 04mnonstop

$287United Airlines

Tue, Jun 9 - Tue, Jun 16

12:23 pm - 4:10 pm

COS

ORD

2h 47mnonstop

6:00 am - 12:20 pm

ORD

COS

7h 20m

1 stop

$289American Airlines

Tue, May 12 - Wed, May 27

1:10 pm - 9:20 pm

COS

MDW

7h 10m

1 stop

5:30 pm - 9:20 pm

MDW

COS

4h 50m

1 stop

$291Southwest

Sat, May 2 - Tue, May 5

11:55 am - 9:18 pm

COS

ORD

8h 23m

1 stop

2:09 pm - 10:13 pm

ORD

COS

9h 04m

1 stop

$291Delta

Wed, Apr 29 - Tue, May 5

12:23 pm - 4:10 pm

COS

ORD

2h 47mnonstop

9:40 am - 11:40 am

ORD

COS

3h 00mnonstop

$292American Airlines

Tue, May 12 - Wed, May 27

9:50 am - 5:15 pm

COS

MDW

6h 25m

2 stops

10:10 am - 3:30 pm

MDW

COS

6h 20m

1 stop

$296Southwest

Sat, May 2 - Tue, May 5

8:15 am - 9:09 pm

COS

MDW

11h 54m

2 stops

1:22 pm - 9:27 pm

MDW

COS

9h 05m

2 stops

$309Delta

Tue, May 12 - Wed, May 20

United Airlines flights from Colorado Springs to Chicago

Our best United Airlines deals on Colorado Springs to Chicago flight tickets

United Airlines

May 2

COS11:43 amColorado Springs

2h 44m

ORD3:27 pmChicago O'Hare Intl

May 5

ORD8:46 amChicago O'Hare Intl

3h 01m

COS10:47 amColorado Springs

$271

United Airlines

May 2

COS3:25 pmColorado Springs

4h 58m

1 stop

ORD9:23 pmChicago O'Hare Intl

May 5

ORD7:50 pmChicago O'Hare Intl

3h 11m

COS10:01 pmColorado Springs

$281

United Airlines

Jun 9

COS12:16 pmColorado Springs

2h 46m

ORD4:02 pmChicago O'Hare Intl

Jun 16

ORD9:06 amChicago O'Hare Intl

3h 04m

COS11:10 amColorado Springs

$287

American Airlines flights from Colorado Springs to Chicago

Our best American Airlines deals on Colorado Springs to Chicago flight tickets

American Airlines

May 12

COS12:23 pmColorado Springs

2h 47m

ORD4:10 pmChicago O'Hare Intl

May 27

ORD6:00 amChicago O'Hare Intl

7h 20m

1 stop

COS12:20 pmColorado Springs

$289

American Airlines

May 12

COS12:23 pmColorado Springs

2h 47m

ORD4:10 pmChicago O'Hare Intl

May 27

ORD9:40 amChicago O'Hare Intl

3h 00m

COS11:40 amColorado Springs

$292

American Airlines

May 12

COS1:39 pmColorado Springs

7h 41m

1 stop

ORD10:20 pmChicago O'Hare Intl

May 27

ORD9:40 amChicago O'Hare Intl

6h 07m

1 stop

COS2:47 pmColorado Springs

$299

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 4/24

10:49 am-12:27 am

1 stop12h 38m

Chicago O'Hare Intl

Sun 4/26

7:50 am-5:56 pm

1 stop11h 06m

$270

Quickest round-trip

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

11:43 am-3:27 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 5/5

8:46 am-10:47 am

Nonstop3h 01m

$271

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

3:25 pm-9:23 pm

1 stop4h 58m

Chicago O'Hare Intl

Tue 5/5

7:50 pm-10:01 pm

Nonstop3h 11m

$281

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/9

12:16 pm-4:02 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 6/16

9:06 am-11:10 am

Nonstop3h 04m

$287

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 5/12

12:23 pm-4:10 pm

Nonstop2h 47m

Chicago O'Hare Intl

Wed 5/27

6:00 am-12:20 pm

1 stop7h 20m

$289

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Sat 5/2

1:10 pm-9:20 pm

1 stop7h 10m

Chicago Midway

Tue 5/5

5:30 pm-9:20 pm

1 stop4h 50m

$291

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

11:55 am-9:18 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 5/5

2:09 pm-10:13 pm

1 stop9h 04m

$291

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 5/12

12:23 pm-4:10 pm

Nonstop2h 47m

Chicago O'Hare Intl

Wed 5/27

9:40 am-11:40 am

Nonstop3h 00m

$292

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Sat 5/2

9:50 am-5:15 pm

2 stops6h 25m

Chicago Midway

Tue 5/5

10:10 am-3:30 pm

1 stop6h 20m

$296

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Tue 5/12

8:15 am-9:09 pm

2 stops11h 54m

Chicago Midway

Wed 5/20

1:22 pm-9:27 pm

2 stops9h 05m

$309

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 Springs 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 typical price of a round-trip flight between Colorado Springs and Chicago?

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 Springs, with most prices found around $286. If you’re not able to fly to Chicago in January, then October is your next best option. Flight prices from Colorado Springs to Chicago during October average around $291.

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 $410. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Colorado Springs to Chicago for around $535.

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 morning. Flights from Colorado Springs to Chicago during this time can be as low as $431. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $484.

What is the cheapest Colorado Springs to Chicago flight route?

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

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

There are 4 cabin classes available to choose from on Colorado Springs 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 Springs to Chicago flights?

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

How have Colorado Springs to Chicago flight prices changed over time?

As of April 2026, prices for Colorado Springs to Chicago flights are approximately 38% more expensive when compared to flights at the same time last year.

When to book flights from Colorado Springs to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Colorado Springs to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Colorado Springs to Chicago (COS to CHI) flight deals and tips

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

Best Price Found	$181
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Colorado Springs in the past 72 hours is $181. The best round-trip flight deal from Colorado Springs to Chicago found on momondo in the last 72 hours is $312.

The fastest flight from Colorado Springs to Chicago takes 2h 20m

Direct flights go from Colorado Springs to Chicago every day.

There are 3 airports in Chicago. From Colorado Springs there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Colorado Springs to Chicago

How far is Colorado Springs to Chicago by plane?
Colorado Springs and Chicago are 927.0 mi apart from one another. Typically, this will take 2h 20m by plane in normal conditions.
When did momondo last update prices for flights from Colorado Springs Airport to Chicago?
Prices for flights from Colorado Springs Airport to Chicago are updated daily.
How many operators does momondo search for flights from Colorado Springs Airport to Chicago?
As of April 2026, there are 3 operators available to choose from for flights from Colorado Springs Airport to Chicago.
How old do you have to be to fly from Colorado Springs Airport 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 Springs Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Colorado Springs to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Colorado Springs to Chicago is Canadair (Bombardier) Regional Jet 700, representing 38.28% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 35.91%, Airbus A320-100/200 at 6.23%, and Airbus A319 at 4.75%.
What is the most popular airline from Colorado Springs to Chicago?
momondo data reveals that the most frequently booked airline on the route from Colorado Springs to Chicago is United Airlines, representing 46% of all bookings. The subsequent popular airlines are Southwest at 28% and American Airlines at 26%.

Best airlines flying from Colorado Springs to Chicago

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

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $227	Free Cancellation	Rating 8.0 4,340 reviews	Search Southwest flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 9,546 reviews	Search United Airlines flights
American Airlines	PriceFrom $229	Free Cancellation	Rating 7.1 11,558 reviews	Search American Airlines flights

United Airlines Flights From Colorado Springs to Chicago
Across 7 United Airlines flights from Colorado Springs to Chicago this week, the average price was $384, with the best United Airlines deals starting from $229 round-trip. 9,546 users have rated United Airlines on momondo, with an average score of 7.4/10.
American Airlines Flights From Colorado Springs to Chicago
American Airlines (7.1/10 from 11,558 reviews) operates around 3 flights from Colorado Springs to Chicago in any given week. The average American Airlines airfare for this route is around $354, with deals from around $229 rare but found on momondo. Referenced prices are for round-trip Colorado Springs to Chicago flight searches in the last 72 hours.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Colorado Springs to Chicago for you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Colorado Springs to Chicago.

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

If you are not ready to book a flight from Colorado Springs to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from Colorado Springs to Chicago from $135

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 Springs to Chicago departing on 5/1. 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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How to get the cheapest flight ticket from Colorado Springs to Chicago

What is the typical price of a round-trip flight between Colorado Springs and 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 Springs to Chicago flight route?

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

Can stopping save me money on Colorado Springs to Chicago flights?

How have Colorado Springs to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

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

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

When to book flights from Colorado Springs to Chicago

Cheap Colorado Springs to Chicago (COS to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Colorado Springs to Chicago

Best airlines flying from Colorado Springs to Chicago

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

United Airlines Flights From Colorado Springs to Chicago

American Airlines Flights From Colorado Springs to Chicago

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.

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