Cheap flights from Colorado Springs (COS) to Chicago (CHI)

COS — CHI
Oct 4 — Oct 111

The best prices from Colorado Springs to Chicago are usually found in January or October, booked 47 days in advance, depart on a Thursday or Saturday and return on a Saturday

How to find the cheapest flight from Colorado Springs (COS) to Chicago (CHI)

All the information you need to plan the best COS to CHI flight in 2022: compare Colorado Springs to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

COS - CHI

Price

$228 - $624

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 37% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 42% potential price drop
Round-trip from$228From Colorado Springs to Chicago (CHI)
One-way from$178One-way flight from Colorado Springs to Chicago (CHI)

What is the cheapest day to fly round-trip from Colorado Springs to Chicago?

Saturday flights are found to be more expensive to fly from Colorado Springs to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

Travelers have found it’s best to book a flight 47 days in advance to save up to 37% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 47 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Colorado Springs to Chicago 1-2 weeks in advance for as low as $368, or $522 for flights within the next 24 hours.

What is the cheapest month to fly from Colorado Springs to Chicago?

January can be a great time to fly to Chicago from Colorado Springs with a flight ticket averaging about $391. Cheapflights users have found deals in the month of January for as cheap as $157. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Colorado Springs to Chicago (COS - CHI)?

A simple way to save on the total cost of your ticket is to fly from Colorado Springs to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight at noon.

Cheap flights from Colorado Springs to Chicago in September, October 2022

The best prices found for COS to CHI flights for September, October
Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 48m
$170

United Airlines

Pick Dates

Deal found 9/26/22

Sep 29 - Oct 5
COS

Colorado Springs

MDW

Chicago Midway

1 stop

21h 34m
MDW

Chicago Midway

COS

Colorado Springs

1 stop

18h 45m
$172

Frontier

Pick Dates

Deal found 9/27/22

Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

1 stop

4h 28m
$179

United Airlines

Pick Dates

Deal found 9/26/22

Colorado Springs to Chicago 2022 flight deals

Cheap flights to Chicago from Colorado Springs found for this year
Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 48m
$170

United Airlines

Pick Dates

Deal found 9/26/22

Sep 29 - Oct 5
COS

Colorado Springs

MDW

Chicago Midway

1 stop

21h 34m
MDW

Chicago Midway

COS

Colorado Springs

1 stop

18h 45m
$172

Frontier

Pick Dates

Deal found 9/27/22

Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

1 stop

4h 28m
$179

United Airlines

Pick Dates

Deal found 9/26/22

Cheap United Airlines flights from Colorado Springs to Chicago

Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 48m
$170

United Airlines

Pick Dates

Deal found 9/26/22

Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 59m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

1 stop

4h 28m
$179

United Airlines

Pick Dates

Deal found 9/26/22

Nov 1 - Nov 14
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

5h 50m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 58m
$202

United Airlines

Pick Dates

Deal found 9/26/22

Cheap Frontier flights from Colorado Springs to Chicago

Oct 15 - Oct 18
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

15h 14m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

2 stops

13h 53m
$223

Frontier

Pick Dates

Deal found 9/26/22

Oct 21 - Oct 30
COS

Colorado Springs

MDW

Chicago Midway

1 stop

16h 52m
MDW

Chicago Midway

COS

Colorado Springs

1 stop

11h 04m
$234

Frontier

Pick Dates

Deal found 9/27/22

Oct 22 - Oct 23
COS

Colorado Springs

MDW

Chicago Midway

1 stop

14h 47m
MDW

Chicago Midway

COS

Colorado Springs

1 stop

11h 04m
$241

Frontier

Pick Dates

Deal found 9/26/22

Non-stop flights to Chicago from Colorado Springs

Save time with Colorado Springs to Chicago direct flight deals
Nov 9 - Nov 29
COS

Colorado Springs

ORD

Chicago O'Hare Intl

Nonstop

2h 30m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 58m
$249

United Airlines

Pick Dates

Deal found 9/26/22

Nov 11 - Nov 14
COS

Colorado Springs

ORD

Chicago O'Hare Intl

Nonstop

2h 30m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 58m
$257

United Airlines

Pick Dates

Deal found 9/26/22

Oct 18 - Nov 8
COS

Colorado Springs

ORD

Chicago O'Hare Intl

Nonstop

2h 41m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 48m
$260

United Airlines

Pick Dates

Deal found 9/26/22

Last minute flights from Colorado Springs to Chicago

Late deals on return flights to Chicago from Colorado Springs, departing today and this week
Oct 8 - Oct 10
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

15h 14m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 39m
$280

Multiple Airlines

Pick Dates

Deal found 9/27/22

Oct 8 - Oct 10
COS

Colorado Springs

MDW

Chicago Midway

1 stop

14h 47m
MDW

Chicago Midway

COS

Colorado Springs

1 stop

9h 07m
$328

Frontier

Pick Dates

Deal found 9/27/22

Oct 4 - Oct 11
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

7h 58m
ORD

Chicago O'Hare Intl

COS

Colorado Springs

Nonstop

2h 39m
$362

Multiple Airlines

Pick Dates

Deal found 9/27/22

One-way flights to Chicago from Colorado Springs

The cheapest one-way flights from Colorado Springs to Chicago
Oct 6
COS

Colorado Springs

MDW

Chicago Midway

1 stop

15h 10m
$86

Frontier

Pick Dates

Deal found 9/27/22

Oct 6
COS

Colorado Springs

ORD

Chicago O'Hare Intl

1 stop

14h 58m
$86

Frontier

Pick Dates

Deal found 9/27/22

Oct 8
COS

Colorado Springs

MDW

Chicago Midway

1 stop

14h 47m
$90

Frontier

Pick Dates

Deal found 9/27/22

Related info for your journey

Useful info, stats and facts about Colorado Springs to Chicago flights.

What airport do you fly from for flights from Colorado Springs to Chicago?

For a flight from Colorado Springs to Chicago, you will be flying from Colorado Springs. Colorado Springs (COS) is just 6.7 mi from the center of the city. Colorado Springs is the only Colorado Springs airport and it handles 2 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Colorado Springs on a regular basis.

Which airlines flying from Colorado Springs to Chicago have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and Juneyao Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Colorado Springs to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Colorado Springs to Chicago for under $200. The cheapest flight booked recently is on United Airlines for just $170, but on average you can expect to pay $226.

Are there nonstop flights from Colorado Springs to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Colorado Springs to Chicago under $300. A good price for a nonstop flight from Colorado Springs to Chicago is less than $331.

Are there last-minute flights available from Colorado Springs to Chicago for under $300?

There are currently 20+ open flights from Colorado Springs to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Colorado Springs to Chicago?

Nonstop flights are available for this route on the following days: Thursday.

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

4 flight departures from Colorado Springs to Chicago per day on average.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Colorado Springs to Chicago?

Airlines like United Airlines and Frontier fly from Colorado Springs to Chicago in about 5h 59m. The time it takes to get you to your destination can typically vary by up to 9h 15m. The distance from Colorado Springs to Chicago is about 914 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Colorado Springs to Chicago round-trip?

Our cheapest airline available from Colorado Springs to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $170 on this airline. An additional option worth looking into is Frontier, starting at $223. Users have found that United Airlines is 56% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Colorado Springs to Chicago one-way?

The cheapest airlines for a one-way flight from Colorado Springs to Chicago are Frontier ($86), Delta ($104), and American Airlines ($105).

What are the most popular airlines that fly from Colorado Springs to Chicago?

Consider American Airlines, Juneyao Airlines or United Airlines when booking your flight. These represent the most popular airlines when flying from Colorado Springs to Chicago.

What are the most reliable airlines from Colorado Springs to Chicago?

Before booking your flight to Chicago from Colorado Springs, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (94%), United Airlines (89%), Lufthansa( 84%).

What are the cheapest flights from Colorado Springs to Chicago?

Looking at all options, your cheapest flight can be booked for $143. While the most popular route (Colorado Springs - Chicago O'Hare Intl) can be booked for $189 on average our data indicates $418 when flying from Colorado Springs to Chicago.

Alternative routes for Colorado Springs to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Colorado Springs to Chicago

The chart below displays the airlines Cheapflights users traveling from Colorado Springs to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$98Average$284FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$147Average$410FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Hourly flight availability from Colorado Springs to Chicago

See what time of day planes typically take off from Colorado Springs to Chicago
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Colorado Springs to Chicago

See how many times per day planes take to the skies headed from Colorado Springs to Chicago
Sunday2daily flights
Monday3daily flights
Tuesday2daily flights
Wednesday3daily flights
Thursday5daily flights
Friday2daily flights
Saturday2daily flights