Cheap Flights from Colorado Springs, CO to Chicago, IL from $136

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On Cheapflightsplus.com you will find 4 direct and 130 connecting flights from Colorado Springs to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $136, book and save on cheap plane tickets and last minute offers. Also check out COS-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Colorado Springs to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $136 (one-way), $233 (round-trip).

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Best Flights from Colorado Springs to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Colorado Springs to Chicago with the lowest price of $136. The fastest direct flight takes 2h 40m and the fastest connecting – 4h 14m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $153 Find flight	12:05 Colorado Springs Colorado Springs	15:45 Chicago O'Hare International	2h 40m	United Airlines	UA1398
from $169 Find flight	06:00 Colorado Springs Colorado Springs	11:28 Chicago O'Hare International	4h 28m layover 0h 46m - Denver	United Airlines	UA5291 UA2430
from $202 Find flight	14:00 Colorado Springs Colorado Springs	20:05 Chicago O'Hare International	5h 5m layover 1h 22m - Denver	United Airlines	UA4647 UA250
from $136 Find flight	17:09 Colorado Springs Colorado Springs	06:03+1 день Chicago O'Hare International	11h 54m layover 1h 21m - Santa Ana 3h 20m - Las Vegas	Allegiant Air	G41600 NK1447 NK1053
from $514 Find flight	06:00 Colorado Springs Colorado Springs	12:58 Chicago O'Hare International	5h 58m layover 0h 44m - Denver 0h 32m - Minneapolis	United Airlines	UA5291 UA2031 UA576

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 18, 2025

Flight Schedule Colorado Springs (Colorado) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Colorado Springs to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
05:30 — 11:28	05:30 — 06:32 UA4696 United Airlines Colorado Springs — Denver 1h 16m stop 07:48 — 11:28 UA2430 United Airlines Denver — Chicago	4h 58m including layover	Find flight from$169
05:30 — 11:25	05:30 — 06:30 UA4696 United Airlines Colorado Springs — Denver 1h 20m stop 07:50 — 11:25 UA1811 United Airlines Denver — Chicago	4h 55m including layover	Find flight from$170
06:00 — 11:28	06:00 — 07:02 UA5291 United Airlines Colorado Springs — Denver 46m stop 07:48 — 11:28 UA2430 United Airlines Denver — Chicago	4h 28m including layover	Find flight from$169
06:00 — 09:41	06:00 — 09:41 UA1150 United Airlines Colorado Springs — Chicago	2h 41m	Find flight from$175
06:05 — 09:55	06:05 — 09:55 UA5830 United Airlines Colorado Springs — Chicago	2h 50m	Find flight from$165
10:30 — 17:01	10:30 — 11:31 UA5266 United Airlines Colorado Springs — Denver 1h 48m stop 13:25 — 17:05 UA617 United Airlines Denver — Chicago	5h 31m including layover	Find flight from$170
12:02 — 15:54	12:02 — 15:54 UA5214 United Airlines Colorado Springs — Chicago	2h 52m	Find flight from$175
12:05 — 15:45	12:05 — 15:45 UA1398 United Airlines Colorado Springs — Chicago	2h 40m	Find flight from$153
13:55 — 19:57	13:55 — 15:00 UA4647 United Airlines Colorado Springs — Denver 1h 17m stop 16:17 — 19:57 UA1224 United Airlines Denver — Chicago	5h 2m including layover	Find flight from$169
15:45 — 21:32	15:45 — 16:35 UA2101 United Airlines Colorado Springs — Denver 1h 25m stop 18:00 — 21:32 UA1367 United Airlines Denver — Chicago	4h 47m including layover	Find flight from$169
17:09 — 06:03 +1 day	17:09 — 18:37 G41600 Allegiant Air Colorado Springs — Santa Ana 1h 21m stop 19:58 — 21:14 NK1447 Spirit Airlines Santa Ana — Las Vegas 3h 20m stop 00:34 — 06:03 NK1053 Spirit Airlines Las Vegas — Chicago	11h 54m including layover	Find flight from$136
17:09 — 14:46 +1 day	17:09 — 18:37 G41600 Allegiant Air Colorado Springs — Santa Ana 12h 8m stop 06:45 — 08:03 NK1159 Spirit Airlines Santa Ana — Las Vegas 1h 1m stop 09:04 — 14:46 NK1269 Spirit Airlines Las Vegas — Chicago	20h 37m including layover	Find flight from$136
17:09 — 06:03 +2 days	17:09 — 18:37 G41600 Allegiant Air Colorado Springs — Santa Ana 22h 3m stop 16:40 — 18:02 NK1163 Spirit Airlines Santa Ana — Las Vegas 6h 32m stop 00:34 — 06:03 NK1053 Spirit Airlines Las Vegas — Chicago	35h 54m including layover	Find flight from$136
17:36 — 23:43 +1 day	17:36 — 19:04 G41600 Allegiant Air Colorado Springs — Santa Ana 20h 27m stop 15:31 — 16:45 NK874 Spirit Airlines Santa Ana — Las Vegas 1h 11m stop 17:56 — 23:43 NK184 Spirit Airlines Las Vegas — Chicago	29h 7m including layover	Find flight from$164
17:36 — 23:43 +1 day	17:36 — 19:04 G41600 Allegiant Air Colorado Springs — Santa Ana 11h 41m stop 06:45 — 07:57 NK870 Spirit Airlines Santa Ana — Las Vegas 9h 59m stop 17:56 — 23:43 NK184 Spirit Airlines Las Vegas — Chicago	29h 7m including layover	Find flight from$164

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 18, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Colorado Springs to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Colorado Springs and Chicago is 1484 miles. Time difference between the cities is 1h. Airplanes depart 05:30 to 18:35 from 3 Colorado Springs airports and arrive 05:30 to 18:35 to 7 Chicago airports. Average flight time is 2h 46m.

The fastest flight 2h 40m
Average flight time 2h 46m
The earliest flight 05:30
The latest flight 18:35
Distance 923 ml

The cheapest months to travel to Chicago are july (from 136 $), august (from 164 $), september (from 175 $).

The most expensive months are december (from 274 $), february (from 253 $), october (from 176 $).

What is the lowest airfare Colorado Springs to Chicago?

The cheapest plane ticket found by our users is $136. This airfare is for economy class on one-way G41600 flight by Allegiant Air for August 8, 2025 which leaves Colorado Springs in Colorado Springs at 17:09 am and arrives at Chicago O'Hare International at 14:46.

Economy class

$136

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Business class

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First class

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Popular Airlines on the Route

The flight Colorado Springs — Chicago is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by United Airlines - 128 departures per week at the price of from $ 153 . And the most expensive tickets are offered by United Airlines airline - from $ 554.

Direct flights

There are 4 nonstop flights on the route. The fastest direct flight is UA1398 by United Airlines takes 2h 40m and the cheapest is G41600 by Allegiant Air for $153.

UA - United Airlines

from $153

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Connecting Flights

There are 130 flights with layovers on the route. The fastest connecting flight is UA4719 by United Airlines takes 4h 14m and the cheapest is G41600 by Allegiant Air for $136.

UA - United Airlines

from $169

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G4 - Allegiant Air

from $136

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Airports

You can fly from Colorado Springs to Chicago from 3 airports (USAF Academy Airstrip, Colorado Springs, Butts AAF).

Colorado Springs airports

USAF Academy Airstrip-AFF

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Colorado Springs-COS

from $136
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Butts AAF-FCS

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Colorado Springs by 2 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Colorado Springs

You may also consider searching for discounted plane tickets to some other popular places from Colorado Springs within United States.

Colorado Springs — Las Vegas

from $69

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Colorado Springs — Phoenix

from $54

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Colorado Springs — Dallas

from $79

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Colorado Springs — Houston

from $59

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Colorado Springs — San Antonio

from $67

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Colorado Springs — Chicago

from $73

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Colorado Springs — Orlando

from $60

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Colorado Springs — Seattle

from $68

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Colorado Springs — San Diego

from $58

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Colorado Springs — Denver

from $67

Find

Top International Destinations from Colorado Springs

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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