Cheap Flights from Colorado Springs, CO to Chicago, IL from $108

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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 $108, 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: $108 (one-way), $185 (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 $108. The fastest direct flight takes 2h 40m and the fastest connecting – 4h 14m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $120 Find flight	12:05 Colorado Springs Colorado Springs	15:45 Chicago O'Hare International	2h 40m	United Airlines	UA1398
from $130 Find flight	06:05 Colorado Springs Colorado Springs	09:55 Chicago O'Hare International	2h 50m	United Airlines	UA5830
from $134 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 $134 Find flight	18:25 Colorado Springs Colorado Springs	23:59 Chicago O'Hare International	4h 34m layover 0h 54m - Denver	United Airlines	UA5391 UA377
from $134 Find flight	12:50 Colorado Springs Colorado Springs	18:25 Chicago O'Hare International	4h 35m layover 0h 50m - Denver	United Airlines	UA5812 UA1023
from $134 Find flight	07:30 Colorado Springs Colorado Springs	13:12 Chicago O'Hare International	4h 42m layover 1h 7m - Denver	United Airlines	UA2244 UA2329
from $134 Find flight	15:45 Colorado Springs Colorado Springs	21:32 Chicago O'Hare International	4h 47m layover 1h 25m - Denver	United Airlines	UA2101 UA1367
from $134 Find flight	05:30 Colorado Springs Colorado Springs	11:28 Chicago O'Hare International	4h 58m layover 1h 16m - Denver	United Airlines	UA4696 UA2430
from $135 Find flight	17:20 Colorado Springs Colorado Springs	22:34 Chicago O'Hare International	4h 14m layover 0h 40m - Denver	United Airlines	UA4719 UA2258
from $135 Find flight	11:35 Colorado Springs Colorado Springs	17:01 Chicago O'Hare International	4h 26m layover 0h 43m - Denver	United Airlines	UA4675 UA617
from $135 Find flight	12:55 Colorado Springs Colorado Springs	18:24 Chicago O'Hare International	4h 29m layover 0h 49m - Denver	United Airlines	UA5399 UA1023
from $135 Find flight	15:35 Colorado Springs Colorado Springs	21:04 Chicago O'Hare International	4h 29m layover 0h 52m - Denver	United Airlines	UA2101 UA1898
from $160 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 $186 Find flight	10:30 Colorado Springs Colorado Springs	19:50 Chicago O'Hare International	8h 20m layover 4h 35m - Denver	United Airlines	UA5548 UA213
from $108 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 $408 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 June 23, 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
06:00 — 09:41	06:00 — 09:41 UA1150 United Airlines Colorado Springs — Chicago	2h 41m	Find flight from$138
06:05 — 09:55	06:05 — 09:55 UA5830 United Airlines Colorado Springs — Chicago	2h 50m	Find flight from$130
12:02 — 15:54	12:02 — 15:54 UA5214 United Airlines Colorado Springs — Chicago	2h 52m	Find flight from$138
12:05 — 15:45	12:05 — 15:45 UA1398 United Airlines Colorado Springs — Chicago	2h 40m	Find flight from$120
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$134
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$135
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$134
07:00 — 13:12	05:30 — 06:30 UA4696 United Airlines Colorado Springs — Denver 1h 34m stop 09:40 — 13:20 UA2329 United Airlines Denver — Chicago	5h 12m including layover	Find flight from$135
07:30 — 13:12	07:30 — 08:22 UA2244 United Airlines Colorado Springs — Denver 1h 7m stop 09:40 — 13:20 UA2329 United Airlines Denver — Chicago	4h 42m including layover	Find flight from$134
08:00 — 15:05	08:00 — 09:00 UA4711 United Airlines Colorado Springs — Denver 2h 25m stop 11:25 — 15:05 UA2865 United Airlines Denver — Chicago	6h 5m including layover	Find flight from$149
09:30 — 14:55	09:34 — 10:35 UA5634 United Airlines Colorado Springs — Denver 40m stop 11:25 — 15:05 UA2865 United Airlines Denver — Chicago	4h 25m including layover	Find flight from$140
09:34 — 17:05	09:34 — 10:35 UA5634 United Airlines Colorado Springs — Denver 2h 50m stop 13:25 — 17:05 UA617 United Airlines Denver — Chicago	6h 31m including layover	Find flight from$138
10:30 — 17:05	10:30 — 11:35 UA5548 United Airlines Colorado Springs — Denver 1h 50m stop 13:25 — 17:05 UA617 United Airlines Denver — Chicago	5h 35m including layover	Find flight from$134
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$135
11:35 — 17:01	11:35 — 12:36 UA4675 United Airlines Colorado Springs — Denver 43m stop 13:25 — 17:05 UA617 United Airlines Denver — Chicago	4h 26m including layover	Find flight from$135
11:35 — 18:24	11:35 — 12:36 UA4675 United Airlines Colorado Springs — Denver 2h 8m stop 14:44 — 18:24 UA1023 United Airlines Denver — Chicago	5h 49m including layover	Find flight from$138
12:50 — 18:25	12:50 — 13:55 UA5812 United Airlines Colorado Springs — Denver 50m stop 14:45 — 18:26 UA1023 United Airlines Denver — Chicago	4h 35m including layover	Find flight from$134
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$134
13:55 — 20:21	13:55 — 15:00 UA4647 United Airlines Colorado Springs — Denver 1h 40m stop 18:00 — 21:32 UA1367 United Airlines Denver — Chicago	5h 26m including layover	Find flight from$135
14:00 — 21:04	14:00 — 15:00 UA4647 United Airlines Colorado Springs — Denver 2h 20m stop 17:25 — 21:10 UA1898 United Airlines Denver — Chicago	6h 4m including layover	Find flight from$135
14:00 — 22:34	14:00 — 15:00 UA4647 United Airlines Colorado Springs — Denver 4h stop 19:00 — 22:34 UA2258 United Airlines Denver — Chicago	7h 34m including layover	Find flight from$135
15:35 — 21:04	15:35 — 16:28 UA2101 United Airlines Colorado Springs — Denver 52m stop 17:25 — 21:10 UA1898 United Airlines Denver — Chicago	4h 29m including layover	Find flight from$135
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$134
18:25 — 23:59	18:35 — 19:35 UA5391 United Airlines Colorado Springs — Denver 54m stop 20:55 — 00:30 UA377 United Airlines Denver — Chicago	4h 34m including layover	Find flight from$134
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$108
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$108

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

*Departure and arrival times - local. Updated on June 23, 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 144 $), august (from 173 $), september (from 185 $).

The most expensive months are june (from 290 $), december (from 290 $), february (from 268 $).

What is the lowest airfare Colorado Springs to Chicago?

The cheapest plane ticket found by our users is $108. This airfare is for economy class on one-way G41600 flight by Allegiant Air for July 14, 2025 which leaves Colorado Springs in Colorado Springs at 17:09 am and arrives at Chicago O'Hare International at 14:46.

Economy class

$108

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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 $ 120 . And the most expensive tickets are offered by United Airlines airline - from $ 439.

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 $120.

UA - United Airlines

from $120

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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 $108.

UA - United Airlines

from $134

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G4 - Allegiant Air

from $108

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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 $108
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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

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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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