$143+ Cheap flights from Chicago (CHI) to Colorado Springs (COS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Nov 14 — Nov 211
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Colorado Springs with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in January or April, booked 39 days in advance, depart on a Wednesday or Tuesday and return on a Saturday
Cheap flight deals from Chicago to Colorado Springs
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Cheapest flights from Chicago to Colorado SpringsExplore the most affordable flight options available from Chicago to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 15, 2026.
Explore the most affordable flight options available from Chicago to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:00 am -
Nonstop3h 09m
Thu 12/101:39 pm -
Nonstop2h 50m
Deal found 10/10![American Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:05 am -
Nonstop3h 19m
Sun 11/2212:56 pm -
1 stop8h 29m
Deal found 10/12![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:50 pm -
Nonstop3h 09m
Tue 12/295:06 pm -
1 stop4h 36m
Deal found 10/13![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:49 am -
1 stop6h 37m
Tue 11/178:14 am -
1 stop8h 51m
Deal found 10/13![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:05 pm -
1 stop8h 45m
Tue 11/171:31 pm -
1 stop8h 23m
Deal found 10/13![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:30 am -
1 stop8h 03m
Thu 12/106:05 pm -
2 stops13h 44m
Deal found 10/13![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:55 am -
1 stop4h 30m
Mon 11/165:35 pm -
1 stop11h 05m
Deal found 10/14![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:50 pm -
Nonstop3h 07m
Mon 11/161:20 pm -
1 stop6h 09m
Deal found 10/10![United Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:50 am -
1 stop6h 25m
Sun 12/204:35 pm -
1 stop6h 10m
Deal found 10/13![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:50 pm -
Nonstop3h 07m
Fri 11/275:05 pm -
1 stop4h 41m
Deal found 10/11![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:35 am -
2 stops11h 47m
Mon 11/166:08 pm -
2 stops14h 14m
Deal found 10/14![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:20 pm -
2 stops9h 25m
Tue 11/1711:50 am -
2 stops7h 05m
Deal found 10/13![Southwest logo]()
$337
Best flights from Chicago to Colorado SpringsDiscover carefully curated flight deals from Chicago to Colorado Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
Discover carefully curated flight deals from Chicago to Colorado Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/112:03 pm -
1 stop9h 19m
Tue 11/171:31 pm -
1 stop6h 18m
Deal found 10/10![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:05 am -
1 stop4h 35m
Sat 11/217:05 pm -
1 stop4h 25m
Deal found 10/11![Southwest logo]()
$327
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:50 pm -
Nonstop3h 07m
Fri 11/275:05 pm -
1 stop4h 41m
Deal found 10/11![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:00 am -
1 stop7h 26m
Thu 11/191:31 pm -
1 stop8h 23m
Deal found 10/10![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:00 pm -
1 stop6h 00m
Sat 11/215:55 pm -
1 stop5h 50m
Deal found 10/11![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
1 stop7h 33m
Mon 12/71:40 pm -
1 stop8h 14m
Deal found 10/14![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:55 am -
Nonstop3h 20m
Wed 11/255:05 pm -
1 stop5h 54m
Deal found 10/12![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:00 am -
2 stops11h 27m
Tue 11/108:14 am -
1 stop8h 51m
Deal found 10/14![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:55 am -
1 stop4h 30m
Wed 11/254:35 pm -
2 stops6h 45m
Deal found 10/12![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:30 am -
1 stop8h 03m
Thu 12/106:05 pm -
2 stops13h 44m
Deal found 10/10![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:05 am -
2 stops9h 45m
Tue 11/1710:15 am -
2 stops8h 40m
Deal found 10/15![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:30 pm -
2 stops9h 52m
Sat 11/146:00 am -
2 stops13h 17m
Deal found 10/13![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:20 am -
1 stop6h 05m
Sun 11/154:40 pm -
1 stop7h 30m
Deal found 10/12![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:55 am -
Nonstop3h 20m
Thu 10/2912:02 pm -
Nonstop2h 51m
Deal found 10/12![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/303:40 pm -
1 stop7h 15m
Mon 1/47:45 pm -
1 stop9h 00m
Deal found 10/14![Southwest logo]()
$384
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/157:50 am -
2 stops10h 35m
Mon 1/186:35 am -
1 stop4h 10m
Deal found 10/10![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:19 am -
2 stops10h 31m
Sat 11/211:31 pm -
1 stop6h 18m
Deal found 10/11![Delta logo]()
$403
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:30 am -
1 stop7h 00m
Mon 11/96:08 pm -
2 stops14h 14m
Deal found 10/10![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:44 pm -
2 stops8h 38m
Sat 11/216:08 pm -
2 stops14h 17m
Deal found 10/11![Delta logo]()
$503
Last-minute flights from Chicago to Colorado SpringsDiscover last-minute flight deals from Chicago to Colorado Springs. Data last updated October 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Colorado Springs. Data last updated October 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:00 am -
Nonstop3h 04m
Tue 11/101:34 pm -
Nonstop2h 55m
Deal found 10/14![American Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:00 am -
Nonstop3h 04m
Wed 11/111:34 pm -
Nonstop2h 55m
Deal found 10/15![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:00 am -
Nonstop3h 04m
Sat 11/1412:54 pm -
1 stop7h 18m
Deal found 10/13![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:20 pm -
2 stops9h 25m
Tue 11/1711:50 am -
2 stops7h 05m
Deal found 10/13![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:05 pm -
1 stop8h 45m
Tue 11/171:31 pm -
1 stop8h 23m
Deal found 10/13![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:49 am -
1 stop6h 37m
Wed 11/181:31 pm -
1 stop6h 18m
Deal found 10/13![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:55 am -
1 stop4h 30m
Mon 11/166:55 am -
2 stops9h 10m
Deal found 10/14![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:49 am -
1 stop6h 37m
Mon 11/166:08 pm -
2 stops14h 14m
Deal found 10/13![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:55 am -
1 stop4h 30m
Fri 11/134:40 pm -
2 stops7h 30m
Deal found 10/14![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:50 pm -
Nonstop3h 07m
Mon 11/161:20 pm -
1 stop6h 09m
Deal found 10/10![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:05 am -
Nonstop3h 19m
Sun 11/2212:56 pm -
1 stop8h 29m
Deal found 10/12![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:50 pm -
Nonstop3h 07m
Fri 11/275:05 pm -
1 stop4h 41m
Deal found 10/11![United Airlines logo]()
$336
One-way flights from Chicago to Colorado SpringsSearch for one-way flight options from Chicago to Colorado Springs. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
Search for one-way flight options from Chicago to Colorado Springs. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/136:21 am -
2 stops35h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$143
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 pm -
Nonstop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:15 am -
2 stops34h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/103:50 pm -
2 stops26h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$162
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/112:03 pm -
1 stop9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:05 pm -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:59 am -
2 stops8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/133:50 pm -
2 stops26h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1310:37 pm -
2 stops19h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:55 am -
2 stops32h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1311:00 am -
Nonstop3h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![American Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:19 am -
2 stops32h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$188
Find flight deals from Chicago to Colorado Springs
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Colorado Springs (COS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $307 (American Airlines) |
One-way from | $143 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $322 |
Good round-trip deal | $364 or less |
Good one-way deal | $210 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 15, 2026.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.
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Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Fri 11/13
7:50 pm-9:57 pm
Nonstop3h 07m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$154
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Mon 12/14
5:30 am-12:33 pm
1 stop8h 03m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Thu 12/10
6:05 am-9:40 am
1 stop4h 35m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Tue 1/12
5:15 pm-10:40 pm
1 stop6h 25m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Thu 11/12
7:57 pm-11:59 pm
1 stop5h 02m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Tue 11/3
6:05 am-9:40 am
1 stop4h 35m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Sat 12/12
6:00 am-12:33 pm
1 stop7h 33m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Fri 11/6
5:15 am-10:25 am
1 stop6h 10m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Tue 11/10
1:05 pm-8:50 pm
1 stop8h 45m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Sat 11/14
6:00 am-12:26 pm
1 stop7h 26m
Colorado Springs
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
Showing 1-10 of 39 resultsSorted by cheapest first
Compare providers for flights from Chicago to Colorado Springs
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Colorado Springs in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Colorado Springs flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Colorado Springs flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Colorado Springs flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Colorado Springs flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Colorado Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Colorado Springs
Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Chicago with our price prediction graph.
CHI-COS
ORD-COS
MDW-COS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Colorado Springs
CHI-COS
ORD-COS
MDW-COS
What is the cheapest month to book a flight from Chicago to Colorado Springs?
Currently, January is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $307). Flying from Chicago to Colorado Springs in July is currently the most expensive (average of $464). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to COS?
Find hourly flight availability from Chicago to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 15, 2026.
It’s optimal to fly from Chicago to Colorado Springs in the afternoon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Chicago to Colorado Springs
Explore weekly flight availability from Chicago to Colorado Springs. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 15, 2026.
The most flights from CHI to COS are scheduled on a Wednesday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Colorado Springs?
Airfare is typical for this route at the moment.
Chicago to Colorado Springs flights typically cost between $301 and $384 in December.The cheapest round-trip price found within the last 5 days was $307 on American Airlines (Dec 7-Dec 10).
How far ahead should I book a flight from Chicago to Colorado Springs?
The best time to book flights from Chicago to Colorado Springs is 38 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Colorado Springs
Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated October 15, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago to Colorado Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Colorado Springs flight routes
Complete your trip
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Other flights from Chicago
Popular flights
Alternative routes for Chicago to Colorado Springs
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Colorado Springs
Explore flights to Colorado Springs departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
Complete your trip
Complete your trip to Colorado Springs by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Colorado Springs by cabin class
Find flights from Chicago to Colorado Springs, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Colorado Springs flights
Browse other Chicago and Colorado Springs flight options. Last updated on October 15, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Colorado Springs
Discover the top 3 airlines that operate flights from Chicago to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$217 | Average$326 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$326 | Average$443 | FlexibilityNo cancel fee | On-time63% |