$112+ Cheap flights from Chicago (CHI) to Colorado Springs (COS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Jul 15 — Jul 221
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 78 days in advance, depart on a Wednesday or Saturday and return on a Saturday
Cheap flight deals from Chicago to Colorado Springs
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Best
Last-minute
One-way
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 June 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 June 15, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 8/193:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Sat 8/2910:40 am
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/11![Southwest logo]()
$241
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/198:46 am
ORD
- COS
Nonstop2h 47m
United Airlines
Sat 8/2911:55 am
COS
- ORD
Nonstop2h 43m
United Airlines
Deal found 6/11![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 10/241:55 pm
MDW
- COS
1 stop4h 20m
Southwest
Tue 10/278:00 am
COS
- MDW
1 stop6h 45m
Southwest
Deal found 6/11![Southwest logo]()
$260
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 8/196:00 am
ORD
- COS
1 stop5h 47m
Delta
Sat 8/296:30 am
COS
- ORD
1 stop9h 21m
Delta
Deal found 6/11![Delta logo]()
$267
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 10/219:30 am
ORD
- COS
2 stops12h 51m
Delta
Mon 10/266:00 am
COS
- ORD
1 stop7h 13m
Delta
Deal found 6/11![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 10/247:05 am
ORD
- COS
2 stops11h 09m
Delta
Tue 10/276:00 am
COS
- ORD
2 stops9h 49m
Delta
Deal found 6/11![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 10/249:30 am
MDW
- COS
2 stops8h 44m
Delta
Tue 10/275:55 pm
COS
- MDW
2 stops14h 57m
Delta
Deal found 6/11![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Wed 7/85:00 am
ORD
- COS
1 stop5h 52m
American Airlines
Tue 7/1412:22 pm
COS
- ORD
Nonstop2h 52m
American Airlines
Deal found 6/14![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 9/26:40 am
MDW
- COS
1 stop4h 10m
Southwest
Wed 9/21:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/15![Southwest logo]()
$281
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/610:56 am
ORD
- COS
Nonstop2h 51m
American Airlines
Tue 8/1112:37 pm
COS
- ORD
Nonstop2h 53m
American Airlines
Deal found 6/12![American Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 9/23:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Thu 9/31:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/15![Southwest logo]()
$283
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Fri 7/310:15 am
ORD
- COS
Nonstop2h 52m
American Airlines
Tue 7/73:49 pm
COS
- ORD
1 stop6h 50m
American Airlines
Deal found 6/12![American Airlines logo]()
$289
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 June 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 June 15, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 10/249:03 am
ORD
- COS
Nonstop2h 52m
United Airlines
Tue 10/279:20 am
COS
- ORD
Nonstop2h 34m
United Airlines
Deal found 6/11![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 10/247:05 am
ORD
- COS
2 stops11h 09m
Delta
Tue 10/276:00 am
COS
- ORD
2 stops9h 49m
Delta
Deal found 6/11![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/85:25 pm
MDW
- COS
1 stop7h 25m
Southwest
Tue 7/145:35 am
COS
- MDW
2 stops5h 50m
Southwest
Deal found 6/11![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 6/13. 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 10/263:35 pm
ORD
- COS
1 stop6h 46m
Delta
Wed 10/286:00 am
COS
- ORD
2 stops9h 49m
Delta
Deal found 6/13![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 10/279:20 am
ORD
- COS
Nonstop2h 58m
United Airlines
Wed 10/2812:50 pm
COS
- ORD
1 stop6h 40m
United Airlines
Deal found 6/10![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 6/14. 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 9/93:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Mon 9/141:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/14![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 9/92:00 pm
ORD
- COS
2 stops9h 24m
Delta
Mon 9/146:00 am
COS
- ORD
2 stops12h 28m
Delta
Deal found 6/14![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Fri 8/218:46 am
ORD
- COS
Nonstop2h 47m
United Airlines
Mon 8/2411:55 am
COS
- ORD
Nonstop2h 43m
United Airlines
Deal found 6/12![United Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 6/14. 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 7/2910:15 am
MDW
- COS
2 stops10h 00m
Southwest
Sun 8/25:00 am
COS
- MDW
1 stop5h 30m
Southwest
Deal found 6/14![Southwest logo]()
$336
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:59 pm
ORD
- COS
2 stops9h 29m
Delta
Sat 8/298:10 am
COS
- ORD
2 stops12h 37m
Delta
Deal found 6/12![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:00 am
ORD
- COS
1 stop4h 40m
United Airlines
Thu 9/246:03 pm
COS
- ORD
1 stop4h 56m
United Airlines
Deal found 6/15![United Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 6/12. 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 8/67:25 am
MDW
- COS
1 stop7h 10m
Southwest
Mon 8/101:30 pm
COS
- MDW
2 stops9h 15m
Southwest
Deal found 6/12![Southwest logo]()
$348
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 8/2211:22 am
ORD
- COS
2 stops11h 16m
Delta
Sat 8/296:30 am
COS
- ORD
1 stop9h 21m
Delta
Deal found 6/14![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 10/73:35 pm
ORD
- COS
1 stop6h 46m
Delta
Sun 10/118:00 am
COS
- ORD
1 stop8h 57m
Delta
Deal found 6/11![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 6/12. 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.
Tue 7/143:20 pm
MDW
- COS
1 stop7h 30m
Southwest
Mon 7/207:55 pm
COS
- MDW
1 stop8h 30m
Southwest
Deal found 6/12![Southwest logo]()
$366
This Southwest deal was found by Cheapflights users on 6/12. 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.
Mon 8/32:45 pm
MDW
- COS
2 stops8h 05m
Southwest
Wed 8/56:15 am
COS
- MDW
1 stop8h 05m
Southwest
Deal found 6/12![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:25 pm
ORD
- COS
1 stop7h 13m
Delta
Mon 8/106:00 am
COS
- ORD
1 stop7h 09m
Delta
Deal found 6/15![Delta logo]()
$343
This Southwest deal was found by Cheapflights users on 6/13. 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.
Mon 8/104:00 pm
MDW
- COS
1 stop8h 35m
Southwest
Sat 8/1510:40 am
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/13![Southwest logo]()
$371
Last-minute flights from Chicago to Colorado SpringsDiscover last-minute flight deals from Chicago to Colorado Springs. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Colorado Springs. Data last updated June 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Fri 7/310:15 am
ORD
- COS
Nonstop2h 52m
American Airlines
Tue 7/73:49 pm
COS
- ORD
1 stop6h 50m
American Airlines
Deal found 6/12![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 6/14. 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 7/33:22 pm
ORD
- COS
1 stop6h 45m
Delta
Wed 7/811:10 am
COS
- ORD
1 stop4h 49m
Delta
Deal found 6/14![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:00 am
ORD
- COS
Nonstop2h 52m
American Airlines
Tue 7/75:15 pm
COS
- ORD
1 stop6h 35m
American Airlines
Deal found 6/11![American Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 6/12. 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.
Sat 7/44:35 pm
MDW
- COS
Nonstop2h 35m
Southwest
Sat 7/119:25 am
COS
- MDW
Nonstop2h 25m
Southwest
Deal found 6/12![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 7/75:00 am
ORD
- COS
1 stop4h 41m
United Airlines
Sat 7/1112:11 pm
COS
- ORD
Nonstop2h 45m
United Airlines
Deal found 6/11![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Wed 7/85:00 am
ORD
- COS
1 stop5h 52m
American Airlines
Tue 7/1412:22 pm
COS
- ORD
Nonstop2h 52m
American Airlines
Deal found 6/14![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/85:25 pm
MDW
- COS
1 stop7h 25m
Southwest
Tue 7/145:35 am
COS
- MDW
1 stop4h 30m
Southwest
Deal found 6/11![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/1410:00 am
ORD
- COS
Nonstop2h 52m
American Airlines
Tue 7/2112:22 pm
COS
- ORD
Nonstop2h 52m
American Airlines
Deal found 6/14![American Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 6/14. 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.
Tue 7/144:35 pm
MDW
- COS
1 stop6h 15m
Southwest
Tue 7/217:05 pm
COS
- MDW
1 stop9h 20m
Southwest
Deal found 6/14![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 6/15. 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.
Thu 7/235:15 am
MDW
- COS
1 stop4h 40m
Southwest
Tue 8/41:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/15![Southwest logo]()
$333
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 7/285:00 am
ORD
- COS
1 stop5h 52m
American Airlines
Sat 8/13:49 pm
COS
- ORD
1 stop8h 01m
American Airlines
Deal found 6/12![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Wed 7/2910:00 am
ORD
- COS
Nonstop2h 52m
American Airlines
Wed 8/512:36 pm
COS
- ORD
Nonstop2h 53m
American Airlines
Deal found 6/13![American Airlines logo]()
$327
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 June 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 June 15, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:04 am
ORD
- COS
Nonstop3h 02m
American Airlines
Deal found 6/11![American Airlines logo]()
$112
This Southwest deal was found by Cheapflights users on 6/11. 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 9/86:40 am
MDW
- COS
1 stop4h 10m
Southwest
Deal found 6/11![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 12/85:30 am
ORD
- COS
1 stop8h 28m
Delta
Deal found 6/10![Delta logo]()
$122
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:06 am
ORD
- COS
Nonstop3h 03m
United Airlines
Deal found 6/15![United Airlines logo]()
$136
This Southwest deal was found by Cheapflights users on 6/15. 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.
Tue 8/113:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Deal found 6/15![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 8/86:45 am
MDW
- COS
1 stop7h 35m
Southwest
Deal found 6/11![Southwest logo]()
$142
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 12/97:10 am
ORD
- COS
1 stop6h 48m
Delta
Deal found 6/11![Delta logo]()
$146
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/229:40 am
ORD
- COS
Nonstop2h 57m
American Airlines
Deal found 6/12![American Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 8/123:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Deal found 6/15![Southwest logo]()
$148
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:55 pm
ORD
- COS
2 stops7h 29m
Delta
Deal found 6/15![Delta logo]()
$151
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 9/92:00 pm
MDW
- COS
2 stops9h 24m
Delta
Deal found 6/14![Delta logo]()
$151
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/59:06 am
ORD
- COS
Nonstop3h 03m
United Airlines
Deal found 6/11![United Airlines logo]()
$152
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 June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $241 (Southwest) |
One-way from | $112 (American Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $416 |
Good round-trip deal | $372 or less |
Good one-way deal | $171 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 2,558,603 searches. Data last updated June 15, 2026.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Sat 10/24
9:03 am-10:55 am
Nonstop2h 52m
Colorado Springs
Tue 10/27
9:20 am-12:54 pm
Nonstop2h 34m
$247
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Sat 10/24
7:05 am-5:14 pm
2 stops11h 09m
Colorado Springs
Tue 10/27
6:00 am-4:49 pm
2 stops9h 49m
$277
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Mon 10/26
3:35 pm-9:21 pm
1 stop6h 46m
Colorado Springs
Wed 10/28
6:00 am-4:49 pm
2 stops9h 49m
$308
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Wed 7/8
5:25 pm-11:50 pm
1 stop7h 25m
Colorado Springs
Tue 7/14
5:35 am-12:25 pm
2 stops5h 50m
$312
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Tue 10/27
9:20 am-11:18 am
Nonstop2h 58m
Colorado Springs
Wed 10/28
12:50 pm-8:30 pm
1 stop6h 40m
$313
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Wed 9/9
2:00 pm-10:24 pm
2 stops9h 24m
Colorado Springs
Mon 9/14
6:00 am-7:28 pm
2 stops12h 28m
$313
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Tue 8/25
1:59 pm-10:28 pm
2 stops9h 29m
Colorado Springs
Sat 8/29
8:10 am-9:47 pm
2 stops12h 37m
$313
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Sat 8/22
11:22 am-9:38 pm
2 stops11h 16m
Colorado Springs
Sat 8/29
6:30 am-4:51 pm
1 stop9h 21m
$320
Quickest round-trip
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Wed 9/9
3:35 pm-5:00 pm
Nonstop2h 25m
Colorado Springs
Mon 9/14
1:15 pm-4:35 pm
Nonstop2h 20m
$323
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Fri 8/21
8:46 am-10:33 am
Nonstop2h 47m
Colorado Springs
Mon 8/24
11:55 am-3:38 pm
Nonstop2h 43m
$323
Showing 1-10 of 36 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 June.
| 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, December is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $105). Flying from Chicago to Colorado Springs in July is currently the most expensive (average of $253). 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 June 15, 2026.
It’s optimal to fly from Chicago to Colorado Springs in the afternoon. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight at noon.
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 June 15, 2026.
The most flights from CHI to COS are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Chicago to Colorado Springs?
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 46 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 June 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.
Crew
8.6
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
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.
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Alternative routes for Chicago to Colorado Springs
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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 June 15, 2026.
Complete your trip
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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 June 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 June 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 2,558,603 searches. Data last updated June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$191 | Average$322 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$453 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$246 | Average$379 | FlexibilityNo cancel fee | On-time69% |