$112+ Cheap flights from Colorado Springs (COS) to Illinois
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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
COS — ORD
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Cheapest flights from Colorado Springs to IllinoisExplore the most affordable flight options available from Colorado Springs to Illinois. 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 Colorado Springs to Illinois. 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 6/12. 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 9/1510:45 am
COS
- STL
1 stop8h 10m
Southwest
Tue 9/2910:45 am
STL
- COS
1 stop7h 15m
Southwest
Deal found 6/12![Southwest logo]()
$225
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 8/45:13 pm
COS
- STL
1 stop5h 44m
United Airlines
Sat 8/85:10 am
STL
- COS
1 stop4h 31m
United Airlines
Deal found 6/11![United Airlines logo]()
$264
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 7/281:30 pm
COS
- ORD
1 stop5h 44m
United Airlines
Tue 8/118:46 am
ORD
- COS
Nonstop2h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$265
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 8/2511:27 am
COS
- MDW
1 stop5h 34m
Delta
Sat 8/296:05 am
MDW
- COS
1 stop7h 10m
Delta
Deal found 6/10![Delta logo]()
$267
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 8/251:20 pm
COS
- ORD
1 stop6h 35m
Delta
Sat 8/294:45 pm
ORD
- COS
1 stop6h 43m
Delta
Deal found 6/10![Delta logo]()
$267
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1512:11 pm
COS
- ORD
Nonstop2h 45m
United Airlines
Wed 7/299:06 am
ORD
- COS
Nonstop3h 03m
United Airlines
Deal found 6/14![United Airlines logo]()
$271
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:05 pm
COS
- MDW
1 stop9h 20m
Southwest
Tue 8/111:55 pm
MDW
- COS
1 stop7h 15m
Southwest
Deal found 6/10![Southwest logo]()
$272
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.
Tue 7/2812:22 pm
COS
- ORD
Nonstop2h 52m
American Airlines
Tue 8/410:00 am
ORD
- COS
Nonstop2h 52m
American Airlines
Deal found 6/13![American Airlines logo]()
$274
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 7/225:15 pm
COS
- ORD
1 stop6h 35m
American Airlines
Tue 8/410:00 am
ORD
- COS
Nonstop2h 52m
American Airlines
Deal found 6/13![American Airlines logo]()
$281
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.
Tue 9/291:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 10/63:40 pm
MDW
- COS
Nonstop2h 35m
Southwest
Deal found 6/13![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.
Tue 8/2512:37 pm
COS
- ORD
Nonstop2h 53m
American Airlines
Sat 8/2910:56 am
ORD
- COS
Nonstop2h 51m
American Airlines
Deal found 6/12![American Airlines logo]()
$283
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 7/45:44 am
COS
- ORD
Nonstop3h 01m
United Airlines
Tue 7/79:03 am
ORD
- COS
Nonstop3h 03m
United Airlines
Deal found 6/11![United Airlines logo]()
$287
Best flights from Colorado Springs to IllinoisDiscover carefully curated flight deals from Colorado Springs to Illinois 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 Colorado Springs to Illinois 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 6/10. 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.
Wed 10/146:03 pm
COS
- ORD
1 stop4h 56m
United Airlines
Tue 10/205:00 am
ORD
- COS
1 stop4h 40m
United Airlines
Deal found 6/10![United Airlines logo]()
$243
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 7/156:10 pm
COS
- MDW
1 stop5h 00m
Southwest
Wed 7/294:35 pm
MDW
- COS
1 stop6h 15m
Southwest
Deal found 6/14![Southwest logo]()
$291
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.
Wed 9/306:00 am
COS
- ORD
1 stop7h 32m
Delta
Sat 10/36:40 am
ORD
- COS
1 stop6h 34m
Delta
Deal found 6/13![Delta logo]()
$303
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
COS
- CMI
1 stop5h 15m
American Airlines
Sat 8/226:05 am
CMI
- COS
1 stop7h 42m
American Airlines
Deal found 6/15![American Airlines logo]()
$342
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:44 am
COS
- ORD
Nonstop3h 01m
United Airlines
Tue 7/75:00 am
ORD
- COS
1 stop4h 41m
United Airlines
Deal found 6/13![United Airlines logo]()
$289
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:10 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 8/113:10 pm
MDW
- COS
1 stop6h 00m
Southwest
Deal found 6/10![Southwest logo]()
$294
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.
Thu 10/11:19 pm
COS
- ORD
1 stop6h 36m
Delta
Sat 10/36:40 am
ORD
- COS
1 stop6h 34m
Delta
Deal found 6/13![Delta logo]()
$315
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.
Fri 7/106:32 pm
COS
- STL
1 stop4h 25m
United Airlines
Tue 7/145:10 am
STL
- COS
1 stop4h 31m
United Airlines
Deal found 6/15![United Airlines logo]()
$306
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:10 am
COS
- STL
1 stop4h 50m
Southwest
Wed 7/156:20 pm
STL
- COS
1 stop5h 40m
Southwest
Deal found 6/10![Southwest logo]()
$312
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 9/41:20 pm
COS
- BMI
1 stop8h 56m
Delta
Tue 9/86:08 am
BMI
- COS
1 stop7h 06m
Delta
Deal found 6/14![Delta logo]()
$324
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 7/145:13 pm
COS
- ORD
1 stop4h 36m
United Airlines
Wed 7/159:06 am
ORD
- COS
Nonstop3h 03m
United Airlines
Deal found 6/11![United Airlines logo]()
$312
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.
Sat 7/412:22 pm
COS
- MLI
1 stop4h 56m
American Airlines
Tue 7/74:45 pm
MLI
- COS
1 stop6h 38m
American Airlines
Deal found 6/13![American Airlines logo]()
$388
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.
Fri 10/21:19 pm
COS
- MDW
1 stop8h 06m
Delta
Tue 10/66:00 am
MDW
- COS
1 stop7h 58m
Delta
Deal found 6/13![Delta logo]()
$331
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:20 am
COS
- STL
2 stops7h 00m
Southwest
Mon 9/77:40 am
STL
- COS
1 stop5h 55m
Southwest
Deal found 6/10![Southwest logo]()
$333
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.
Thu 9/1011:55 am
COS
- ORD
Nonstop2h 43m
United Airlines
Sun 9/135:00 am
ORD
- COS
1 stop4h 40m
United Airlines
Deal found 6/11![United Airlines logo]()
$321
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.
Tue 8/47:20 am
COS
- MDW
2 stops7h 50m
Southwest
Sat 8/86:45 am
MDW
- COS
2 stops9h 45m
Southwest
Deal found 6/13![Southwest logo]()
$348
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.
Wed 7/15:35 am
COS
- PIA
1 stop5h 19m
American Airlines
Wed 7/154:43 pm
PIA
- COS
1 stop6h 40m
American Airlines
Deal found 6/12![American Airlines logo]()
$443
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:20 am
COS
- ORD
Nonstop2h 34m
United Airlines
Wed 11/117:50 pm
ORD
- COS
Nonstop2h 50m
United Airlines
Deal found 6/14![United Airlines logo]()
$351
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:15 am
COS
- MDW
1 stop7h 35m
Southwest
Tue 7/710:15 am
MDW
- COS
2 stops10h 00m
Southwest
Deal found 6/10![Southwest logo]()
$354
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.
Fri 9/181:19 pm
COS
- STL
1 stop5h 25m
Delta
Sun 9/2012:00 pm
STL
- COS
1 stop8h 36m
Delta
Deal found 6/12![Delta logo]()
$399
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.
Sun 8/1611:00 am
COS
- STL
2 stops7h 55m
Southwest
Mon 8/243:45 pm
STL
- COS
2 stops7h 00m
Southwest
Deal found 6/11![Southwest logo]()
$355
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2412:11 pm
COS
- ORD
Nonstop2h 45m
United Airlines
Sun 7/265:00 am
ORD
- COS
1 stop4h 41m
United Airlines
Deal found 6/13![United Airlines logo]()
$379
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.
Sat 8/15:00 am
COS
- STL
1 stop5h 25m
Southwest
Thu 8/63:45 pm
STL
- COS
1 stop5h 10m
Southwest
Deal found 6/14![Southwest logo]()
$356
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.
Sat 7/113:49 pm
COS
- BMI
1 stop6h 20m
American Airlines
Fri 7/174:30 pm
BMI
- COS
1 stop6h 53m
American Airlines
Deal found 6/12![American Airlines logo]()
$567
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.
Wed 8/2611:27 am
COS
- EVV
2 stops9h 34m
Delta
Sat 8/293:16 pm
EVV
- COS
1 stop7h 22m
Delta
Deal found 6/10![Delta logo]()
$476
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:32 pm
COS
- ORD
1 stop5h 12m
United Airlines
Sat 8/17:45 pm
ORD
- COS
Nonstop3h 10m
United Airlines
Deal found 6/14![United Airlines logo]()
$396
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.
Mon 7/69:05 pm
COS
- STL
1 stop11h 45m
Southwest
Wed 7/156:20 pm
STL
- COS
1 stop5h 40m
Southwest
Deal found 6/15![Southwest logo]()
$365
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.
Fri 7/1012:37 pm
COS
- CMI
1 stop21h 30m
American Airlines
Thu 7/166:36 pm
CMI
- COS
2 stops16h 16m
American Airlines
Deal found 6/11![American Airlines logo]()
$584
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 8/82:00 pm
COS
- MDW
1 stop7h 15m
Southwest
Sun 8/95:40 am
MDW
- COS
1 stop6h 55m
Southwest
Deal found 6/11![Southwest logo]()
$366
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:57 am
COS
- ORD
Nonstop2h 45m
United Airlines
Fri 10/99:03 am
ORD
- COS
Nonstop2h 52m
United Airlines
Deal found 6/13![United Airlines logo]()
$403
Last-minute flights from Colorado Springs to IllinoisDiscover last-minute flight deals from Colorado Springs to Illinois. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Illinois. Data last updated June 15, 2026 and is based on user searches.
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 7/410:30 am
COS
- STL
1 stop6h 35m
Southwest
Fri 7/102:15 pm
STL
- COS
1 stop7h 00m
Southwest
Deal found 6/12![Southwest logo]()
$317
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.
Sun 7/56:32 pm
COS
- STL
1 stop4h 25m
United Airlines
Wed 7/155:10 am
STL
- COS
1 stop4h 31m
United Airlines
Deal found 6/12![United Airlines logo]()
$346
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 7/85:15 pm
COS
- STL
1 stop5h 43m
American Airlines
Wed 7/155:32 am
STL
- COS
1 stop5h 20m
American Airlines
Deal found 6/14![American Airlines logo]()
$323
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.
Fri 7/106:32 pm
COS
- STL
1 stop4h 25m
United Airlines
Tue 7/145:10 am
STL
- COS
1 stop4h 31m
United Airlines
Deal found 6/15![United Airlines logo]()
$306
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:10 am
COS
- STL
1 stop4h 50m
Southwest
Wed 7/156:20 pm
STL
- COS
1 stop5h 40m
Southwest
Deal found 6/10![Southwest logo]()
$312
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.
Fri 7/104:55 pm
COS
- STL
2 stops6h 45m
Southwest
Tue 7/146:15 pm
STL
- COS
1 stop4h 35m
Southwest
Deal found 6/15![Southwest logo]()
$338
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 7/145:35 am
COS
- MDW
1 stop4h 30m
Southwest
Wed 7/1512:00 pm
MDW
- COS
1 stop8h 15m
Southwest
Deal found 6/11![Southwest logo]()
$307
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 7/156:10 pm
COS
- MDW
1 stop5h 00m
Southwest
Wed 7/294:35 pm
MDW
- COS
1 stop6h 15m
Southwest
Deal found 6/14![Southwest logo]()
$291
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.
Sat 7/259:25 am
COS
- MDW
Nonstop2h 25m
Southwest
Tue 7/285:05 am
MDW
- COS
1 stop5h 50m
Southwest
Deal found 6/14![Southwest logo]()
$321
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:05 pm
COS
- MDW
1 stop9h 20m
Southwest
Tue 8/111:55 pm
MDW
- COS
1 stop7h 15m
Southwest
Deal found 6/10![Southwest logo]()
$272
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.
Tue 7/286:10 pm
COS
- MDW
1 stop5h 00m
Southwest
Tue 8/46:40 am
MDW
- COS
1 stop4h 10m
Southwest
Deal found 6/13![Southwest logo]()
$303
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.
Tue 7/287:05 pm
COS
- MDW
1 stop9h 20m
Southwest
Wed 8/124:40 pm
MDW
- COS
2 stops6h 05m
Southwest
Deal found 6/13![Southwest logo]()
$308
One-way flights from Colorado Springs to IllinoisSearch for one-way flight options from Colorado Springs to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Colorado Springs to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/10![Southwest logo]()
$112
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.
Wed 8/2611:55 am
COS
- ORD
Nonstop2h 43m
United Airlines
Deal found 6/10![United Airlines logo]()
$112
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 7/81:40 pm
COS
- STL
1 stop7h 35m
Delta
Deal found 6/14![Delta logo]()
$113
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 7/287:25 am
COS
- STL
2 stops9h 20m
Southwest
Deal found 6/14![Southwest logo]()
$118
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.
Wed 9/910:45 am
COS
- MDW
1 stop7h 25m
Southwest
Deal found 6/12![Southwest logo]()
$119
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.
Tue 9/810:57 am
COS
- MDW
1 stop6h 08m
Delta
Deal found 6/11![Delta logo]()
$122
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 12/81:40 pm
COS
- ORD
1 stop6h 30m
Delta
Deal found 6/10![Delta logo]()
$122
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 12/812:00 pm
COS
- MDW
2 stops8h 30m
Southwest
Deal found 6/11![Southwest logo]()
$124
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 9/96:00 am
COS
- MDW
2 stops11h 05m
Delta
Deal found 6/11![Delta logo]()
$127
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:40 am
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/10![Southwest logo]()
$132
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 6/10![Southwest logo]()
$136
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 7/1412:22 pm
COS
- ORD
Nonstop2h 52m
American Airlines
Deal found 6/14![American Airlines logo]()
$136
Find flight deals from Colorado Springs to Illinois
Keep the following information in mind while searching for Colorado Springs to Illinois flight deals. Data was last updated June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (Southwest) |
One-way from | $112 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $428 |
Good round-trip deal | $380 or less |
Good one-way deal | $223 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Colorado Springs to Illinois 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 Colorado Springs to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 10/14
6:03 pm-11:59 pm
1 stop4h 56m
Chicago O'Hare Intl
Tue 10/20
5:00 am-8:40 am
1 stop4h 40m
$243
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Sat 7/4
5:44 am-9:45 am
Nonstop3h 01m
Chicago O'Hare Intl
Tue 7/7
5:00 am-8:41 am
1 stop4h 41m
$289
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Wed 7/15
6:10 pm-12:10 am
1 stop5h 00m
Chicago Midway
Wed 7/29
4:35 pm-9:50 pm
1 stop6h 15m
$291
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Tue 7/28
12:10 pm-3:30 pm
Nonstop2h 20m
Chicago Midway
Tue 8/11
3:10 pm-8:10 pm
1 stop6h 00m
$294
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 9/30
6:00 am-2:32 pm
1 stop7h 32m
Chicago O'Hare Intl
Sat 10/3
6:40 am-12:14 pm
1 stop6h 34m
$303
Colorado SpringsSt. Louis
COS - STL
COSSTL
Colorado Springs
Fri 7/10
6:32 pm-11:57 pm
1 stop4h 25m
Lambert-St Louis
Tue 7/14
5:10 am-8:41 am
1 stop4h 31m
$306
Colorado SpringsSt. Louis
COS - STL
COSSTL
Colorado Springs
Fri 7/10
5:10 am-11:00 am
1 stop4h 50m
Lambert-St Louis
Wed 7/15
6:20 pm-11:00 pm
1 stop5h 40m
$312
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Tue 7/14
5:13 pm-10:49 pm
1 stop4h 36m
Chicago O'Hare Intl
Wed 7/15
9:06 am-11:09 am
Nonstop3h 03m
$312
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Thu 10/1
1:19 pm-8:55 pm
1 stop6h 36m
Chicago O'Hare Intl
Sat 10/3
6:40 am-12:14 pm
1 stop6h 34m
$315
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Thu 9/10
11:55 am-3:38 pm
Nonstop2h 43m
Chicago O'Hare Intl
Sun 9/13
5:00 am-8:40 am
1 stop4h 40m
$321
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Colorado Springs to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Colorado Springs with our price prediction graph.
COS-MDW
COS-ORD
COS-STL
COS-PIA
COS-CMI
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 Colorado Springs to Illinois
COS-USIL
COS-MDW
COS-ORD
COS-STL
COS-PIA
What is the cheapest month to book a flight from Colorado Springs to Illinois?
Currently, October is the cheapest month in which you can book a flight from Colorado Springs to Illinois (average of $149). Flying from Colorado Springs to Illinois in November is currently the most expensive (average of $283). 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 COS to IL?
Find hourly flight availability from Colorado Springs to Illinois. 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Colorado Springs to Illinois as you normally would.
Weekly flight availability from Colorado Springs to Illinois
Explore weekly flight availability from Colorado Springs to Illinois. 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 COS to USIL are scheduled on a Monday (6 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 Colorado Springs to Illinois?
How far ahead should I book a flight from Colorado Springs to Illinois?
The price you pay for your flight from Colorado Springs to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated June 15, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Colorado Springs to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Colorado Springs to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Colorado Springs to Illinois
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Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Colorado Springs to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Colorado Springs and Illinois flights
Browse other Colorado Springs and Illinois flight options. Last updated on June 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Colorado Springs to Illinois flights
Consider these flights traveling from Colorado Springs to Illinois.
Top 3 airlines flying from Colorado Springs to Illinois
Discover the top 3 airlines that operate flights from Colorado Springs to Illinois. 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$227 | Average$371 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$228 | Average$463 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$234 | Average$400 | FlexibilityNo cancel fee | On-time69% |