$92+ Cheap flights from Chicago (CHI) to Breckenridge, CO
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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Breckenridge 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 Breckenridge are usually found in January or October, booked 85 days in advance, depart on a Friday or Wednesday and return on a Friday
Cheap flight deals from Chicago to Breckenridge
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Cheapest flights from Chicago to BreckenridgeExplore the most affordable flight options available from Chicago to Breckenridge. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Chicago to Breckenridge. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:30 am -
Nonstop2h 56m
Sun 11/158:55 pm -
Nonstop2h 26m
Deal found 9/12![Frontier logo]()
$145
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
Nonstop2h 45m
Sun 10/118:55 pm -
Nonstop2h 29m
Deal found 9/14![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:30 am -
Nonstop2h 49m
Tue 10/208:55 pm -
Nonstop2h 29m
Deal found 9/13![Frontier logo]()
$163
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:13 pm -
1 stop13h 09m
Mon 11/28:55 pm -
Nonstop2h 26m
Deal found 9/16![Frontier logo]()
$164
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:30 am -
Nonstop2h 49m
Sun 10/258:55 pm -
Nonstop2h 29m
Deal found 9/15![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:30 am -
Nonstop2h 49m
Sat 10/178:55 pm -
Nonstop2h 29m
Deal found 9/15![Frontier logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
Nonstop2h 49m
Mon 10/268:55 pm -
Nonstop2h 29m
Deal found 9/14![Frontier logo]()
$167
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:21 pm -
1 stop11h 22m
Tue 10/1310:55 pm -
1 stop30h 39m
Deal found 9/16![Frontier logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:01 pm -
1 stop20h 13m
Tue 10/138:55 pm -
Nonstop2h 29m
Deal found 9/17![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
1 stop10h 15m
Wed 10/2810:43 am -
1 stop12h 04m
Deal found 9/17![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/710:41 pm -
Nonstop2h 55m
Wed 12/95:52 pm -
Nonstop2h 29m
Deal found 9/16![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:30 pm -
1 stop7h 19m
Mon 10/2610:38 am -
1 stop12h 05m
Deal found 9/16![Frontier logo]()
$173
Best flights from Chicago to BreckenridgeDiscover carefully curated flight deals from Chicago to Breckenridge that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Chicago to Breckenridge that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 10/216:05 am -
Nonstop2h 40m
Sat 10/2412:30 pm -
1 stop4h 30m
Deal found 9/16![Southwest logo]()
$195
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/75:00 am -
Nonstop2h 39m
Mon 10/126:00 am -
Nonstop2h 43m
Deal found 9/15![United Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/249:29 am -
1 stop6h 37m
Mon 10/266:20 am -
1 stop5h 27m
Deal found 9/15![Delta logo]()
$222
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/309:05 pm -
Nonstop2h 59m
Fri 12/412:23 pm -
1 stop8h 35m
Deal found 9/16![American Airlines logo]()
$388
This Southwest deal was found by Cheapflights users on 9/14. 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 10/271:05 pm -
1 stop4h 50m
Wed 10/287:50 pm -
Nonstop2h 25m
Deal found 9/14![Southwest logo]()
$195
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/125:00 am -
Nonstop2h 39m
Wed 10/148:29 pm -
Nonstop2h 30m
Deal found 9/15![United Airlines logo]()
$202
This Southwest deal was found by Cheapflights users on 9/13. 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 11/171:20 pm -
1 stop5h 05m
Wed 11/1811:05 am -
1 stop5h 00m
Deal found 9/13![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 9/15. 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 10/308:29 am -
1 stop7h 38m
Mon 11/26:20 am -
1 stop5h 39m
Deal found 9/15![Delta logo]()
$248
This Alaska Airlines deal was found by Cheapflights users on 9/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:20 am -
2 stops12h 05m
Tue 10/206:59 pm -
1 stop17h 26m
Deal found 9/13![Alaska Airlines logo]()
$523
This Southwest deal was found by Cheapflights users on 9/15. 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 1/218:30 am -
1 stop5h 10m
Mon 1/257:30 am -
Nonstop2h 15m
Deal found 9/15![Southwest logo]()
$221
This Delta deal was found by Cheapflights users on 9/14. 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.
Sun 12/138:39 am -
1 stop7h 29m
Wed 12/1611:13 am -
1 stop4h 30m
Deal found 9/14![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 9/15. 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 1/117:45 pm -
Nonstop2h 45m
Fri 1/157:25 pm -
Nonstop2h 20m
Deal found 9/15![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/3110:12 am -
1 stop6h 37m
Sun 11/86:20 am -
1 stop5h 27m
Deal found 9/15![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 9/15. 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 12/247:35 am -
1 stop6h 10m
Thu 12/242:25 pm -
1 stop4h 15m
Deal found 9/15![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 9/16. 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 11/41:20 pm -
1 stop5h 05m
Fri 11/64:20 pm -
1 stop5h 25m
Deal found 9/16![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 10/296:20 am -
1 stop4h 42m
Sun 11/16:05 am -
1 stop4h 35m
Deal found 9/14![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/309:47 pm -
Nonstop2h 44m
Fri 12/47:05 pm -
Nonstop2h 34m
Deal found 9/16![United Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/115:00 am -
Nonstop2h 39m
Wed 10/143:48 pm -
Nonstop2h 42m
Deal found 9/15![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 9/15. 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 12/910:15 am -
1 stop4h 30m
Tue 12/295:05 am -
Nonstop2h 15m
Deal found 9/15![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 10/216:20 am -
1 stop6h 44m
Thu 10/2212:59 am -
1 stop5h 42m
Deal found 9/12![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sun 2/215:50 am -
Nonstop2h 50m
Mon 2/222:20 pm -
1 stop4h 20m
Deal found 9/15![Southwest logo]()
$278
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/910:00 pm -
Nonstop2h 54m
Mon 10/126:00 am -
Nonstop2h 43m
Deal found 9/13![United Airlines logo]()
$455
Last-minute flights from Chicago to BreckenridgeDiscover last-minute flight deals from Chicago to Breckenridge. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Breckenridge. Data last updated September 17, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:21 pm -
1 stop11h 22m
Tue 10/1310:55 pm -
1 stop30h 39m
Deal found 9/16![Frontier logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
Nonstop2h 45m
Sun 10/118:55 pm -
Nonstop2h 29m
Deal found 9/14![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:30 am -
Nonstop2h 49m
Sat 10/108:55 pm -
Nonstop2h 29m
Deal found 9/17![Frontier logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:01 pm -
1 stop20h 13m
Tue 10/138:55 pm -
Nonstop2h 29m
Deal found 9/17![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:30 am -
Nonstop2h 49m
Tue 10/208:55 pm -
Nonstop2h 29m
Deal found 9/13![Frontier logo]()
$163
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:37 pm -
1 stop10h 12m
Mon 10/194:10 pm -
1 stop7h 49m
Deal found 9/16![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:30 am -
Nonstop2h 49m
Sat 10/178:55 pm -
Nonstop2h 29m
Deal found 9/15![Frontier logo]()
$166
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:30 am -
Nonstop2h 49m
Sun 10/258:55 pm -
Nonstop2h 29m
Deal found 9/15![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
Nonstop2h 49m
Mon 10/268:55 pm -
Nonstop2h 29m
Deal found 9/14![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:30 pm -
1 stop7h 19m
Mon 10/2610:38 am -
1 stop12h 05m
Deal found 9/16![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
1 stop10h 15m
Wed 10/2810:43 am -
1 stop12h 04m
Deal found 9/17![Frontier logo]()
$170
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:13 pm -
1 stop13h 09m
Mon 11/28:55 pm -
Nonstop2h 26m
Deal found 9/16![Frontier logo]()
$164
One-way flights from Chicago to BreckenridgeSearch for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:55 pm -
1 stop22h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 9/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
1 stop10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:07 pm -
1 stop13h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$94
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/1010:00 pm -
Nonstop2h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$95
This Southwest deal was found by Cheapflights users on 9/15. 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 10/147:40 am -
Nonstop2h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$95
This Super.com deal was found by Cheapflights users on 9/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$97
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$100
This Southwest deal was found by Cheapflights users on 9/14. 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 10/246:35 am -
1 stop5h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$100
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:08 pm -
1 stop7h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$103
Find flight deals from Chicago to Breckenridge
Keep the following information in mind while searching for Chicago to Breckenridge flight deals. Data was last updated September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $145 (Cheapflightsfares) |
One-way from | $92 (Super.com) |
Popular in | July |
Cheapest in | January |
Average price | $274 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Breckenridge 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 September 17, 2026.
Use the filters below to find and compare flights from Chicago to Breckenridge that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 11/10
7:00 am-8:46 am
Nonstop2h 46m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$95
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 12/15
8:55 pm-10:35 pm
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$95
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 10/28
6:05 am-7:45 am
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$95
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 12/15
6:20 am-10:08 am
1 stop4h 48m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$105
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Wed 12/16
3:47 pm-8:20 pm
1 stop5h 33m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$105
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 10/26
9:20 pm-11:05 pm
Nonstop2h 45m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
Quickest round-trip
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Fri 10/9
5:00 am-6:39 am
Nonstop2h 39m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$121
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 11/13
10:40 am-12:25 pm
Nonstop2h 45m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Fri 12/11
9:21 pm-8:26 am
1 stop12h 05m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$135
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Sat 10/24
8:30 am-1:47 pm
1 stop6h 17m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$137
Showing 1-10 of 43 resultsSorted by cheapest first
Best time to book a flight from Chicago to Breckenridge
Have a flexible travel schedule? Discover the best time to fly to Breckenridge from Chicago with our price prediction graph.
ORD-DEN
MDW-DEN
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 Breckenridge
CHI-BK9
ORD-DEN
MDW-DEN
What is the cheapest time of day to fly from CHI to BK9?
Find hourly flight availability from Chicago to Breckenridge. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2026.
It’s typically best to fly out from Chicago to Breckenridge at noon. Doing so could potentially save you 14% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Chicago to Breckenridge
Explore weekly flight availability from Chicago to Breckenridge. 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 September 17, 2026.
The most flights from CHI to BK9 are scheduled on a Tuesday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (57 on average).
How much does it cost to fly round-trip from Chicago to Breckenridge?
Airfare is below average for this route at the moment.
Chicago to Breckenridge flights typically cost between $214 and $350 in November.The cheapest round-trip price found within the last 5 days was $145 on Frontier (Nov 13-Nov 15).
What is the cheapest day to fly from Chicago to Breckenridge?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Breckenridge. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Chicago to Breckenridge flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Breckenridge
Get insights into the airlines that provide service to Breckenridge. 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 Breckenridge. Reviews last updated September 17, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Breckenridge have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
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Chicago and Breckenridge flights
Browse other Chicago and Breckenridge flight options. Last updated on September 17, 2026.
Other flights from Chicago
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Chicago to Breckenridge flights
Consider these flights traveling from Chicago to Breckenridge.
Top 6 airlines flying from Chicago to Breckenridge
Discover the top 6 airlines that operate flights from Chicago to Breckenridge. 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 September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$358 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$223 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$356 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$358 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$173 | Average$426 | FlexibilityNo cancel fee | On-time69% |