$89+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Oct 6 — Oct 131
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 Wednesday or Friday and return on a Friday
Cheap flight deals from Chicago to Breckenridge
Cheapest
Best
Last-minute
One-way
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 6, 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 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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.
Sat 10/106:30 am -
Nonstop2h 49m
Wed 10/148:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 9/2. 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 11/106:30 am -
Nonstop2h 56m
Thu 11/198:55 pm -
Nonstop2h 26m
Deal found 9/2![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 9/2. 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 11/218:43 pm -
Nonstop3h 08m
Thu 12/33:48 pm -
Nonstop2h 34m
Deal found 9/2![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 9/2. 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 11/106:30 am -
Nonstop2h 56m
Tue 11/178:55 pm -
Nonstop2h 26m
Deal found 9/2![Frontier logo]()
$160
This Frontier deal was found by Cheapflights users on 9/2. 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 11/76:30 am -
Nonstop2h 56m
Sat 11/148:55 pm -
Nonstop2h 26m
Deal found 9/2![Frontier logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 9/296:30 am -
Nonstop2h 45m
Tue 10/68:55 pm -
Nonstop2h 28m
Deal found 9/4![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 9/2411:15 am -
1 stop29h 22m
Sat 9/268:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 10/26:30 am -
Nonstop2h 45m
Sat 10/38:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 stop14h 29m
Tue 10/138:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 10/26:30 am -
Nonstop2h 45m
Mon 10/58:55 pm -
Nonstop2h 28m
Deal found 9/4![Frontier logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 12/108:43 pm -
Nonstop3h 01m
Sun 12/133:48 pm -
Nonstop2h 34m
Deal found 9/3![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 9/2. 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 11/106:30 am -
Nonstop2h 56m
Sun 11/158:55 pm -
Nonstop2h 26m
Deal found 9/2![Frontier logo]()
$168
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 6, 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 6, 2026.
This Southwest deal was found by Cheapflights users on 9/3. 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 12/1510:50 am -
Nonstop2h 40m
Tue 12/154:15 pm -
Nonstop2h 20m
Deal found 9/3![Southwest logo]()
$229
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/165:00 am -
Nonstop2h 39m
Mon 10/197:10 pm -
Nonstop2h 36m
Deal found 9/3![United Airlines logo]()
$245
This Delta deal was found by Cheapflights users on 9/1. 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 2/209:30 am -
1 stop7h 26m
Tue 2/236:45 am -
1 stop4h 52m
Deal found 9/1![Delta logo]()
$249
This Sun Country Air deal was found by Cheapflights users on 9/5. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:45 am -
1 stop7h 22m
Sat 12/269:33 am -
1 stop8h 57m
Deal found 9/5![Sun Country Air logo]()
$345
This Southwest deal was found by Cheapflights users on 9/1. 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 9/261:45 pm -
1 stop5h 55m
Wed 9/3011:15 am -
1 stop3h 50m
Deal found 9/1![Southwest logo]()
$244
This United Airlines deal was found by Cheapflights users on 9/1. 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 10/1510:00 pm -
Nonstop2h 54m
Sun 10/188:29 pm -
Nonstop2h 30m
Deal found 9/1![United Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 9/1. 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 2/59:30 am -
1 stop7h 26m
Wed 2/102:20 pm -
1 stop6h 17m
Deal found 9/1![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 9/3. 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 10/239:20 pm -
Nonstop2h 45m
Mon 10/267:50 am -
Nonstop2h 20m
Deal found 9/3![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/3. 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 12/56:05 am -
Nonstop2h 50m
Mon 12/711:05 am -
1 stop5h 00m
Deal found 9/3![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 9/3. 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 1/159:30 am -
1 stop7h 26m
Mon 1/186:45 am -
1 stop4h 52m
Deal found 9/3![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 9/1. 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 9/2410:05 am -
1 stop5h 20m
Mon 9/288:25 pm -
Nonstop2h 25m
Deal found 9/1![Southwest logo]()
$264
This Sun Country Air deal was found by Cheapflights users on 9/5. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/278:10 pm -
1 stop14h 23m
Thu 12/317:20 pm -
1 stop14h 28m
Deal found 9/5![Sun Country Air logo]()
$355
This Delta deal was found by Cheapflights users on 9/5. 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 10/176:20 am -
1 stop4h 42m
Tue 10/201:25 pm -
1 stop7h 02m
Deal found 9/5![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 9/3. 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 9/229:35 pm -
Nonstop2h 54m
Fri 9/257:10 pm -
Nonstop2h 36m
Deal found 9/3![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 9/5. 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 12/168:55 pm -
Nonstop2h 40m
Mon 12/217:25 am -
Nonstop2h 20m
Deal found 9/5![Southwest logo]()
$276
This Sun Country Air deal was found by Cheapflights users on 9/2. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:36 am -
1 stop8h 03m
Sat 11/288:54 am -
1 stop9h 21m
Deal found 9/2![Sun Country Air logo]()
$385
This Delta deal was found by Cheapflights users on 9/4. 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 12/247:00 am -
1 stop7h 48m
Mon 1/46:45 am -
1 stop4h 52m
Deal found 9/4![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 9/5. 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 10/107:25 pm -
Nonstop2h 45m
Mon 10/127:50 am -
Nonstop2h 20m
Deal found 9/5![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/2. 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 12/179:59 am -
1 stop14h 51m
Tue 1/56:45 am -
1 stop4h 52m
Deal found 9/2![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 9/5. 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 10/159:20 pm -
Nonstop2h 45m
Mon 10/195:55 pm -
Nonstop2h 20m
Deal found 9/5![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/1. 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 10/710:15 am -
1 stop4h 50m
Sat 10/107:45 am -
2 stops6h 30m
Deal found 9/1![Southwest logo]()
$279
Last-minute flights from Chicago to BreckenridgeDiscover last-minute flight deals from Chicago to Breckenridge. Data last updated September 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Breckenridge. Data last updated September 6, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/2. 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 9/246:30 am -
Nonstop2h 45m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 9/2411:15 am -
1 stop29h 22m
Sat 9/268:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 9/2. 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 9/266:30 am -
Nonstop2h 45m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 9/296:30 am -
Nonstop2h 45m
Tue 10/68:55 pm -
Nonstop2h 28m
Deal found 9/4![Frontier logo]()
$162
This CheapOair deal was found by Cheapflights users on 9/1. 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 9/296:30 am -
Nonstop2h 45m
Sat 10/34:11 pm -
1 stop5h 53m
Deal found 9/1![Frontier logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 10/26:30 am -
Nonstop2h 45m
Tue 10/68:55 pm -
Nonstop2h 28m
Deal found 9/2![Frontier logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 10/26:30 am -
Nonstop2h 45m
Mon 10/58:55 pm -
Nonstop2h 28m
Deal found 9/4![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 9/2. 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.
Thu 10/86:30 am -
Nonstop2h 49m
Thu 10/158:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 stop14h 29m
Tue 10/138:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/1. 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 10/96:30 am -
Nonstop2h 49m
Mon 10/128:55 pm -
Nonstop2h 29m
Deal found 9/1![Frontier logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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.
Sat 10/106:30 am -
Nonstop2h 49m
Mon 10/128:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$157
This Mytrip deal was found by Cheapflights users on 9/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:30 am -
Nonstop2h 49m
Sat 10/108:55 pm -
Nonstop2h 29m
Deal found 9/2![Frontier logo]()
$159
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 6, 2026.
Search for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 9/256:30 am -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 9/6. 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.
Tue 10/66:30 am -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 9/3. 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 10/34:35 pm -
1 stop6h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 9/2. 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.
Wed 10/143:30 pm -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 9/1. 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 10/16:00 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$94
This Priceline deal was found by Cheapflights users on 9/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:30 pm -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 9/1. 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.
Thu 12/34:10 pm -
1 stop9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$95
This Booking.com deal was found by Cheapflights users on 9/2. 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.
Wed 10/213:30 pm -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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.
Sat 10/106:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 9/1. 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 10/156:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 9/1. 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.
Sun 10/186:30 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 9/2. 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 10/512:54 pm -
1 stop9h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$100
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 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (Cheapflightsfares) |
One-way from | $89 (Cheapflightsfares) |
Popular in | July |
Cheapest in | January |
Average price | $259 |
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 6, 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
Quickest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 9/29
3:50 pm-5:20 pm
Nonstop2h 30m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 10/20
2:30 pm-4:22 pm
Nonstop2h 52m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 10/21
5:45 pm-7:25 pm
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 10/13
6:00 am-7:39 am
Nonstop2h 39m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 10/3
7:25 pm-9:05 pm
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 9/29
3:50 pm-5:50 pm
Nonstop3h 00m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 10/31
5:30 am-7:10 am
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 11/2
12:27 pm-3:49 pm
1 stop4h 22m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$125
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 9/22
7:13 pm-11:35 pm
1 stop5h 22m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$125
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 11/3
10:50 am-12:30 pm
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
Showing 1-10 of 44 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.
MDW-DEN
ORD-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
MDW-DEN
ORD-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 6, 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 6, 2026.
The most flights from CHI to BK9 are scheduled on a Saturday (70 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 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 $201 and $329 in October.The cheapest round-trip price found within the last 5 days was $157 on Frontier (Oct 10-Oct 14).
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 5, 2026.
Travelers seeking maximum savings on their Chicago to Breckenridge flight should consider departing on Saturday 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 6, 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.
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
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 Breckenridge. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Top destinations
Alternative routes for Chicago to Breckenridge
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Breckenridge by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Breckenridge by cabin class
Find flights from Chicago to Breckenridge, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Breckenridge flights
Browse other Chicago and Breckenridge flight options. Last updated on September 6, 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 September 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$284 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$223 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$366 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$173 | Average$420 | FlexibilityNo cancel fee | On-time69% |