$102+ Cheap flights from Chicago (CHI) to Breckenridge, CO
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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Sep 5 — Sep 121
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 October or January, booked 85 days in advance, depart on a Wednesday or Friday 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 August 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 August 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/277:44 pm -
1 stop28h 16m
Sat 8/2911:59 pm -
1 stop10h 56m
Deal found 7/31![Frontier logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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.
Mon 9/216:30 am -
Nonstop2h 45m
Thu 9/248:55 pm -
Nonstop2h 28m
Deal found 8/3![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 8/1. 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 8/279:26 pm -
1 stop10h 02m
Mon 8/3110:09 am -
1 stop9h 22m
Deal found 8/1![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/1. 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.
Wed 10/146:05 am -
1 stop7h 19m
Tue 10/277:00 am -
1 stop10h 29m
Deal found 8/1![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/2. 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 10/811:06 am -
Nonstop2h 54m
Sat 10/106:25 am -
Nonstop2h 36m
Deal found 8/2![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 8/2. 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.
Wed 9/161:21 pm -
1 stop11h 23m
Wed 9/236:09 am -
1 stop7h 08m
Deal found 8/2![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 8/2. 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 10/156:05 am -
1 stop7h 19m
Mon 10/196:25 am -
Nonstop2h 36m
Deal found 8/2![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 8/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:46 pm -
1 stop10h 29m
Wed 9/308:55 pm -
Nonstop2h 28m
Deal found 8/3![Frontier logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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.
Thu 10/16:30 am -
Nonstop2h 45m
Sun 10/48:55 pm -
Nonstop2h 28m
Deal found 8/1![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/49:10 pm -
1 stop11h 57m
Tue 9/87:25 am -
1 stop21h 52m
Deal found 7/31![Frontier logo]()
$166
This FlightHub deal was found by Cheapflights users on 8/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:54 pm -
1 stop9h 55m
Mon 9/1410:44 am -
1 stop6h 07m
Deal found 8/3![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Sun 9/136:30 am -
Nonstop2h 45m
Thu 9/178:55 pm -
Nonstop2h 28m
Deal found 7/31![Frontier logo]()
$167
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 August 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 August 6, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/310:00 pm -
Nonstop2h 53m
Sun 9/63:50 pm -
Nonstop2h 40m
Deal found 8/5![United Airlines logo]()
$225
This Southwest deal was found by Cheapflights users on 8/5. 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 9/211:10 am -
1 stop4h 50m
Sun 9/62:10 pm -
1 stop4h 30m
Deal found 8/5![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 8/5. 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.
Fri 10/161:55 pm -
1 stop8h 20m
Sun 10/186:10 am -
1 stop5h 49m
Deal found 8/5![Delta logo]()
$286
This KAYAK deal was found by Cheapflights users on 8/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:00 am -
Nonstop2h 43m
Wed 9/24:21 pm -
1 stop6h 09m
Deal found 8/4![American Airlines logo]()
$327
This Sun Country Air deal was found by Cheapflights users on 8/3. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:38 pm -
1 stop24h 21m
Sun 11/297:00 am -
1 stop24h 25m
Deal found 8/3![Sun Country Air logo]()
$345
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
2 stops16h 12m
Wed 10/286:59 pm -
1 stop22h 54m
Deal found 8/2![Alaska Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 8/5. 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.
Fri 9/115:00 pm -
1 stop3h 50m
Tue 9/1511:15 am -
1 stop3h 45m
Deal found 8/5![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
Nonstop2h 30m
Wed 9/236:30 am -
Nonstop2h 20m
Deal found 8/2![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 8/5. 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 9/126:50 am -
Nonstop2h 30m
Tue 9/157:25 pm -
Nonstop2h 30m
Deal found 8/5![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 8/3. 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.
Thu 11/196:30 am -
1 stop4h 30m
Sun 11/226:05 am -
1 stop6h 54m
Deal found 8/3![Delta logo]()
$295
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 12/259:47 pm -
Nonstop2h 52m
Thu 12/314:25 pm -
Nonstop2h 40m
Deal found 7/31![United Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/5. 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 10/176:35 am -
1 stop5h 00m
Sat 10/245:35 pm -
Nonstop2h 20m
Deal found 8/5![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:15 am -
1 stop4h 30m
Thu 11/57:10 am -
Nonstop2h 20m
Deal found 8/2![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 8/1. 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.
Tue 11/106:05 am -
Nonstop2h 55m
Mon 11/1611:05 am -
1 stop5h 00m
Deal found 8/1![Southwest logo]()
$243
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:20 am -
1 stop17h 24m
Tue 9/226:17 am -
2 stops16h 42m
Deal found 8/1![Alaska Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:00 am -
Nonstop2h 30m
Fri 9/256:30 pm -
Nonstop2h 35m
Deal found 8/2![Southwest logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:00 am -
2 stops16h 12m
Wed 10/1412:31 pm -
1 stop23h 54m
Deal found 8/1![Alaska Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 8/5. 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 9/1710:05 am -
1 stop5h 20m
Mon 9/218:25 pm -
Nonstop2h 25m
Deal found 8/5![Southwest logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:49 pm -
1 stop27h 23m
Sun 10/187:07 am -
2 stops15h 52m
Deal found 8/2![Alaska Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 8/3. 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.
Mon 11/161:20 pm -
1 stop5h 05m
Fri 11/208:40 pm -
Nonstop2h 15m
Deal found 8/3![Southwest logo]()
$262
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:17 pm -
1 stop24h 09m
Thu 9/248:08 am -
2 stops14h 51m
Deal found 8/1![Alaska Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 8/5. 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 10/36:35 am -
1 stop5h 00m
Sun 10/46:25 am -
Nonstop2h 20m
Deal found 8/5![Southwest logo]()
$262
Last-minute flights from Chicago to BreckenridgeDiscover last-minute flight deals from Chicago to Breckenridge. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Breckenridge. Data last updated August 6, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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.
Mon 8/242:41 pm -
Nonstop3h 04m
Tue 8/257:00 am -
1 stop7h 59m
Deal found 8/4![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/277:44 pm -
1 stop28h 16m
Sat 8/2911:59 pm -
1 stop10h 56m
Deal found 7/31![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 8/1. 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 8/279:26 pm -
1 stop10h 02m
Mon 8/3110:09 am -
1 stop9h 22m
Deal found 8/1![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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.
Thu 8/272:41 pm -
Nonstop3h 04m
Mon 8/319:55 am -
Nonstop2h 41m
Deal found 8/1![Frontier logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/49:10 pm -
1 stop11h 57m
Tue 9/87:25 am -
1 stop21h 52m
Deal found 7/31![Frontier logo]()
$166
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:30 am -
Nonstop2h 45m
Tue 9/158:55 pm -
Nonstop2h 28m
Deal found 8/4![Frontier logo]()
$164
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/141:01 pm -
1 stop9h 48m
Wed 9/166:38 pm -
1 stop10h 00m
Deal found 7/31![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/1. 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.
Tue 9/151:21 pm -
1 stop11h 23m
Tue 9/226:09 am -
1 stop7h 08m
Deal found 8/1![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 8/2. 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.
Wed 9/161:21 pm -
1 stop11h 23m
Wed 9/236:09 am -
1 stop7h 08m
Deal found 8/2![Frontier logo]()
$160
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 9/166:30 am -
Nonstop2h 45m
Sun 9/208:55 pm -
Nonstop2h 28m
Deal found 8/1![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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.
Mon 9/216:30 am -
Nonstop2h 45m
Thu 9/248:55 pm -
Nonstop2h 28m
Deal found 8/3![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 8/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:46 pm -
1 stop10h 29m
Wed 9/308:55 pm -
Nonstop2h 28m
Deal found 8/3![Frontier logo]()
$163
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 August 6, 2026.
Search for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:50 am -
1 stop11h 15m
Deal found 8/4![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 8/2. 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.
Sun 10/412:54 pm -
1 stop9h 55m
Deal found 8/2![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Fri 10/302:03 pm -
1 stop9h 30m
Deal found 7/31![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:10 pm -
1 stop19h 08m
Deal found 8/4![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 8/2. 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 11/2010:41 pm -
Nonstop2h 58m
Deal found 8/2![Frontier logo]()
$106
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:55 am -
Nonstop2h 50m
Deal found 8/4![United Airlines logo]()
$107
This Southwest deal was found by Cheapflights users on 8/3. 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 9/56:00 pm -
Nonstop2h 45m
Deal found 8/3![Southwest logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/35:46 pm -
1 stop7h 17m
Deal found 7/31![Frontier logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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.
Mon 8/312:41 pm -
Nonstop3h 04m
Deal found 8/3![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 am -
Nonstop2h 45m
Deal found 8/4![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:05 am -
2 stops17h 09m
Deal found 8/3![Frontier logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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.
Mon 12/74:10 pm -
1 stop22h 00m
Deal found 8/1![Frontier logo]()
$114
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 August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $156 (Cheapflightsfares) |
One-way from | $102 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $254 |
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 2,558,603 searches. Data last updated August 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
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Thu 9/3
10:00 pm-11:53 pm
Nonstop2h 53m
Denver Intl
Sun 9/6
3:50 pm-7:30 pm
Nonstop2h 40m
$225
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 9/2
11:10 am-3:00 pm
1 stop4h 50m
Denver Intl
Sun 9/6
2:10 pm-7:40 pm
1 stop4h 30m
$236
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 9/11
5:00 pm-7:50 pm
1 stop3h 50m
Denver Intl
Tue 9/15
11:15 am-4:00 pm
1 stop3h 45m
$236
Quickest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 9/16
3:50 pm-5:20 pm
Nonstop2h 30m
Denver Intl
Wed 9/23
6:30 am-9:50 am
Nonstop2h 20m
$237
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 9/12
6:50 am-8:20 am
Nonstop2h 30m
Denver Intl
Tue 9/15
7:25 pm-10:55 pm
Nonstop2h 30m
$237
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 10/17
6:35 am-10:35 am
1 stop5h 00m
Denver Intl
Sat 10/24
5:35 pm-8:55 pm
Nonstop2h 20m
$243
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 11/3
10:15 am-1:45 pm
1 stop4h 30m
Denver Intl
Thu 11/5
7:10 am-10:30 am
Nonstop2h 20m
$243
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 11/10
6:05 am-8:00 am
Nonstop2h 55m
Denver Intl
Mon 11/16
11:05 am-5:05 pm
1 stop5h 00m
$243
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 9/14
7:00 am-8:30 am
Nonstop2h 30m
Denver Intl
Fri 9/25
6:30 pm-10:05 pm
Nonstop2h 35m
$247
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 9/17
10:05 am-2:25 pm
1 stop5h 20m
Denver Intl
Mon 9/21
8:25 pm-11:50 pm
Nonstop2h 25m
$257
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 August 6, 2026.
It’s typically best to fly out from Chicago to Breckenridge at noon. Doing so could potentially save you 13% 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 August 6, 2026.
The most flights from CHI to BK9 are scheduled on a Wednesday (76 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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 $197 and $321 in August.The cheapest round-trip price found within the last 5 days was $156 on Frontier (Aug 27-Aug 31).
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 August 1, 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 August 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
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Breckenridge. 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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Chicago and Breckenridge flights
Browse other Chicago and Breckenridge flight options. Last updated on August 6, 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 2,558,603 searches. Data last updated August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$178 | 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$349 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$352 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$410 | FlexibilityNo cancel fee | On-time69% |