
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $185 (Frontier) |
One-way from | $87 (Super.com) |
Popular in | March |
Cheapest in | August |
Average price | $279 |
Fly from
Fly to
Route
Depart
Return
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Thu 5/28
8:20 pm-11:40 pm
Nonstop2h 20m
Chicago Midway
Mon 6/1
9:35 pm-11:15 pm
Nonstop2h 40m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Thu 5/28
6:35 am-9:55 am
Nonstop2h 20m
Chicago Midway
Thu 5/28
9:35 pm-11:15 pm
Nonstop2h 40m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Wed 8/12
10:45 am-8:17 pm
1 stop8h 32m
Chicago O'Hare Intl
Fri 8/14
3:50 pm-10:29 pm
1 stop7h 39m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Tue 8/25
12:55 am-8:42 am
1 stop6h 47m
Chicago Midway
Fri 8/28
5:25 pm-11:45 pm
1 stop7h 20m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Tue 6/9
6:00 pm-9:39 pm
Nonstop2h 39m
Chicago O'Hare Intl
Sat 6/13
5:00 am-6:38 am
Nonstop2h 38m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Tue 6/23
10:15 am-4:55 pm
1 stop5h 40m
Chicago Midway
Wed 7/1
7:00 am-8:35 am
Nonstop2h 35m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Fri 8/14
7:00 am-10:20 am
Nonstop2h 20m
Chicago Midway
Sun 8/16
6:30 am-8:00 am
Nonstop2h 30m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Thu 10/1
8:34 pm-11:57 pm
Nonstop2h 23m
Chicago O'Hare Intl
Sun 10/4
5:00 am-6:42 am
Nonstop2h 42m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Sat 5/9
10:48 am-5:56 pm
1 stop6h 08m
Chicago Midway
Wed 5/13
9:22 am-1:59 pm
1 stop5h 37m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Wed 6/3
12:55 am-8:43 am
1 stop6h 48m
Chicago Midway
Tue 6/9
9:54 am-3:40 pm
1 stop6h 46m
The price you pay for your flight from Breckenridge to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
When flying from Breckenridge to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 57% versus a flight at noon.
Travelers seeking maximum savings on their Breckenridge to Chicago flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from BK9 to CHI are scheduled on a Thursday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 on average).
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Crew
Entertainment
Food
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$74 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$126 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$303 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$159 | Average$388 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$167 | Average$403 | FlexibilityNo cancel fee | On-time69% |