Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $226 (Southwest) |
One-way from | $73 (United Airlines) |
Popular in | November |
Cheapest in | February |
Average price | $334 |
Good round-trip deal | $291 or less |
Good one-way deal | $188 or less |
Fly from
Fly to
Route
Depart
Return
Price
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Thu 1/15
11:43 am-3:35 pm
Nonstop2h 52m
Chicago O'Hare Intl
Sun 1/18
8:50 am-11:02 am
Nonstop3h 12m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Mon 1/26
1:45 pm-8:40 pm
1 stop5h 55m
Chicago Midway
Thu 1/29
8:10 am-3:55 pm
2 stops8h 45m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Mon 11/24
6:35 pm-12:05 am
1 stop4h 30m
Chicago Midway
Thu 12/4
10:05 am-4:15 pm
1 stop7h 10m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Mon 11/24
12:30 pm-4:16 pm
Nonstop2h 46m
Chicago O'Hare Intl
Thu 12/4
9:20 am-11:26 am
Nonstop3h 06m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Thu 1/29
1:06 pm-4:55 pm
Nonstop2h 49m
Chicago O'Hare Intl
Mon 2/2
10:04 am-12:08 pm
Nonstop3h 04m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Sun 11/23
3:10 pm-6:30 pm
Nonstop2h 20m
Chicago Midway
Thu 12/4
5:25 am-1:50 pm
1 stop9h 25m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Thu 12/4
12:50 pm-4:36 pm
Nonstop2h 46m
Chicago O'Hare Intl
Fri 12/5
9:20 am-11:26 am
Nonstop3h 06m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Sun 11/23
5:30 am-1:30 pm
1 stop7h 00m
Chicago O'Hare Intl
Thu 12/4
1:45 pm-9:30 pm
2 stops8h 45m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Thu 12/4
6:00 pm-9:41 am
2 stops14h 41m
Chicago Midway
Sat 12/6
6:00 am-12:36 pm
1 stop7h 36m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Tue 11/25
8:55 pm-10:40 am
1 stop12h 45m
Chicago Midway
Thu 12/4
5:00 am-11:15 am
1 stop7h 15m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy2 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Colorado Springs to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 78 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Colorado Springs to Chicago (average of $58). Flying from Colorado Springs to Chicago in June is currently the most expensive (average of $122). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Colorado Springs to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from COS to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$223 | Average$373 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$233 | Average$318 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$291 | Average$402 | FlexibilityNo cancel fee | On-time69% |