
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $145 (American Airlines) |
One-way from | $73 (American Airlines) |
Popular in | November |
Cheapest in | October |
Average price | $331 |
Good round-trip deal | $354 or less |
Good one-way deal | $167 or less |
Fly from
Fly to
Route
Depart
Return
Price
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 1/14
11:33 am-7:51 pm
1 stop7h 18m
Chicago O'Hare Intl
Sat 1/17
8:50 am-11:02 am
Nonstop3h 12m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 1/21
11:33 am-5:04 pm
1 stop4h 31m
Chicago O'Hare Intl
Wed 2/4
8:50 am-11:02 am
Nonstop3h 12m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Wed 1/14
1:21 pm-10:07 pm
1 stop7h 46m
Chicago Midway
Sat 1/17
6:45 am-12:22 pm
1 stop6h 37m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 1/21
12:00 pm-9:52 pm
1 stop8h 52m
Chicago O'Hare Intl
Wed 2/4
5:30 am-12:23 pm
1 stop7h 53m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Fri 1/16
12:00 pm-9:52 pm
1 stop8h 52m
Chicago O'Hare Intl
Mon 1/19
5:30 am-12:23 pm
1 stop7h 53m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 1/14
12:00 pm-11:59 pm
2 stops10h 59m
Chicago O'Hare Intl
Sat 1/17
5:30 am-12:22 pm
1 stop7h 52m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Fri 2/20
12:30 pm-4:07 pm
Nonstop2h 37m
Chicago O'Hare Intl
Sun 2/22
9:50 am-12:00 pm
Nonstop3h 10m
Colorado SpringsChicago
COS - ORD
COSORD
Colorado Springs
Wed 2/11
11:43 am-3:35 pm
Nonstop2h 52m
Chicago O'Hare Intl
Sat 2/14
2:40 pm-6:20 pm
1 stop4h 40m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Mon 2/23
6:10 am-2:25 pm
1 stop7h 15m
Chicago Midway
Mon 2/23
5:15 pm-10:45 pm
1 stop6h 30m
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Fri 1/16
1:21 pm-10:07 pm
1 stop7h 46m
Chicago Midway
Mon 1/19
6:00 am-12:23 pm
1 stop7h 23m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
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 (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
Crew
Entertainment
Food
Boarding
Comfort
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Food
Boarding
Comfort
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Food
Boarding
Comfort
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Food
Boarding
Comfort
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$373 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$233 | Average$315 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$291 | Average$395 | FlexibilityNo cancel fee | On-time69% |