
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $297 (Orbitz) |
One-way from | $122 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $509 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Tue 1/27
5:05 am-2:15 pm
1 stop8h 10m
Cali Alfonso B. Aragon Intl
Tue 2/3
3:21 pm-9:10 am
2 stops18h 49m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Wed 11/19
5:10 am-2:08 pm
1 stop7h 58m
Cali Alfonso B. Aragon Intl
Thu 11/27
3:25 pm-11:13 pm
1 stop8h 48m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Tue 12/2
7:33 am-5:29 pm
1 stop8h 56m
Cali Alfonso B. Aragon Intl
Sun 12/7
3:11 pm-12:05 am
1 stop9h 54m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Wed 11/12
6:56 am-5:29 pm
1 stop9h 33m
Cali Alfonso B. Aragon Intl
Thu 11/20
4:52 am-12:46 pm
1 stop8h 54m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Wed 12/10
9:14 pm-2:11 pm
2 stops15h 57m
Cali Alfonso B. Aragon Intl
Thu 12/18
3:20 pm-12:30 am
1 stop10h 10m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Wed 12/3
10:12 am-7:11 am
2 stops19h 59m
Cali Alfonso B. Aragon Intl
Wed 12/10
3:20 pm-12:39 pm
2 stops22h 19m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Sat 11/8
5:00 am-2:20 pm
1 stop8h 20m
Cali Alfonso B. Aragon Intl
Wed 11/12
3:20 pm-9:05 am
1 stop18h 45m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Tue 11/18
6:56 am-5:29 pm
1 stop9h 33m
Cali Alfonso B. Aragon Intl
Fri 11/21
4:52 am-12:46 pm
1 stop8h 54m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Thu 12/11
5:00 am-2:11 pm
1 stop8h 11m
Cali Alfonso B. Aragon Intl
Sat 1/17
8:20 am-8:20 pm
1 stop13h 00m
ChicagoCali
ORD - CLO
ORDCLO
Chicago O'Hare Intl
Thu 12/4
1:52 pm-2:11 pm
2 stops23h 19m
Cali Alfonso B. Aragon Intl
Thu 12/11
3:20 pm-12:09 am
1 stop9h 49m
| 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 | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars |
The price you pay for your flight from Chicago to Cali may vary depending on when you book. For the best chance of a lower fare, look to book 18 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, September is the cheapest month in which you can book a flight from Chicago to Cali (average of $183). Flying from Chicago to Cali in August is currently the most expensive (average of $376). 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.
A simple way to save on the total cost of your ticket is to fly from Chicago to Cali at noon. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the morning.
Panama City (PTY) – chosen by Cheapflights users on 69% of 1-stop itineraries from Chicago to Cali on Cheapflights.
Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $384.
Flights via Bogotá (BOG) have the shortest average one-way travel time for 1-stop routes: 9h 09m.
Flights via Bogotá (BOG) offer the fastest connection on this route, with an average layover time of 1h 51m.
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Juan Pablo,Sep 2025
MEX - PTY
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Juan Pablo,Sep 2025
MEX - PTY
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Juan Pablo,Sep 2025
MEX - PTY
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Juan Pablo,Sep 2025
MEX - PTY
Comfort
Overall
Boarding
Crew
Entertainment
Food
Reviews
Juan Pablo,Sep 2025
MEX - PTY
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$317 | Average$499 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$330 | Average$513 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$348 | Average$462 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$348 | Average$620 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$624 | Average$739 | FlexibilityNo cancel fee | On-time81% |