$230+ Cheap flights from Chicago (CHI) to Cali (CLO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLO
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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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.Cheap flight deals from Chicago to Cali
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Best
Last-minute
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Cheapest flights from Chicago to CaliExplore the most affordable flight options available from Chicago to Cali. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
Explore the most affordable flight options available from Chicago to Cali. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Sun 10/253:13 pm -
1 stop25h 56m
Sat 11/712:05 pm -
1 stop13h 06m
Deal found 10/17![Copa Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:13 pm -
1 stop22h 53m
Wed 12/28:40 am -
1 stop16h 31m
Deal found 10/16![Copa Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Tue 11/177:35 am -
1 stop29h 31m
Tue 12/153:12 pm -
1 stop9h 59m
Deal found 10/19![Copa Airlines logo]()
$475
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:01 am -
1 stop9h 51m
Sat 10/243:10 pm -
1 stop9h 47m
Deal found 10/19![Copa Airlines logo]()
$477
This Avianca deal was found by Cheapflights users on 10/19. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:20 pm -
1 stop9h 40m
Wed 10/289:55 am -
1 stop11h 35m
Deal found 10/19![Avianca logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Tue 11/242:13 pm -
1 stop26h 19m
Tue 12/13:01 pm -
1 stop22h 45m
Deal found 10/16![Copa Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 10/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:29 pm -
1 stop17h 46m
Sat 10/242:15 pm -
1 stop19h 15m
Deal found 10/17![American Airlines logo]()
$488
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
1 stop22h 50m
Wed 10/2812:09 pm -
1 stop12h 56m
Deal found 10/16![Copa Airlines logo]()
$493
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:35 am -
1 stop15h 02m
Thu 10/2912:09 pm -
1 stop12h 56m
Deal found 10/19![Copa Airlines logo]()
$510
Best flights from Chicago to CaliDiscover carefully curated flight deals from Chicago to Cali that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from Chicago to Cali that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
1 stop22h 50m
Wed 10/2812:09 pm -
1 stop12h 56m
Deal found 10/16![Copa Airlines logo]()
$473
This United Airlines deal was found by Cheapflights users on 10/17. 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 10/259:48 pm -
2 stops25h 49m
Sat 11/712:05 pm -
2 stops20h 47m
Deal found 10/17![United Airlines logo]()
$518
This Copa Airlines deal was found by Cheapflights users on 10/15. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:13 pm -
1 stop22h 53m
Wed 12/212:02 pm -
1 stop13h 09m
Deal found 10/15![Copa Airlines logo]()
$473
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:13 pm -
1 stop22h 53m
Sat 12/1212:02 pm -
1 stop13h 09m
Deal found 10/19![Copa Airlines logo]()
$473
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/236:25 am -
2 stops11h 27m
Wed 10/2812:09 pm -
2 stops12h 36m
Deal found 10/16![United Airlines logo]()
$538
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 10/266:55 am -
2 stops16h 42m
Thu 10/2912:09 pm -
2 stops21h 01m
Deal found 10/18![United Airlines logo]()
$538
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:35 am -
1 stop15h 02m
Thu 10/2912:09 pm -
1 stop12h 56m
Deal found 10/19![Copa Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/59:35 pm -
2 stops18h 57m
Sat 11/74:38 am -
2 stops21h 07m
Deal found 10/17![United Airlines logo]()
$545
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:35 am -
1 stop8h 29m
Mon 11/1612:05 pm -
1 stop25h 41m
Deal found 10/16![Copa Airlines logo]()
$544
Last-minute flights from Chicago to CaliDiscover last-minute flight deals from Chicago to Cali. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Cali. Data last updated October 19, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:01 am -
1 stop9h 51m
Sat 10/243:10 pm -
1 stop9h 47m
Deal found 10/19![Copa Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 10/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:29 pm -
1 stop17h 46m
Sat 10/242:15 pm -
1 stop19h 15m
Deal found 10/17![American Airlines logo]()
$488
This Avianca deal was found by Cheapflights users on 10/19. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:20 pm -
1 stop9h 40m
Wed 10/289:55 am -
1 stop11h 35m
Deal found 10/19![Avianca logo]()
$478
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
1 stop22h 50m
Wed 10/2812:09 pm -
1 stop12h 56m
Deal found 10/16![Copa Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Sun 10/253:13 pm -
1 stop25h 56m
Sat 11/712:05 pm -
1 stop13h 06m
Deal found 10/17![Copa Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:35 am -
1 stop15h 02m
Thu 10/2912:09 pm -
1 stop12h 56m
Deal found 10/19![Copa Airlines logo]()
$510
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:13 pm -
1 stop22h 53m
Wed 12/28:40 am -
1 stop16h 31m
Deal found 10/16![Copa Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Tue 11/177:35 am -
1 stop29h 31m
Tue 12/153:12 pm -
1 stop9h 59m
Deal found 10/19![Copa Airlines logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Tue 11/242:13 pm -
1 stop26h 19m
Tue 12/13:01 pm -
1 stop22h 45m
Deal found 10/16![Copa Airlines logo]()
$482
One-way flights from Chicago to CaliSearch for one-way flight options from Chicago to Cali. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from Chicago to Cali. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/235:30 am -
2 stops12h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![United Airlines logo]()
$243
This Copa Airlines deal was found by Cheapflights users on 10/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
1 stop19h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Copa Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Tue 11/32:13 pm -
1 stop22h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Copa Airlines logo]()
$257
This United deal was found by Cheapflights users on 10/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:39 am -
2 stops18h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/202:13 pm -
2 stops26h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Tue 11/32:13 pm -
2 stops44h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$283
This Copa Airlines deal was found by Cheapflights users on 10/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:13 pm -
1 stop22h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Copa Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Sun 11/157:35 am -
2 stops21h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Sun 1/1010:31 pm -
3 stops46h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$294
Find flight deals from Chicago to Cali
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cali (CLO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $473 (Copa Airlines) |
One-way from | $243 (United Airlines) |
Popular in | December |
Cheapest in | February |
Average price | $562 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Cali 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 7,457,451 searches. Data last updated October 19, 2026.
Use the filters below to find and compare flights from Chicago to Cali that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Fri 1/22
10:30 am-11:34 pm
2 stops12h 04m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$230
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Sun 1/31
5:30 am-11:34 pm
2 stops17h 04m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$230
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Thu 11/19
2:13 pm-2:06 pm
1 stop22h 53m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$253
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Fri 1/22
2:13 pm-5:34 pm
1 stop26h 21m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$253
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Wed 11/18
2:13 pm-5:04 pm
1 stop25h 51m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$253
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Tue 11/17
10:39 am-5:55 am
2 stops18h 16m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$269
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Mon 11/2
2:13 pm-11:05 am
2 stops19h 52m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$273
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Tue 11/3
7:35 am-1:35 pm
3 stops29h 00m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$302
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Wed 11/18
5:30 am-12:50 am
2 stops18h 20m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$335
ChicagoCali
ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl
ORDCLO
Chicago O'Hare Intl
Sun 11/29
7:50 pm-2:33 pm
1 stop17h 43m
Cali Alfonso B. Aragon Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$373
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Chicago to Cali
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Cali in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Cali flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Cali flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Cali flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Cali flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Cali flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Cali
Have a flexible travel schedule? Discover the best time to fly to Cali from Chicago with our price prediction graph.
CHI-CLO
ORD-CLO
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 Cali
CHI-CLO
ORD-CLO
What is the cheapest month to book a flight from Chicago to Cali?
Currently, February is the cheapest month in which you can book a flight from Chicago to Cali (average of $307). Flying from Chicago to Cali in December is currently the most expensive (average of $834). 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.
How much does it cost to fly round-trip from Chicago to Cali?
Airfare is typical for this route at the moment.
Chicago to Cali flights typically cost between $463 and $769 in November.The cheapest round-trip price found within the last 5 days was $473 on Copa Airlines (Nov 13-Dec 2).
What’s the top layover airport for flights from Chicago to Cali?
Share of 1-stop round-trip flights from Chicago to Cali chosen by Cheapflights users in the past 12 months, using the same layover each way.
Panama City (PTY) – chosen by Cheapflights users on 85% of 1-stop itineraries from Chicago to Cali on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Cali?
Average round-trip fare for 1-stop flights from Chicago to Cali, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $457.
What’s the fastest layover option from Chicago to Cali?
Shortest average travel time for 1-stop one-way flights from Chicago to Cali, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 8h 41m.
Which airport typically offers the quickest layover for flights from Chicago to Cali?
Average layover duration for 1-stop one-way flights from Chicago to Cali, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Bogotá (BOG) offer the fastest connection on this route, with an average layover time of 2h 03m.
How far ahead should I book a flight from Chicago to Cali?
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 37 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Cali
Get insights into the airlines that provide service to Cali. 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 Cali. Reviews last updated October 19, 2026.
Read reviews from past customers who have flown Copa Airlines,American Airlines, andAvianca from Chicago to Cali. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.6
Boarding
7.8
Crew
8.1
Food
7.0
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Boarding
7.8
Crew
8.1
Food
7.0
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Boarding
7.8
Crew
8.1
Food
7.0
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Boarding
7.8
Crew
8.1
Food
7.0
Comfort
7.5
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Related info for your journey
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$509 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$375 | Average$568 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$402 | Average$663 | FlexibilityNo cancel fee | On-time71% |