Cali

$127+ Cheap flights from Chicago (CHI) to Cali (CLO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLO
May 14 — May 211
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Cheap flight deals from Chicago to Cali

Cheapest flights from Chicago to Cali
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 April 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/17:15 pm
ORD
-
CLO
1 stop17h 43m
Multiple Airlines
Thu 5/79:26 pm
CLO
-
ORD
2 stops26h 33m
Multiple Airlines
Deal found 4/9$375
This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:15 pm
ORD
-
CLO
1 stop17h 43m
Spirit Airlines
Fri 4/241:53 pm
CLO
-
ORD
1 stop10h 31m
Spirit Airlines
Deal found 4/10$395
This Cheapflightsfares deal was found by Cheapflights users on 4/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:33 pm
ORD
-
CLO
1 stop17h 34m
Spirit Airlines
Wed 5/132:02 pm
CLO
-
ORD
1 stop18h 20m
Spirit Airlines
Deal found 4/13$401
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/154:05 pm
ORD
-
CLO
1 stop21h 02m
Multiple Airlines
Tue 5/197:25 pm
CLO
-
ORD
2 stops41h 12m
Multiple Airlines
Deal found 4/12$411
This oojo deal was found by Cheapflights users on 4/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1111:20 pm
ORD
-
CLO
1 stop13h 55m
Avianca
Wed 4/158:00 am
CLO
-
ORD
1 stop13h 20m
Avianca
Deal found 4/9$421
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/103:44 pm
ORD
-
CLO
2 stops46h 11m
Multiple Airlines
Sat 5/162:02 pm
CLO
-
ORD
1 stop9h 13m
Multiple Airlines
Deal found 4/13$425
This Cheapflightsfares deal was found by Cheapflights users on 4/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:05 am
ORD
-
CLO
1 stop8h 02m
Spirit Airlines
Sat 5/162:02 pm
CLO
-
ORD
1 stop9h 13m
Spirit Airlines
Deal found 4/11$436
This Vliegwinkel deal was found by Cheapflights users on 4/13. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2711:20 pm
ORD
-
CLO
1 stop14h 50m
Avianca
Tue 5/56:15 am
CLO
-
ORD
1 stop15h 05m
Avianca
Deal found 4/13$439

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 April 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$375
(Kiwi.com)

One-way from

$127
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$398
Provider with most accurate pricing for Chicago (CHI)-Cali Alfonso B. Aragon Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Cali Alfonso B. Aragon Intl flights.
From Chicago (CHI) to Cali Alfonso B. Aragon Intl
One-way flight from Chicago (CHI) to Cali Alfonso B. Aragon Intl
Highest demand for flights based on searches. 21% potential increase in price ($124 potential increase over avg. RT price).
Cheapest flight prices on average. 9% potential price decrease ($42 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 2,558,603 searches. Data last updated April 14, 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

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/1

7:15 pm-12:58 pm

1 stop17h 43m

Cali Alfonso B. Aragon Intl

Thu 5/7

9:26 pm-11:59 pm

2 stops26h 33m

$375

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 5/24

6:08 am-9:00 pm

1 stop14h 52m

Cali Alfonso B. Aragon Intl

Sun 5/31

11:59 pm-9:10 am

1 stop9h 11m

$475

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 5/9

5:05 am-9:05 pm

2 stops16h 00m

Cali Alfonso B. Aragon Intl

Sat 5/16

2:02 pm-12:23 pm

2 stops22h 21m

$479

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 7/6

8:02 am-5:35 pm

1 stop9h 33m

Cali Alfonso B. Aragon Intl

Fri 7/10

12:06 pm-4:00 am

1 stop15h 54m

$483
Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 4/18

11:20 pm-9:00 am

1 stop9h 40m

Cali Alfonso B. Aragon Intl

Wed 4/22

8:25 am-9:20 pm

1 stop12h 55m

$489

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 5/3

11:20 pm-2:10 pm

1 stop14h 50m

Cali Alfonso B. Aragon Intl

Thu 5/7

8:00 am-9:20 pm

1 stop13h 20m

$489

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 4/25

11:20 pm-12:25 pm

1 stop13h 05m

Cali Alfonso B. Aragon Intl

Sun 5/3

9:20 pm-9:20 pm

1 stop24h 00m

$491

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 4/24

11:20 pm-12:25 pm

1 stop13h 05m

Cali Alfonso B. Aragon Intl

Sun 4/26

7:00 am-9:20 pm

1 stop14h 20m

$511

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 5/24

7:33 pm-1:07 pm

1 stop17h 34m

Cali Alfonso B. Aragon Intl

Sun 5/31

7:53 pm-11:15 pm

3 stops27h 22m

$544

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 7/6

4:05 pm-1:15 pm

1 stop21h 10m

Cali Alfonso B. Aragon Intl

Fri 7/10

11:59 pm-2:20 pm

2 stops14h 21m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

How far ahead should I book a flight from Chicago to Cali?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cali. Price data was last updated on April 10, 2026.

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 3 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Cali?

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 June is currently the most expensive (average of $384). 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?

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 94% 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.

Panama City (PTY) is the most affordable 1-stop option, with an average round-trip price of $873.

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: 9h 02m.

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.

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 April 14, 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

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cali. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Cali from Chicago?

    Located just 12.1 mi from the city center, Cali Alfonso B. Aragon Intl is the airport most travelers will use when flying to Cali from Chicago. Booking flights from Chicago to Alfonso B. Aragon Intl (CLO) should be relatively easy as there are 0 daily inbound flights from Chicago from 4 different airlines.

  • How long is the flight from Chicago to Cali?

    There are many flights that can get you from Chicago to Cali in 9h 33m. Fly via American Airlines, Copa Airlines, or Avianca to get the fastest option. There are 2748 mi between Chicago and Cali. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Cali round-trip?

    Our cheapest airline available from Chicago to Cali is Spirit Airlines. Our recent data shows that you can find tickets from as low as $126 on this airline. Additional options worth looking into are Copa Airlines and American Airlines, starting at $288 and $295 round-trip. Spirit Airlines is currently priced 72% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Cali that include hotel bookings?

    Yes. In addition to deals on Chicago to Cali flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cali?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cali.

  • Can I find deals for business class flights from Chicago to Cali?

    Yes. Cheapflights offers flight deals from Chicago to Cali by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cali?

    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 June is currently the most expensive (average of $384). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Chicago to Cali

Discover the top 4 airlines that operate flights from Chicago to Cali. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$126Average$341FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$288Average$432FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$295Average$603FlexibilityNo cancel feeOn-time71%
AviancaCheapest$330Average$543FlexibilityNo cancel feeOn-time71%

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