Which airport is the most popular layover for flights between Chicago and Cali?

Panama City (PTY) was the most common stop: 48% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Cali?

Copa Airlines, Avianca and American Airlines are the top three most popular airlines that fly to Cali from Chicago according to our data. Copa Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Cali. Keep in mind that there are 3 different airlines that fly to Cali on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Chicago to Cali?

Panama City (PTY) has the shortest average layover time for this route: 1h 55m.

Which layover airport has the shortest travel time from Chicago to Cali?

Flights connecting via Panama City (PTY) have the shortest average one-way travel time: 8h 48m.

Which layover airport offers the lowest fares from Chicago to Cali?

Flights via Miami (MIA) offer the lowest average round-trip price of $348.

What is the cheapest airline that flies from Chicago to Cali Alfonso B. Aragon Intl?

United Airlines and LATAM Airlines are the most popular carriers operating from Chicago to Cali Alfonso B. Aragon Intl

When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

Prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport are updated daily.

How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?

There are 3 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of September 2026.

How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cali Alfonso B. Aragon Intl Airport.

What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?

The necessary travel and health documents for your Cali Alfonso B. Aragon Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$200 Cheap Flights from Chicago to Cali in 2026

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7:55 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

20h 37m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

4:38 am - 12:46 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

21h 08m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

$451United Airlines

Fri, Nov 6 - Mon, Nov 9

7:00 am - 11:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

15h 32m2 stops Newark Panama City Tocumen Intl

8:42 am - 12:45 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

17h 03m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

$451United Airlines

Fri, Nov 13 - Sat, Nov 21

6:30 am - 10:15 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

15h 45m2 stops Atlanta Hartsfield-Jackson Bogotá El Dorado

5:25 am - 11:57 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

18h 32m2 stops Bogotá El Dorado Atlanta Hartsfield-Jackson

$456Delta

Wed, Oct 21 - Sat, Oct 24

2:13 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

26h 19m1 stop Panama City Tocumen Intl

8:42 am - 12:11 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

16h 29m1 stop Panama City Tocumen Intl

$486Copa Airlines

Fri, Nov 6 - Tue, Nov 10

2:13 pm - 2:06 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

22h 53m1 stop Panama City Tocumen Intl

12:05 pm - 12:46 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

25h 41m1 stop Panama City Tocumen Intl

$486Copa Airlines

Mon, Nov 9 - Mon, Nov 16

2:13 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

26h 19m1 stop Panama City Tocumen Intl

12:05 pm - 12:46 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

25h 41m1 stop Panama City Tocumen Intl

$486Copa Airlines

Thu, Nov 12 - Sun, Nov 15

9:21 am - 9:45 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

35h 24m2 stops Houston George Bush Intcntl Bogotá El Dorado

10:30 pm - 10:11 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 41m2 stops Bogotá El Dorado Houston George Bush Intcntl

$488Avianca

Wed, Nov 4 - Wed, Nov 11

11:30 pm - 10:15 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

10h 45m1 stop Bogotá El Dorado

8:50 am - 8:30 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 40m1 stop Bogotá El Dorado

$511Avianca

Mon, Oct 26 - Mon, Nov 2

7:35 pm - 2:34 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

17h 59m1 stop Miami

3:34 pm - 9:30 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

18h 56m1 stop Miami

$538American Airlines

Sat, Jan 30 - Fri, Feb 5

7:35 pm - 2:34 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

17h 59m1 stop Miami

3:34 pm - 9:28 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

18h 54m1 stop Miami

$541American Airlines

Thu, Jan 28 - Wed, Feb 10

Cheap last minute flights

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5:53 pm - 7:40 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

13h 47m2 stops Houston George Bush Intcntl Bogotá El Dorado

12:08 pm - 10:16 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

22h 08m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

$490Multiple Airlines

Sat, Sep 19 - Sat, Sep 26

7:05 am - 11:33 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

16h 28m2 stops Newark Panama City Tocumen Intl

12:08 pm - 9:09 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

21h 01m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

$497United Airlines

Tue, Sep 15 - Thu, Sep 17

6:57 pm - 1:19 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

18h 22m2 stops Charlotte Douglas Miami

2:20 pm - 10:10 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

19h 50m2 stops Miami Washington, D.C. Reagan-National

$521GOL

Fri, Sep 18 - Mon, Sep 21

3:20 pm - 11:08 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

19h 48m1 stop Panama City Tocumen Intl

3:12 pm - 1:02 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

9h 50m1 stop Panama City Tocumen Intl

$548Copa Airlines

Sat, Sep 19 - Sat, Sep 26

5:00 am - 1:19 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

8h 19m1 stop Miami

2:20 pm - 12:33 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

10h 13m1 stop Miami

$562American Airlines

Tue, Sep 15 - Thu, Sep 17

11:20 pm - 9:30 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

10h 10m1 stop Bogotá El Dorado

11:10 am - 9:20 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

10h 10m1 stop Bogotá El Dorado

$571Avianca

Fri, Sep 18 - Mon, Sep 21

8:01 am - 11:08 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

27h 07m1 stop Panama City Tocumen Intl

3:18 pm - 1:46 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

22h 28m1 stop Panama City Tocumen Intl

$578Copa Airlines

Sat, Sep 19 - Sat, Oct 31

8:55 pm - 1:19 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

16h 24m2 stops Washington, D.C. Reagan-National Miami

2:20 pm - 7:48 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

17h 28m1 stop Miami

$607American Airlines

Tue, Sep 15 - Thu, Sep 17

11:20 pm - 1:15 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

13h 55m1 stop Bogotá El Dorado

9:45 am - 9:20 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

11h 35m1 stop Bogotá El Dorado

$651Avianca

Thu, Sep 17 - Sat, Sep 19

3:20 pm - 11:33 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

8h 13m1 stop Panama City Tocumen Intl

12:08 pm - 1:02 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 54m1 stop Panama City Tocumen Intl

$767Copa Airlines

Mon, Sep 14 - Fri, Sep 18

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Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Nov 4

ORD9:21 amChicago O'Hare Intl

35h 24m

2 stops

CLO9:45 pmCali Alfonso B. Aragon Intl

Nov 11

CLO10:30 pmCali Alfonso B. Aragon Intl

12h 41m

2 stops

ORD10:11 amChicago O'Hare Intl

$488

Avianca

Oct 21

ORD11:20 pmChicago O'Hare Intl

10h 10m

1 stop

CLO9:30 amCali Alfonso B. Aragon Intl

Oct 24

CLO8:25 amCali Alfonso B. Aragon Intl

12h 55m

1 stop

ORD9:20 pmChicago O'Hare Intl

$511

Avianca

Nov 6

ORD10:30 pmChicago O'Hare Intl

8h 20m

1 stop

CLO7:50 amCali Alfonso B. Aragon Intl

Nov 9

CLO4:45 amCali Alfonso B. Aragon Intl

16h 45m

1 stop

ORD8:30 pmChicago O'Hare Intl

$559

United Airlines flights from Chicago to Cali

Our best United Airlines deals on Chicago to Cali flight tickets

United Airlines

Nov 6

ORD7:55 pmChicago O'Hare Intl

20h 37m

2 stops

CLO5:32 pmCali Alfonso B. Aragon Intl

Nov 9

CLO4:38 amCali Alfonso B. Aragon Intl

21h 08m

2 stops

ORD12:46 amChicago O'Hare Intl

$451

United Airlines

Nov 9

ORD6:55 amChicago O'Hare Intl

15h 37m

2 stops

CLO11:32 pmCali Alfonso B. Aragon Intl

Nov 16

CLO12:05 pmCali Alfonso B. Aragon Intl

20h 47m

2 stops

ORD7:52 amChicago O'Hare Intl

$484

United Airlines

Oct 15

ORD9:35 pmChicago O'Hare Intl

26h 02m

2 stops

CLO11:37 pmCali Alfonso B. Aragon Intl

Oct 20

CLO5:00 amCali Alfonso B. Aragon Intl

18h 21m

2 stops

ORD11:21 pmChicago O'Hare Intl

$492

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Fri 11/6

7:55 pm-5:32 pm

2 stops20h 37m

Cali Alfonso B. Aragon Intl

Mon 11/9

4:38 am-12:46 am

2 stops21h 08m

$451

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Fri 11/13

7:00 am-11:32 pm

2 stops15h 32m

Cali Alfonso B. Aragon Intl

Sat 11/21

8:42 am-12:45 am

2 stops17h 03m

$451

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Wed 10/21

6:30 am-10:15 pm

2 stops15h 45m

Cali Alfonso B. Aragon Intl

Sat 10/24

5:25 am-11:57 pm

2 stops18h 32m

$456

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Fri 11/6

2:13 pm-5:32 pm

1 stop26h 19m

Cali Alfonso B. Aragon Intl

Tue 11/10

8:42 am-12:11 am

1 stop16h 29m

$486

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Mon 11/9

2:13 pm-2:06 pm

1 stop22h 53m

Cali Alfonso B. Aragon Intl

Mon 11/16

12:05 pm-12:46 pm

1 stop25h 41m

$486

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Thu 11/12

2:13 pm-5:32 pm

1 stop26h 19m

Cali Alfonso B. Aragon Intl

Sun 11/15

12:05 pm-12:46 pm

1 stop25h 41m

$486

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Wed 11/4

9:21 am-9:45 pm

2 stops35h 24m

Cali Alfonso B. Aragon Intl

Wed 11/11

10:30 pm-10:11 am

2 stops12h 41m

$488

Quickest round-trip

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Mon 10/26

11:30 pm-10:15 am

1 stop10h 45m

Cali Alfonso B. Aragon Intl

Mon 11/2

8:50 am-8:30 pm

1 stop12h 40m

$511

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Sat 1/30

7:35 pm-2:34 pm

1 stop17h 59m

Cali Alfonso B. Aragon Intl

Fri 2/5

3:34 pm-9:30 am

1 stop18h 56m

$538

ChicagoCali

ORD Chicago O'Hare Intl - CLO Cali Alfonso B. Aragon Intl

ORDCLO

Chicago O'Hare Intl

Thu 1/28

7:35 pm-2:34 pm

1 stop17h 59m

Cali Alfonso B. Aragon Intl

Wed 2/10

3:34 pm-9:28 am

1 stop18h 54m

$541

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Cali

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Chicago and Cali?

Prices are currently typical for flights on this route.

Typical prices usually range from $293 to $487.
The lowest price recently found on this route was $451.

What is the cheapest month to fly to Cali?

The cheapest month to fly to Cali from Chicago is in February. Flight prices, which tend to average around $307, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in February, then January is your next best option. Flight prices from Chicago to Cali during January average around $381.

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

You are more likely to see cheaper flights to Cali from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cali for around $520 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cali from Chicago for as low as $349 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 28% on your flight if you consider stops on a Chicago to Cali flight.

How have Chicago to Cali flight prices changed over time?

As of September 2026, prices for Chicago to Cali flights are approximately 119% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Cali

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Cali according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Cali (CHI to CLO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cali

Best Price Found	$200
Fastest flight time	8h 59m
Direct flights	None

The best one-way flight to Cali from Chicago in the past 72 hours is $200. The best round-trip flight deal from Chicago to Cali found on momondo in the last 72 hours is $451.

The fastest flight from Chicago to Cali takes 8h 59m

There are no direct flights from Chicago to Cali. There are no popular flight routes from Chicago to Cali.

Search flight deals

Frequently asked questions about flying from Chicago to Cali

How far is Chicago to Cali Alfonso B. Aragon Intl by plane?
There are 2740.2 mi between Chicago and Cali Alfonso B. Aragon Intl. 8h 59m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
Prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport are updated daily.
How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
There are 3 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of September 2026.
How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cali Alfonso B. Aragon Intl Airport.
What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?
The necessary travel and health documents for your Cali Alfonso B. Aragon Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Cali?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Cali is Copa Airlines (51% of total bookings). The next most popular airlines are Avianca (33%) and American Airlines (15%).

Best airlines flying from Chicago to Cali

Compare and see reviews for airlines that fly from Chicago to Cali with momondo

Airline	Rating	Free Cancellation	Price
Copa Airlines	PriceFrom $281	Free Cancellation	Rating 7.6 1,542 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $348	Free Cancellation	Rating 7.1 12,049 reviews	Search American Airlines flights
Avianca	PriceFrom $375	Free Cancellation	Rating 6.5 2,552 reviews	Search Avianca flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cali?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cali from Chicago.

Can I find flights from Chicago to Cali with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cali from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Cali?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Cali.

I’m not ready to book a flight from Chicago to Cali right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Cali flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Chicago to Cali from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cali departing on 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

United Airlines flights from Chicago to Cali

Our best United Airlines deals on Chicago to Cali flight tickets

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How to get the cheapest flight ticket from Chicago to Cali

What is the typical price of a round-trip flight between Chicago and Cali?

What is the cheapest month to fly to Cali?

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

Can stopping save me money on Chicago to Cali flights?

How have Chicago to Cali flight prices changed over time?

What is the cheapest airline that flies from Chicago to Cali Alfonso B. Aragon Intl?

What airlines fly to Cali?

Which airport is the most popular layover for flights between Chicago and Cali?

Which layover airport offers the lowest fares from Chicago to Cali?

Which layover airport has the shortest travel time from Chicago to Cali?

Which layover airport has the shortest connection time from Chicago to Cali?

When to book flights from Chicago to Cali

Cheap Chicago to Cali (CHI to CLO) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Cali

Best airlines flying from Chicago to Cali

Compare and see reviews for airlines that fly from Chicago to Cali with momondo

Why use momondo?

An easier way to manage your Cali trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Colombia

Airports servicing Colombia

Fly your favorite airline to Cali

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Cali

List of cabin classes available on flights landing in Cali. Availability may vary depending on flight origin and airline.

Popular cities in Colombia

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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