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 55% 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 airport is the most popular layover for flights between Chicago and Cali?

Panama City (PTY) was the most common stop: 46% of momondo users choosing 1-stop flights on this route connected there.

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

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 8h 20m.

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

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

Flights via Miami (MIA) offer the lowest average round-trip price of $293.

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

Miami (MIA) has the shortest average layover time for this route: 1h 48m.

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 July 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.

$183 Cheap Flights from Chicago to Cali in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Cali

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 pm - 11:55 am

ORD

CLO

16h 25m

2 stops

4:38 am - 12:45 am

CLO

ORD

21h 07m

2 stops

$408Multiple Airlines

Mon, Nov 9 - Sun, Nov 15

9:35 pm - 5:33 pm

ORD

CLO

19h 58m

2 stops

12:08 pm - 9:09 am

CLO

ORD

21h 01m

2 stops

$411United Airlines

Sat, Aug 22 - Sun, Aug 30

9:38 pm - 5:37 pm

ORD

CLO

19h 59m

2 stops

5:00 am - 9:42 pm

CLO

ORD

16h 42m

2 stops

$411United Airlines

Sat, Oct 17 - Wed, Oct 21

3:20 pm - 11:08 am

ORD

CLO

19h 48m

1 stop

8:48 am - 1:02 am

CLO

ORD

16h 14m

1 stop

$450Copa Airlines

Wed, Sep 9 - Wed, Sep 16

3:20 pm - 2:12 pm

ORD

CLO

22h 52m

1 stop

12:08 pm - 1:02 am

CLO

ORD

12h 54m

1 stop

$450Copa Airlines

Sun, Sep 13 - Sun, Sep 20

3:20 pm - 11:08 am

ORD

CLO

19h 48m

1 stop

12:08 pm - 1:02 am

CLO

ORD

12h 54m

1 stop

$450Copa Airlines

Mon, Sep 14 - Fri, Sep 18

11:20 pm - 12:25 pm

ORD

CLO

13h 05m

1 stop

11:10 am - 9:20 pm

CLO

ORD

10h 10m

1 stop

$457Avianca

Thu, Sep 10 - Thu, Sep 17

11:20 pm - 10:20 am

ORD

CLO

11h 00m

1 stop

11:10 am - 9:20 pm

CLO

ORD

10h 10m

1 stop

$459Avianca

Fri, Aug 21 - Thu, Sep 10

9:06 pm - 2:20 pm

ORD

CLO

16h 14m

2 stops

3:20 pm - 8:00 am

CLO

ORD

17h 40m

1 stop

$467American Airlines

Tue, Nov 3 - Tue, Nov 10

9:06 pm - 2:20 pm

ORD

CLO

16h 14m

2 stops

3:20 pm - 7:34 am

CLO

ORD

17h 14m

2 stops

$467American Airlines

Tue, Nov 3 - Tue, Nov 10

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Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Copa Airlines

Sep 9

ORD3:20 pmChicago O'Hare Intl

26h 13m

1 stop

CLO5:33 pmCali Alfonso B. Aragon Intl

Sep 16

CLO3:12 pmCali Alfonso B. Aragon Intl

9h 50m

1 stop

ORD1:02 amChicago O'Hare Intl

$450

Copa Airlines

Aug 22

ORD3:21 pmChicago O'Hare Intl

22h 51m

1 stop

CLO2:12 pmCali Alfonso B. Aragon Intl

Sep 19

CLO12:08 pmCali Alfonso B. Aragon Intl

25h 51m

1 stop

ORD1:59 pmChicago O'Hare Intl

$472

Copa Airlines

Aug 11

ORD3:21 pmChicago O'Hare Intl

22h 51m

1 stop

CLO2:12 pmCali Alfonso B. Aragon Intl

Sep 17

CLO12:08 pmCali Alfonso B. Aragon Intl

25h 51m

1 stop

ORD1:59 pmChicago O'Hare Intl

$487

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Aug 21

ORD11:20 pmChicago O'Hare Intl

10h 10m

1 stop

CLO9:30 amCali Alfonso B. Aragon Intl

Aug 31

CLO11:10 amCali Alfonso B. Aragon Intl

10h 10m

1 stop

ORD9:20 pmChicago O'Hare Intl

$459

Avianca

Sep 10

ORD11:20 pmChicago O'Hare Intl

13h 55m

1 stop

CLO1:15 pmCali Alfonso B. Aragon Intl

Sep 17

CLO10:15 amCali Alfonso B. Aragon Intl

11h 05m

1 stop

ORD9:20 pmChicago O'Hare Intl

$460

Avianca

Sep 12

ORD11:20 pmChicago O'Hare Intl

11h 00m

1 stop

CLO10:20 amCali Alfonso B. Aragon Intl

Sep 19

CLO7:55 amCali Alfonso B. Aragon Intl

13h 25m

1 stop

ORD9:20 pmChicago O'Hare Intl

$463

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 11/9

6:30 pm-11:55 am

2 stops16h 25m

Cali Alfonso B. Aragon Intl

Sun 11/15

4:38 am-12:45 am

2 stops21h 07m

$408

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 8/22

9:35 pm-5:33 pm

2 stops19h 58m

Cali Alfonso B. Aragon Intl

Sun 8/30

12:08 pm-9:09 am

2 stops21h 01m

$411

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 10/17

9:38 pm-5:37 pm

2 stops19h 59m

Cali Alfonso B. Aragon Intl

Wed 10/21

5:00 am-9:42 pm

2 stops16h 42m

$411

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 9/9

3:20 pm-11:08 am

1 stop19h 48m

Cali Alfonso B. Aragon Intl

Wed 9/16

8:48 am-1:02 am

1 stop16h 14m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 9/13

3:20 pm-2:12 pm

1 stop22h 52m

Cali Alfonso B. Aragon Intl

Sun 9/20

12:08 pm-1:02 am

1 stop12h 54m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 9/14

3:20 pm-11:08 am

1 stop19h 48m

Cali Alfonso B. Aragon Intl

Fri 9/18

12:08 pm-1:02 am

1 stop12h 54m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 9/10

11:20 pm-12:25 pm

1 stop13h 05m

Cali Alfonso B. Aragon Intl

Thu 9/17

11:10 am-9:20 pm

1 stop10h 10m

$457

Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 8/21

11:20 pm-10:20 am

1 stop11h 00m

Cali Alfonso B. Aragon Intl

Thu 9/10

11:10 am-9:20 pm

1 stop10h 10m

$459

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 11/3

9:06 pm-2:20 pm

2 stops16h 14m

Cali Alfonso B. Aragon Intl

Tue 11/10

3:20 pm-8:00 am

1 stop17h 40m

$467

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 11/3

9:06 pm-2:20 pm

2 stops16h 14m

Cali Alfonso B. Aragon Intl

Tue 11/10

3:20 pm-7:34 am

2 stops17h 14m

$467

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 low for flights on this route.

Typical prices usually range from $590 to $893.
The lowest price recently found on this route was $408.

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 September is your next best option. Flight prices from Chicago to Cali during September average around $346.

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 $489 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 31% 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 July 2026, prices for Chicago to Cali flights are approximately 69% 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

Fastest flight time	8h 21m
Direct flights	None

The fastest flight from Chicago to Cali takes 8h 21m

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

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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 21m 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 July 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 (34%) 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 1,558 reviews	Search Copa Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.5 2,522 reviews	Search Avianca flights
American Airlines	PriceFrom $348	Free Cancellation	Rating 7.1 11,843 reviews	Search American Airlines 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 $183

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 8/5. 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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Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Avianca flights from Chicago to Cali

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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

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

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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.

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

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