What airlines fly to Cali?

Copa Airlines, Avianca and Spirit 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 61% of people opting to fly with this airline when traveling to Cali. Keep in mind that there are 5 different airlines that fly to Cali on a routine basis, so you have a few additional options to choose from.

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

Flights via Miami (MIA) offer the lowest average round-trip price of $406.

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

Fort Lauderdale (FLL) has the shortest average layover time for this route: 1h 35m.

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

Spirit Airlines, Copa Airlines, and American Airlines are the most popular carriers operating from Chicago to Cali Alfonso B. Aragon Intl

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

Panama City (PTY) was the most common stop: 42% 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 Fort Lauderdale (FLL) have the shortest average one-way travel time: 8h 04m.

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 5 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of August 2025.

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.

$125 Cheap Flights from Chicago to Cali in 2025

Q: 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 $429 to $612. The lowest price recently found on this route was $296.

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Find the cheapest flights from Chicago to Cali

Round-trip

One-way

Last minute

Cheap round-trip flights

5:05 am - 1:23 pmORD-CLO

8h 18m1 stop

2:20 pm - 11:45 pmCLO-ORD

9h 25m1 stop

$296Spirit Airlines

Find Deal

qua, out 8 - ter, out 14

7:29 pm - 1:23 pmORD-CLO

17h 54m1 stop

2:20 pm - 1:03 amCLO-ORD

10h 43m1 stop

$297Spirit Airlines

Find Deal

ter, out 21 - ter, out 28

2:35 pm - 10:52 pmORD-CLO

8h 17m1 stop

8:27 pm - 1:15 pmCLO-ORD

16h 48m1 stop

$310Avianca

Find Deal

qui, set 11 - ter, set 23

8:02 am - 5:25 pmORD-CLO

9h 23m1 stop

8:48 am - 12:21 amCLO-ORD

15h 33m1 stop

$327Copa Airlines

Find Deal

ter, set 9 - qui, set 25

8:02 am - 5:25 pmORD-CLO

9h 23m1 stop

12:01 pm - 12:21 amCLO-ORD

12h 20m1 stop

$342Copa Airlines

Find Deal

sex, set 19 - seg, set 29

8:29 pm - 1:20 pmORD-CLO

16h 51m2 stops

2:20 pm - 7:22 amCLO-ORD

17h 02m2 stops

$343American Airlines

Find Deal

ter, set 9 - qui, set 25

2:35 pm - 11:44 pmORD-CLO

9h 09m1 stop

4:24 am - 1:15 pmCLO-ORD

8h 51m1 stop

$347Avianca

Find Deal

sex, set 19 - ter, set 23

8:29 pm - 1:20 pmORD-CLO

16h 51m2 stops

2:20 pm - 7:24 amCLO-ORD

17h 04m2 stops

$378American Airlines

Find Deal

ter, set 9 - qui, set 25

6:44 pm - 7:27 pmORD-CLO

24h 43m3 stops

2:20 pm - 11:45 pmCLO-ORD

9h 25m1 stop

$387

Find Deal

sáb, out 4 - sáb, out 11

11:57 am - 7:10 amORD-CLO

19h 13m2 stops

12:42 pm - 6:24 pmCLO-ORD

29h 42m3 stops

$411

Find Deal

qui, out 2 - seg, out 6

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

Spirit Airlines

Oct 8

ORD5:05 amChicago O'Hare Intl

8h 18m

1 stop

CLO1:23 pmCali Alfonso B. Aragon Intl

Oct 14

CLO2:20 pmCali Alfonso B. Aragon Intl

9h 25m

1 stop

ORD11:45 pmChicago O'Hare Intl

$296

Find similar

Spirit Airlines

Oct 21

ORD7:29 pmChicago O'Hare Intl

17h 54m

1 stop

CLO1:23 pmCali Alfonso B. Aragon Intl

Oct 28

CLO2:20 pmCali Alfonso B. Aragon Intl

10h 43m

1 stop

ORD1:03 amChicago O'Hare Intl

$297

Find similar

Spirit Airlines

Oct 4

ORD5:05 amChicago O'Hare Intl

8h 23m

1 stop

CLO1:28 pmCali Alfonso B. Aragon Intl

Oct 11

CLO2:20 pmCali Alfonso B. Aragon Intl

9h 25m

1 stop

ORD11:45 pmChicago O'Hare Intl

$298

Find similar

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Sep 11

ORD2:35 pmChicago O'Hare Intl

8h 17m

1 stop

CLO10:52 pmCali Alfonso B. Aragon Intl

Sep 23

CLO8:27 pmCali Alfonso B. Aragon Intl

16h 48m

1 stop

ORD1:15 pmChicago O'Hare Intl

$310

Find similar

Avianca

Sep 19

ORD2:35 pmChicago O'Hare Intl

9h 09m

1 stop

CLO11:44 pmCali Alfonso B. Aragon Intl

Sep 23

CLO4:24 amCali Alfonso B. Aragon Intl

8h 51m

1 stop

ORD1:15 pmChicago O'Hare Intl

$347

Find similar

Avianca

Feb 7

ORD10:20 pmChicago O'Hare Intl

11h 45m

1 stop

CLO11:05 amCali Alfonso B. Aragon Intl

Feb 15

CLO10:15 amCali Alfonso B. Aragon Intl

11h 05m

1 stop

ORD8:20 pmChicago O'Hare Intl

$392

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

qua 10/8

5:05 am-1:23 pm

1 stop8h 18m

Cali Alfonso B. Aragon Intl

ter 10/14

2:20 pm-11:45 pm

1 stop9h 25m

$296

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

ter 10/21

7:29 pm-1:23 pm

1 stop17h 54m

Cali Alfonso B. Aragon Intl

ter 10/28

2:20 pm-1:03 am

1 stop10h 43m

$297

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

qui 9/11

2:35 pm-10:52 pm

1 stop8h 17m

Cali Alfonso B. Aragon Intl

ter 9/23

8:27 pm-1:15 pm

1 stop16h 48m

$310

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

ter 9/9

8:02 am-5:25 pm

1 stop9h 23m

Cali Alfonso B. Aragon Intl

qui 9/25

8:48 am-12:21 am

1 stop15h 33m

$327

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

sex 9/19

8:02 am-5:25 pm

1 stop9h 23m

Cali Alfonso B. Aragon Intl

seg 9/29

12:01 pm-12:21 am

1 stop12h 20m

$342

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

ter 9/9

8:29 pm-1:20 pm

2 stops16h 51m

Cali Alfonso B. Aragon Intl

qui 9/25

2:20 pm-7:22 am

2 stops17h 02m

$343

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

sex 9/19

2:35 pm-11:44 pm

1 stop9h 09m

Cali Alfonso B. Aragon Intl

ter 9/23

4:24 am-1:15 pm

1 stop8h 51m

$347

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

ter 9/9

8:29 pm-1:20 pm

2 stops16h 51m

Cali Alfonso B. Aragon Intl

qui 9/25

2:20 pm-7:24 am

2 stops17h 04m

$378

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

sáb 10/4

6:44 pm-7:27 pm

3 stops24h 43m

Cali Alfonso B. Aragon Intl

sáb 10/11

2:20 pm-11:45 pm

1 stop9h 25m

$387

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

qui 10/2

11:57 am-7:10 am

2 stops19h 13m

Cali Alfonso B. Aragon Intl

seg 10/6

12:42 pm-6:24 pm

3 stops29h 42m

$411

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?

What is the cheapest month to fly to Cali?

The cheapest month to fly to Cali from Chicago is in January. Flight prices, which tend to average around $390, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in January, then July is your next best option. Flight prices from Chicago to Cali during July average around $403.

What is the cheapest day to depart on your flight to Cali?

The cheapest day to depart on your flight to Cali is on a Wednesday when prices can be found for as low as $463. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $570. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cali.

What is the cheapest time of day to depart on your flight to Cali?

Our most recent data shows that the best time of day to fly to Cali is in the morning. Flights from Chicago to Cali during this time can be as low as $491. In the afternoon is when there is more demand to fly to Cali, so prices are often more expensive at around $555 per ticket.

How far in advance should I book a flight 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 $498 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 $385 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 49% 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 August 2025, prices for Chicago to Cali flights are approximately 7% 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

Direct flights	None

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

Search flight deals

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 00m 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 5 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of August 2025.
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 (54% of total bookings). The next most popular airlines are Avianca (24%), Spirit Airlines (16%), and American Airlines (6%).

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
Spirit Airlines	PriceFrom $317	Free Cancellation	Rating 6.3 8,035 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $353	Free Cancellation	Rating 6.7 2,415 reviews	Search Avianca flights
Copa Airlines	PriceFrom $368	Free Cancellation	Rating 7.5 1,512 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $406	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
LATAM Airlines	PriceFrom $624	Free Cancellation	Rating 7.5 1,844 reviews	Search LATAM 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.

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.

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Airports servicing Colombia

Popular cities in Colombia

Flights to Bogotáfrom $180

Flights to Medellínfrom $171

Flights to Cartagenafrom $180

Flights to Pereirafrom $246

Flights to Santa Martafrom $290

Flights to Barranquillafrom $184

Flights to San Andrésfrom $335

Flights to Bucaramangafrom $201

Flights to Cúcutafrom $350

Flights to Armeniafrom $200

Flights to Monteríafrom $414

Flights to Pastofrom $556

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Cheap flights from Chicago to Cali from $125

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 9/25. 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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Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

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Our best Avianca deals on Chicago to Cali flight tickets

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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

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

What is the cheapest month to fly to Cali?

What is the cheapest day to depart on your flight to Cali?

What is the cheapest time of day to depart on your flight to Cali?

Our most recent data shows that the best time of day to fly to Cali is in the morning. Flights from Chicago to Cali during this time can be as low as $491. In the afternoon is when there is more demand to fly to Cali, so prices are often more expensive at around $555 per ticket.

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

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 49% 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 August 2025, prices for Chicago to Cali flights are approximately 7% more expensive when compared to flights at the same time last year.

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

Spirit Airlines, Copa Airlines, and American Airlines are the most popular carriers operating 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?

Panama City (PTY) was the most common stop: 42% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Miami (MIA) offer the lowest average round-trip price of $406.

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

Flights connecting via Fort Lauderdale (FLL) have the shortest average one-way travel time: 8h 04m.

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

Fort Lauderdale (FLL) has the shortest average layover time for this route: 1h 35m.

When to book flights from Chicago to Cali

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

Direct flights

How far is Chicago to Cali Alfonso B. Aragon Intl by plane?

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

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

How old do you have to be to fly 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?

What is the most popular airline 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?

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

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

How can momondo help me find flights 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?

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