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 10m.

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 69% of people opting to fly with this airline when traveling to Cali. Keep in mind that there are 4 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?

Miami (MIA) has the shortest average layover time for this route: 1h 42m.

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

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

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

Fort Lauderdale (FLL) was the most common stop: 38% of momondo users choosing 1-stop flights on this route connected there.

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

Avianca is the most popular carrier 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 4 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of April 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.

$142 Cheap Flights from Chicago to Cali in 2026

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 $534 to $406. The lowest price recently found on this route was $421.

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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.

11:20 pm - 5:45 pm

ORD

CLO

18h 25m

1 stop

9:55 pm - 9:20 pm

CLO

ORD

23h 25m

1 stop

$421Avianca

Wed, Apr 29 - Wed, May 13

11:20 pm - 9:30 am

ORD

CLO

10h 10m

1 stop

8:00 am - 9:20 pm

CLO

ORD

13h 20m

1 stop

$440Avianca

Fri, May 1 - Sun, May 10

11:20 pm - 9:30 am

ORD

CLO

10h 10m

1 stop

8:25 am - 9:20 pm

CLO

ORD

12h 55m

1 stop

$441Avianca

Fri, May 29 - Fri, Jun 5

7:45 pm - 10:15 pm

ORD

CLO

26h 30m

2 stops

7:55 am - 10:16 am

CLO

ORD

26h 21m

2 stops

$450LATAM Airlines

Fri, May 1 - Sun, May 10

6:55 am - 9:00 pm

ORD

CLO

14h 05m

2 stops

11:59 pm - 12:20 pm

CLO

ORD

12h 21m

2 stops

$451American Airlines

Wed, Jun 3 - Mon, Jun 8

9:30 am - 12:45 am

ORD

CLO

15h 15m

2 stops

6:45 am - 11:57 pm

CLO

ORD

17h 12m

2 stops

$452LATAM Airlines

Tue, Aug 18 - Sun, Aug 30

8:10 am - 6:10 am

ORD

CLO

22h 00m

2 stops

8:05 pm - 8:26 pm

CLO

ORD

24h 21m

2 stops

$453LATAM Airlines

Thu, May 14 - Wed, May 20

8:00 am - 12:45 am

ORD

CLO

16h 45m

2 stops

8:07 am - 8:34 am

CLO

ORD

25h 27m

2 stops

$454LATAM Airlines

Fri, Oct 16 - Sat, Nov 7

7:33 pm - 1:07 pm

ORD

CLO

17h 34m

1 stop

2:02 pm - 11:15 pm

CLO

ORD

9h 13m

1 stop

$456Spirit Airlines

Thu, May 14 - Sat, May 16

7:59 pm - 10:15 pm

ORD

CLO

26h 16m

2 stops

7:55 am - 10:13 pm

CLO

ORD

38h 18m

2 stops

$459Delta

Fri, Jun 19 - Sat, Jul 4

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Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Apr 29

ORD11:20 pmChicago O'Hare Intl

18h 25m

1 stop

CLO5:45 pmCali Alfonso B. Aragon Intl

May 13

CLO9:55 pmCali Alfonso B. Aragon Intl

23h 25m

1 stop

ORD9:20 pmChicago O'Hare Intl

$421

Avianca

May 1

ORD11:20 pmChicago O'Hare Intl

10h 10m

1 stop

CLO9:30 amCali Alfonso B. Aragon Intl

May 10

CLO8:00 amCali Alfonso B. Aragon Intl

13h 20m

1 stop

ORD9:20 pmChicago O'Hare Intl

$440

Avianca

Apr 21

ORD11:20 pmChicago O'Hare Intl

11h 00m

1 stop

CLO10:20 amCali Alfonso B. Aragon Intl

May 12

CLO8:00 amCali Alfonso B. Aragon Intl

13h 20m

1 stop

ORD9:20 pmChicago O'Hare Intl

$441

American Airlines flights from Chicago to Cali

Our best American Airlines deals on Chicago to Cali flight tickets

American Airlines

May 14

ORD9:01 pmChicago O'Hare Intl

16h 07m

2 stops

CLO1:08 pmCali Alfonso B. Aragon Intl

May 20

CLO2:15 pmCali Alfonso B. Aragon Intl

10h 10m

1 stop

ORD12:25 amChicago O'Hare Intl

$466

American Airlines

Jun 5

ORD8:00 amChicago O'Hare Intl

13h 00m

2 stops

CLO9:00 pmCali Alfonso B. Aragon Intl

Jun 30

CLO11:59 pmCali Alfonso B. Aragon Intl

20h 00m

1 stop

ORD7:59 pmChicago O'Hare Intl

$491

American Airlines

Apr 21

ORD8:46 pmChicago O'Hare Intl

16h 22m

2 stops

CLO1:08 pmCali Alfonso B. Aragon Intl

Apr 24

CLO2:15 pmCali Alfonso B. Aragon Intl

18h 15m

2 stops

ORD8:30 amChicago O'Hare Intl

$508

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 4/29

11:20 pm-5:45 pm

1 stop18h 25m

Cali Alfonso B. Aragon Intl

Wed 5/13

9:55 pm-9:20 pm

1 stop23h 25m

$421

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/1

11:20 pm-9:30 am

1 stop10h 10m

Cali Alfonso B. Aragon Intl

Sun 5/10

8:00 am-9:20 pm

1 stop13h 20m

$440

Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/29

11:20 pm-9:30 am

1 stop10h 10m

Cali Alfonso B. Aragon Intl

Fri 6/5

8:25 am-9:20 pm

1 stop12h 55m

$441

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/1

7:45 pm-10:15 pm

2 stops26h 30m

Cali Alfonso B. Aragon Intl

Sun 5/10

7:55 am-10:16 am

2 stops26h 21m

$450

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 6/3

6:55 am-9:00 pm

2 stops14h 05m

Cali Alfonso B. Aragon Intl

Mon 6/8

11:59 pm-12:20 pm

2 stops12h 21m

$451

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 8/18

9:30 am-12:45 am

2 stops15h 15m

Cali Alfonso B. Aragon Intl

Sun 8/30

6:45 am-11:57 pm

2 stops17h 12m

$452

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 5/14

8:10 am-6:10 am

2 stops22h 00m

Cali Alfonso B. Aragon Intl

Wed 5/20

8:05 pm-8:26 pm

2 stops24h 21m

$453

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 10/16

8:00 am-12:45 am

2 stops16h 45m

Cali Alfonso B. Aragon Intl

Sat 11/7

8:07 am-8:34 am

2 stops25h 27m

$454

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 5/14

7:33 pm-1:07 pm

1 stop17h 34m

Cali Alfonso B. Aragon Intl

Sat 5/16

2:02 pm-11:15 pm

1 stop9h 13m

$456

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 6/19

7:59 pm-10:15 pm

2 stops26h 16m

Cali Alfonso B. Aragon Intl

Sat 7/4

7:55 am-10:13 pm

2 stops38h 18m

$459

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 September. Flight prices, which tend to average around $244, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in September, then February is your next best option. Flight prices from Chicago to Cali during February average around $302.

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 $437 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 $365 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 34% 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 April 2026, prices for Chicago to Cali flights are approximately 10% 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	9h 17m
Direct flights	None

The fastest flight from Chicago to Cali takes 9h 17m

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. 9h 17m 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 4 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of April 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 (41% of total bookings). The next most popular airlines are Avianca (26%), Spirit Airlines (21%), and American Airlines (11%).

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 $126	Free Cancellation	Rating 6.3 8,623 reviews	Search Spirit Airlines flights
Copa Airlines	PriceFrom $288	Free Cancellation	Rating 7.5 1,580 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.1 11,622 reviews	Search American Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.5 2,513 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 $142

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 5/6. 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

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See travel insights to Cali from

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 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

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

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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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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