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 has the shortest travel time from Chicago to Cali?

Flights connecting via Fort Lauderdale (FLL) have the shortest average one-way travel time: 8h 02m.

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 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 73% 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.

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

Avianca and Spirit 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?

Fort Lauderdale (FLL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

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 January 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.

$140 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 $374 to $533. The lowest price recently found on this route was $284.

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Round-trip

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Enter your travel dates to find the best prices.

5:15 am - 2:15 pm

ORD

CLO

8h 00m

1 stop

3:22 pm - 11:47 pm

CLO

ORD

9h 25m

1 stop

$284Spirit Airlines

Sat, Feb 7 - Sat, Feb 14

7:34 am - 11:36 pm

ORD

CLO

15h 02m

1 stop

8:48 am - 12:04 am

CLO

ORD

16h 16m

1 stop

$290Copa Airlines

Fri, Feb 6 - Fri, Feb 20

5:15 am - 10:03 pm

ORD

CLO

15h 48m

2 stops

6:57 am - 11:47 pm

CLO

ORD

17h 50m

2 stops

$295Multiple Airlines

Wed, Feb 11 - Wed, Feb 18

8:43 pm - 2:15 pm

ORD

CLO

16h 32m

1 stop

3:22 pm - 7:54 am

CLO

ORD

17h 32m

2 stops

$299Spirit Airlines

Fri, Feb 6 - Fri, Feb 20

7:35 am - 11:34 pm

ORD

CLO

14h 59m

1 stop

8:48 am - 12:24 am

CLO

ORD

16h 36m

1 stop

$300Copa Airlines

Sun, Jan 25 - Mon, Jan 26

5:15 am - 2:15 pm

ORD

CLO

8h 00m

1 stop

3:22 pm - 7:54 am

CLO

ORD

17h 32m

2 stops

$302Spirit Airlines

Wed, Feb 11 - Wed, Feb 18

5:32 pm - 2:15 pm

ORD

CLO

19h 43m

1 stop

3:22 pm - 7:54 am

CLO

ORD

17h 32m

2 stops

$310Spirit Airlines

Sat, Feb 7 - Sat, Feb 14

5:15 am - 2:15 pm

ORD

CLO

8h 00m

1 stop

3:22 pm - 11:47 pm

CLO

ORD

9h 25m

1 stop

$315Spirit Airlines

Wed, Feb 11 - Wed, Feb 18

5:15 am - 10:03 pm

ORD

CLO

15h 48m

2 stops

6:57 am - 11:22 am

CLO

ORD

29h 25m

3 stops

$317Multiple Airlines

Wed, Feb 11 - Wed, Feb 18

11:20 pm - 8:18 am

ORD

CLO

8h 58m

1 stop

4:24 am - 1:15 pm

CLO

ORD

8h 51m

1 stop

$332Avianca

Sat, Mar 28 - Fri, Apr 10

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

Mar 28

ORD11:20 pmChicago O'Hare Intl

8h 58m

1 stop

CLO8:18 amCali Alfonso B. Aragon Intl

Apr 10

CLO4:24 amCali Alfonso B. Aragon Intl

8h 51m

1 stop

ORD1:15 pmChicago O'Hare Intl

$332

Avianca

Mar 14

ORD11:20 pmChicago O'Hare Intl

10h 10m

1 stop

CLO9:30 amCali Alfonso B. Aragon Intl

Mar 17

CLO8:40 amCali Alfonso B. Aragon Intl

12h 40m

1 stop

ORD9:20 pmChicago O'Hare Intl

$363

Avianca

May 16

ORD10:35 amChicago O'Hare Intl

22h 36m

2 stops

CLO9:11 amCali Alfonso B. Aragon Intl

May 23

CLO6:18 pmCali Alfonso B. Aragon Intl

15h 49m

2 stops

ORD10:07 amChicago O'Hare Intl

$435

American Airlines flights from Chicago to Cali

Our best American Airlines deals on Chicago to Cali flight tickets

American Airlines

Feb 17

ORD8:54 pmChicago O'Hare Intl

16h 26m

2 stops

CLO2:20 pmCali Alfonso B. Aragon Intl

Feb 26

CLO3:20 pmCali Alfonso B. Aragon Intl

17h 04m

2 stops

ORD7:24 amChicago O'Hare Intl

$365

American Airlines

Jun 4

ORD6:10 amChicago O'Hare Intl

14h 51m

1 stop

CLO9:01 pmCali Alfonso B. Aragon Intl

Aug 18

CLO12:30 amCali Alfonso B. Aragon Intl

19h 14m

1 stop

ORD7:44 pmChicago O'Hare Intl

$384

American Airlines

Mar 10

ORD8:58 pmChicago O'Hare Intl

16h 22m

2 stops

CLO1:20 pmCali Alfonso B. Aragon Intl

Mar 17

CLO2:20 pmCali Alfonso B. Aragon Intl

16h 58m

2 stops

ORD7:18 amChicago O'Hare Intl

$389

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/7

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Sat 2/14

3:22 pm-11:47 pm

1 stop9h 25m

$284

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 2/6

7:34 am-11:36 pm

1 stop15h 02m

Cali Alfonso B. Aragon Intl

Fri 2/20

8:48 am-12:04 am

1 stop16h 16m

$290

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 2/11

5:15 am-10:03 pm

2 stops15h 48m

Cali Alfonso B. Aragon Intl

Wed 2/18

6:57 am-11:47 pm

2 stops17h 50m

$295

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:15 pm

1 stop16h 32m

Cali Alfonso B. Aragon Intl

Fri 2/20

3:22 pm-7:54 am

2 stops17h 32m

$299

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 1/25

7:35 am-11:34 pm

1 stop14h 59m

Cali Alfonso B. Aragon Intl

Mon 1/26

8:48 am-12:24 am

1 stop16h 36m

$300

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 2/11

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Wed 2/18

3:22 pm-7:54 am

2 stops17h 32m

$302

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 2/7

5:32 pm-2:15 pm

1 stop19h 43m

Cali Alfonso B. Aragon Intl

Sat 2/14

3:22 pm-7:54 am

2 stops17h 32m

$310

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 2/11

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Wed 2/18

3:22 pm-11:47 pm

1 stop9h 25m

$315

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Wed 2/11

5:15 am-10:03 pm

2 stops15h 48m

Cali Alfonso B. Aragon Intl

Wed 2/18

6:57 am-11:22 am

3 stops29h 25m

$317

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 3/28

11:20 pm-8:18 am

1 stop8h 58m

Cali Alfonso B. Aragon Intl

Fri 4/10

4:24 am-1:15 pm

1 stop8h 51m

$332

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 August is your next best option. Flight prices from Chicago to Cali during August average around $383.

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 $486 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 $248 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 10% 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 January 2026, prices for Chicago to Cali flights are approximately 35% 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 00m
Direct flights	None

The fastest flight from Chicago to Cali takes 8h 00m

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 January 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 (44% of total bookings). The next most popular airlines are Avianca (30%), Spirit Airlines (17%), and American Airlines (9%).

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 $120	Free Cancellation	Rating 6.3 8,319 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $180	Free Cancellation	Rating 6.6 2,492 reviews	Search Avianca flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.2 11,131 reviews	Search American Airlines flights
Copa Airlines	PriceFrom $320	Free Cancellation	Rating 7.6 1,559 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $387	Free Cancellation	Rating 7.5 1,904 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

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Flights to Bogotáfrom $165

Flights to Medellínfrom $178

Flights to Cartagenafrom $170

Flights to Pereirafrom $234

Flights to Santa Martafrom $306

Flights to Barranquillafrom $218

Flights to San Andrésfrom $329

Flights to Cúcutafrom $282

Flights to Armeniafrom $171

Flights to Bucaramangafrom $281

Flights to Monteríafrom $442

Flights to Neivafrom $429

Fly to other destinations from Chicago

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Cheap flights from Chicago to Cali from $140

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 1/28. 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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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?

You could potentially save up to 10% 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 January 2026, prices for Chicago to Cali flights are approximately 35% 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?

Avianca and Spirit 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?

Fort Lauderdale (FLL) was the most common stop: 40% 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 $348.

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 02m.

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.

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

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