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

Fort Lauderdale (FLL) was the most common stop: 39% of momondo users choosing 1-stop flights on this route connected there.

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.

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

Spirit Airlines and Avianca 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 $348.

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 71% 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.

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 December 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.

$150 Cheap Flights from Chicago to Cali in 2025/26

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 $501 to $812. The lowest price recently found on this route was $393.

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:35 pm - 10:52 pm

ORD

CLO

8h 17m1 stop

4:24 am - 1:15 pm

CLO

ORD

8h 51m1 stop

$393Avianca

Sat, May 30 - Sat, Aug 8

10:20 pm - 9:05 am

ORD

CLO

9h 45m1 stop

11:50 am - 8:20 pm

CLO

ORD

9h 30m1 stop

$394Avianca

Thu, Jan 22 - Mon, Jan 26

3:21 pm - 11:06 am

ORD

CLO

19h 45m1 stop

3:10 pm - 1:58 pm

CLO

ORD

22h 48m1 stop

$396Copa Airlines

Sun, Apr 5 - Sat, Apr 11

12:42 pm - 2:15 pm

ORD

CLO

24h 33m2 stops

11:37 am - 1:13 pm

CLO

ORD

26h 36m3 stops

$399Multiple Airlines

Tue, Jan 20 - Tue, Jan 27

10:20 pm - 11:05 am

ORD

CLO

11h 45m1 stop

8:40 am - 8:20 pm

CLO

ORD

12h 40m1 stop

$400Avianca

Thu, Jan 22 - Mon, Jan 26

5:00 am - 2:15 pm

ORD

CLO

8h 15m1 stop

3:22 pm - 2:17 pm

CLO

ORD

23h 55m2 stops

$402Spirit Airlines

Mon, Jan 5 - Sat, Jan 31

5:15 am - 2:15 pm

ORD

CLO

8h 00m1 stop

8:53 pm - 11:47 pm

CLO

ORD

27h 54m2 stops

$415Multiple Airlines

Tue, Mar 3 - Tue, Mar 3

6:20 pm - 5:37 pm

ORD

CLO

22h 17m2 stops

12:03 pm - 12:28 am

CLO

ORD

13h 25m2 stops

$416United Airlines

Thu, Jan 22 - Mon, Jan 26

3:26 pm - 5:42 am

ORD

CLO

13h 16m2 stops

3:22 pm - 9:03 pm

CLO

ORD

30h 41m1 stop

$419Multiple Airlines

Mon, Jan 5 - Sun, Feb 1

9:09 pm - 12:30 am

ORD

CLO

26h 21m2 stops

3:22 pm - 2:17 pm

CLO

ORD

23h 55m2 stops

$422Spirit Airlines

Mon, Jan 5 - Sat, Jan 31

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

May 30

ORD2:35 pmChicago O'Hare Intl

8h 43m

1 stop

CLO11:18 pmCali Alfonso B. Aragon Intl

Aug 8

CLO8:55 pmCali Alfonso B. Aragon Intl

16h 20m

1 stop

ORD1:15 pmChicago O'Hare Intl

$393

Find similar

Avianca

Jan 22

ORD10:20 pmChicago O'Hare Intl

9h 45m

1 stop

CLO9:05 amCali Alfonso B. Aragon Intl

Jan 26

CLO11:50 amCali Alfonso B. Aragon Intl

9h 30m

1 stop

ORD8:20 pmChicago O'Hare Intl

$394

Find similar

Avianca

Jan 22

ORD10:20 pmChicago O'Hare Intl

11h 45m

1 stop

CLO11:05 amCali Alfonso B. Aragon Intl

Jan 26

CLO8:40 amCali Alfonso B. Aragon Intl

12h 40m

1 stop

ORD8:20 pmChicago O'Hare Intl

$400

Find similar

Copa Airlines flights from Chicago to Cali

Our best Copa Airlines deals on Chicago to Cali flight tickets

Copa Airlines

Apr 5

ORD3:21 pmChicago O'Hare Intl

19h 45m

1 stop

CLO11:06 amCali Alfonso B. Aragon Intl

Apr 11

CLO3:10 pmCali Alfonso B. Aragon Intl

22h 48m

1 stop

ORD1:58 pmChicago O'Hare Intl

$396

Find similar

Copa Airlines

Jan 5

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 31

CLO12:03 pmCali Alfonso B. Aragon Intl

13h 21m

1 stop

ORD12:24 amChicago O'Hare Intl

$439

Find similar

Copa Airlines

Jan 5

ORD7:35 amChicago O'Hare Intl

9h 02m

1 stop

CLO5:37 pmCali Alfonso B. Aragon Intl

Jan 31

CLO3:11 pmCali Alfonso B. Aragon Intl

10h 13m

1 stop

ORD12:24 amChicago O'Hare Intl

$451

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sat 5/30

2:35 pm-10:52 pm

1 stop8h 17m

Cali Alfonso B. Aragon Intl

Sat 8/8

4:24 am-1:15 pm

1 stop8h 51m

$393

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

10:20 pm-9:05 am

1 stop9h 45m

Cali Alfonso B. Aragon Intl

Mon 1/26

11:50 am-8:20 pm

1 stop9h 30m

$394

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Sun 4/5

3:21 pm-11:06 am

1 stop19h 45m

Cali Alfonso B. Aragon Intl

Sat 4/11

3:10 pm-1:58 pm

1 stop22h 48m

$396

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 1/20

12:42 pm-2:15 pm

2 stops24h 33m

Cali Alfonso B. Aragon Intl

Tue 1/27

11:37 am-1:13 pm

3 stops26h 36m

$399

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

10:20 pm-11:05 am

1 stop11h 45m

Cali Alfonso B. Aragon Intl

Mon 1/26

8:40 am-8:20 pm

1 stop12h 40m

$400

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 1/5

5:00 am-2:15 pm

1 stop8h 15m

Cali Alfonso B. Aragon Intl

Sat 1/31

3:22 pm-2:17 pm

2 stops23h 55m

$402

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 3/3

5:15 am-2:15 pm

1 stop8h 00m

Cali Alfonso B. Aragon Intl

Tue 3/3

8:53 pm-11:47 pm

2 stops27h 54m

$415

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Thu 1/22

6:20 pm-5:37 pm

2 stops22h 17m

Cali Alfonso B. Aragon Intl

Mon 1/26

12:03 pm-12:28 am

2 stops13h 25m

$416

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 1/5

3:26 pm-5:42 am

2 stops13h 16m

Cali Alfonso B. Aragon Intl

Sun 2/1

3:22 pm-9:03 pm

1 stop30h 41m

$419

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 1/5

9:09 pm-12:30 am

2 stops26h 21m

Cali Alfonso B. Aragon Intl

Sat 1/31

3:22 pm-2:17 pm

2 stops23h 55m

$422

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.

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 $488 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 December 2025, prices for Chicago to Cali flights are approximately 4% cheaper 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 December 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 (45% of total bookings). The next most popular airlines are Avianca (31%), Spirit Airlines (19%), 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 $126	Free Cancellation	Rating 6.3 8,196 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.2 11,053 reviews	Search American Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.6 2,493 reviews	Search Avianca flights
Copa Airlines	PriceFrom $340	Free Cancellation	Rating 7.6 1,558 reviews	Search Copa Airlines flights
LATAM Airlines	PriceFrom $624	Free Cancellation	Rating 7.5 1,894 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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Flights to Bogotáfrom $163

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Flights to San Andrésfrom $366

Flights to Armeniafrom $192

Flights to Cúcutafrom $329

Flights to Bucaramangafrom $275

Flights to Monteríafrom $417

Flights to Neivafrom $438

Cheap flights from Chicago to Cali from $150

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 1/16. 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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Our best Copa Airlines 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?

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 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 December 2025, prices for Chicago to Cali flights are approximately 4% cheaper 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 and Avianca 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: 39% 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