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 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 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 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 10m.

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

Avianca and Copa Airlines are the most popular carriers 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.

$127 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 $521 to $371. The lowest price recently found on this route was $359.

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Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:20 pm - 2:10 pm

ORD

CLO

14h 50m

1 stop

9:55 pm - 9:20 pm

CLO

ORD

23h 25m

1 stop

$359Avianca

Fri, May 8 - Mon, May 11

7:15 pm - 12:58 pm

ORD

CLO

17h 43m

1 stop

9:26 pm - 11:59 pm

CLO

ORD

26h 33m

2 stops

$375Multiple Airlines

Fri, May 1 - Thu, May 7

8:02 am - 5:36 pm

ORD

CLO

9h 34m

1 stop

12:06 pm - 1:15 am

CLO

ORD

13h 09m

1 stop

$376Copa Airlines

Tue, May 5 - Tue, May 12

7:15 pm - 12:58 pm

ORD

CLO

17h 43m

1 stop

8:01 pm - 11:59 pm

CLO

ORD

27h 58m

2 stops

$402Multiple Airlines

Fri, May 1 - Thu, May 7

5:05 am - 9:25 am

ORD

CLO

28h 20m

3 stops

8:53 am - 12:24 am

CLO

ORD

15h 31m

2 stops

$405Multiple Airlines

Mon, Apr 27 - Fri, May 1

8:46 pm - 1:08 pm

ORD

CLO

16h 22m

2 stops

2:15 pm - 10:11 am

CLO

ORD

19h 56m

2 stops

$410GOL

Mon, Apr 27 - Fri, May 1

4:05 pm - 1:07 pm

ORD

CLO

21h 02m

1 stop

7:25 pm - 12:37 pm

CLO

ORD

41h 12m

2 stops

$411Multiple Airlines

Fri, May 15 - Tue, May 19

1:18 pm - 1:07 pm

ORD

CLO

23h 49m

1 stop

8:06 pm - 11:15 pm

CLO

ORD

27h 09m

2 stops

$413Multiple Airlines

Tue, May 5 - Tue, May 12

5:05 am - 7:47 am

ORD

CLO

26h 42m

3 stops

6:30 am - 12:24 am

CLO

ORD

17h 54m

2 stops

$420Multiple Airlines

Mon, Apr 27 - Fri, May 1

11:20 pm - 12:25 pm

ORD

CLO

13h 05m

1 stop

11:10 am - 9:20 pm

CLO

ORD

10h 10m

1 stop

$421Avianca

Tue, May 26 - Tue, Jun 2

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets

Avianca

May 8

ORD11:20 pmChicago O'Hare Intl

14h 50m

1 stop

CLO2:10 pmCali Alfonso B. Aragon Intl

May 11

CLO9:55 pmCali Alfonso B. Aragon Intl

23h 25m

1 stop

ORD9:20 pmChicago O'Hare Intl

$359

Avianca

May 26

ORD11:20 pmChicago O'Hare Intl

13h 05m

1 stop

CLO12:25 pmCali Alfonso B. Aragon Intl

Jun 2

CLO11:10 amCali Alfonso B. Aragon Intl

10h 10m

1 stop

ORD9:20 pmChicago O'Hare Intl

$421

Avianca

Apr 23

ORD11:20 pmChicago O'Hare Intl

13h 05m

1 stop

CLO12:25 pmCali Alfonso B. Aragon Intl

Apr 27

CLO9:20 pmCali Alfonso B. Aragon Intl

24h 00m

1 stop

ORD9:20 pmChicago O'Hare Intl

$441

Spirit Airlines flights from Chicago to Cali

Our best Spirit Airlines deals on Chicago to Cali flight tickets

Spirit Airlines

Apr 21

ORD7:15 pmChicago O'Hare Intl

17h 43m

1 stop

CLO12:58 pmCali Alfonso B. Aragon Intl

Apr 24

CLO1:53 pmCali Alfonso B. Aragon Intl

10h 31m

1 stop

ORD12:24 amChicago O'Hare Intl

$395

Spirit Airlines

Apr 21

ORD11:28 amChicago O'Hare Intl

25h 30m

2 stops

CLO12:58 pmCali Alfonso B. Aragon Intl

Apr 24

CLO1:53 pmCali Alfonso B. Aragon Intl

10h 31m

1 stop

ORD12:24 amChicago O'Hare Intl

$421

Spirit Airlines

May 9

ORD5:05 amChicago O'Hare Intl

8h 02m

1 stop

CLO1:07 pmCali Alfonso B. Aragon Intl

May 16

CLO2:02 pmCali Alfonso B. Aragon Intl

22h 21m

2 stops

ORD12:23 pmChicago O'Hare Intl

$422

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/8

11:20 pm-2:10 pm

1 stop14h 50m

Cali Alfonso B. Aragon Intl

Mon 5/11

9:55 pm-9:20 pm

1 stop23h 25m

$359

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/1

7:15 pm-12:58 pm

1 stop17h 43m

Cali Alfonso B. Aragon Intl

Thu 5/7

9:26 pm-11:59 pm

2 stops26h 33m

$375

Quickest round-trip

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 5/5

8:02 am-5:36 pm

1 stop9h 34m

Cali Alfonso B. Aragon Intl

Tue 5/12

12:06 pm-1:15 am

1 stop13h 09m

$376

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/1

7:15 pm-12:58 pm

1 stop17h 43m

Cali Alfonso B. Aragon Intl

Thu 5/7

8:01 pm-11:59 pm

2 stops27h 58m

$402

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/27

5:05 am-9:25 am

3 stops28h 20m

Cali Alfonso B. Aragon Intl

Fri 5/1

8:53 am-12:24 am

2 stops15h 31m

$405

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/27

8:46 pm-1:08 pm

2 stops16h 22m

Cali Alfonso B. Aragon Intl

Fri 5/1

2:15 pm-10:11 am

2 stops19h 56m

$410

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Fri 5/15

4:05 pm-1:07 pm

1 stop21h 02m

Cali Alfonso B. Aragon Intl

Tue 5/19

7:25 pm-12:37 pm

2 stops41h 12m

$411

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 5/5

1:18 pm-1:07 pm

1 stop23h 49m

Cali Alfonso B. Aragon Intl

Tue 5/12

8:06 pm-11:15 pm

2 stops27h 09m

$413

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Mon 4/27

5:05 am-7:47 am

3 stops26h 42m

Cali Alfonso B. Aragon Intl

Fri 5/1

6:30 am-12:24 am

2 stops17h 54m

$420

ChicagoCali

ORD - CLO

ORDCLO

Chicago O'Hare Intl

Tue 5/26

11:20 pm-12:25 pm

1 stop13h 05m

Cali Alfonso B. Aragon Intl

Tue 6/2

11:10 am-9:20 pm

1 stop10h 10m

$421

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	7h 53m
Direct flights	None

The fastest flight from Chicago to Cali takes 7h 53m

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

Search flight deals

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. 7h 53m 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 8,617 reviews	Search Spirit Airlines flights
Copa Airlines	PriceFrom $288	Free Cancellation	Rating 7.5 1,574 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.1 11,567 reviews	Search American Airlines flights
Avianca	PriceFrom $330	Free Cancellation	Rating 6.5 2,506 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.

An easier way to manage your Cali trip

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Cheap flights from Chicago to Cali from $127

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 5/11. 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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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.

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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List of cabin classes available on flights landing in Cali. Availability may vary depending on flight origin and airline.

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