Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Cali from $136

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 8/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Chicago to Cali

Cheap round-trip flights

Avianca Logo
2:35 pm - 11:18 pmORD-CLO
8h 43m1 stop
Avianca Logo
8:27 pm - 1:15 pmCLO-ORD
16h 48m1 stop
$294Avianca
Find Deal
qui, ago 21 - qua, ago 27
Avianca Logo
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
Avianca Logo
4:24 am - 1:15 pmCLO-ORD
8h 51m1 stop
$304Avianca
Find Deal
ter, set 16 - sex, set 26
Avianca Logo
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
Avianca Logo
4:24 am - 1:15 pmCLO-ORD
8h 51m1 stop
$305Avianca
Find Deal
qui, set 11 - ter, set 23
LATAM Airlines Logo
11:15 am - 11:37 pmORD-CLO
12h 22m2 stops
LATAM Airlines Logo
4:20 am - 7:09 pmCLO-ORD
14h 49m2 stops
$309LATAM Airlines
Find Deal
sáb, ago 30 - dom, set 7
Spirit Airlines Logo
5:05 am - 1:20 pmORD-CLO
8h 15m1 stop
Spirit Airlines Logo
2:15 pm - 8:55 amCLO-ORD
18h 40m1 stop
$331Spirit Airlines
Find Deal
ter, jul 29 - ter, ago 5
Spirit Airlines Logo
5:40 pm - 1:25 pmORD-CLO
19h 45m1 stop
Spirit Airlines Logo
2:20 pm - 11:59 pmCLO-ORD
9h 39m1 stop
$348Spirit Airlines
Find Deal
ter, ago 12 - sáb, ago 16
Copa Airlines Logo
7:54 am - 5:26 pmORD-CLO
9h 32m1 stop
Copa Airlines Logo
8:47 am - 12:20 amCLO-ORD
15h 33m1 stop
$367Copa Airlines
Find Deal
ter, jul 22 - sáb, jul 26
American Airlines Logo
1:51 pm - 1:20 pmORD-CLO
23h 29m1 stop
American Airlines Logo
8:15 am - 7:22 pmCLO-ORD
12h 07m2 stops
$368American Airlines
Find Deal
qua, out 22 - ter, nov 4
Copa Airlines Logo
1:07 am - 5:26 pmORD-CLO
16h 19m1 stop
Copa Airlines Logo
12:01 pm - 12:21 amCLO-ORD
12h 20m1 stop
$378Copa Airlines
Find Deal
seg, jul 28 - ter, ago 5
American Airlines Logo
6:57 pm - 1:25 pmORD-CLO
18h 28m1 stop
American Airlines Logo
12:30 am - 3:52 pmCLO-ORD
15h 22m2 stops
$392American Airlines
Find Deal
ter, jul 22 - sex, jul 25

Avianca flights from Chicago to Cali

Our best Avianca deals on Chicago to Cali flight tickets
Avianca
Aug 21
ORD2:35 pmChicago O'Hare Intl
8h 43m
1 stop
CLO11:18 pmCali Alfonso B. Aragon Intl
Aug 27
CLO8:27 pmCali Alfonso B. Aragon Intl
16h 48m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Sep 16
ORD2:35 pmChicago O'Hare Intl
9h 09m
1 stop
CLO11:44 pmCali Alfonso B. Aragon Intl
Sep 26
CLO4:24 amCali Alfonso B. Aragon Intl
8h 51m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Sep 11
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

LATAM Airlines flights from Chicago to Cali

Our best LATAM Airlines deals on Chicago to Cali flight tickets
LATAM Airlines
Aug 30
ORD11:15 amChicago O'Hare Intl
12h 22m
2 stops
CLO11:37 pmCali Alfonso B. Aragon Intl
Sep 7
CLO4:20 amCali Alfonso B. Aragon Intl
14h 49m
2 stops
ORD7:09 pmChicago O'Hare Intl
LATAM Airlines
Jul 8
ORD5:35 amChicago O'Hare Intl
11h 01m
2 stops
CLO4:36 pmCali Alfonso B. Aragon Intl
Jul 12
CLO10:27 amCali Alfonso B. Aragon Intl
22h 13m
2 stops
ORD8:40 amChicago O'Hare Intl
LATAM Airlines
Jul 8
ORD5:35 amChicago O'Hare Intl
11h 01m
2 stops
CLO4:36 pmCali Alfonso B. Aragon Intl
Jul 12
CLO8:12 amCali Alfonso B. Aragon Intl
15h 57m
2 stops
ORD12:09 amChicago O'Hare Intl

See travel insights to Cali from

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?

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 May is your next best option. Flight prices from Chicago to Cali during May average around $441.

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 $520 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 $417 on momondo.

Can stopping save me money on Chicago to Cali flights?

You could potentially save up to 6% 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 July 2025, prices for Chicago to Cali flights are approximately 11% 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

Best Price Found

$136

Fastest flight time

8h 15m

Direct flights

None

Airports in Cali

1 airport
The best one-way flight to Cali from Chicago in the past 72 hours is $136. The best round-trip flight deal from Chicago to Cali found on momondo in the last 72 hours is $294.
The fastest flight from Chicago to Cali takes 8h 15m
There are no direct flights from Chicago to Cali. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Cali Alfonso B. Aragon Intl Airport.
There is 1 airport near Cali: Cali Alfonso B. Aragon Intl (CLO)

  • 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 15m 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?

  • 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?


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
AviancaPriceFrom $299Free CancellationRating
6.7
2,363 reviews
Search Avianca flights
Spirit AirlinesPriceFrom $317Free CancellationRating
6.3
8,094 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $369Free CancellationRating
7.5
1,467 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $406Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
LATAM AirlinesPriceFrom $624Free CancellationRating
7.5
1,805 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
ter 7/8
ter 7/15

Find better results for your trip to Colombia