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Cheap flights from Cali to Chicago from $230

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cali to Chicago departing on 5/30. 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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Find the cheapest flights from Cali to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Cali to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
9:57 pm - 1:15 pmCLO-ORD
15h 18m1 stop
2:35 pm - 11:33 pmORD-CLO
8h 58m1 stop
$408Avianca
Find Deal
Wed, Apr 16 - Mon, May 12
8:55 pm - 1:15 pmCLO-ORD
16h 20m1 stop
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
$410Avianca
Find Deal
Wed, Mar 12 - Tue, Apr 1
4:41 am - 12:15 amCLO-ORD
19h 34m2 stops
9:50 pm - 5:26 pmORD-CLO
19h 36m2 stops
$432United Airlines
Find Deal
Thu, May 1 - Fri, May 9
4:22 am - 11:59 pmCLO-ORD
19h 37m2 stops
5:30 am - 5:51 amORD-CLO
24h 21m2 stops
$470LATAM Airlines
Find Deal
Wed, Apr 16 - Sun, Apr 20
2:00 am - 11:53 pmCLO-ORD
21h 53m1 stop
6:54 pm - 1:05 pmORD-CLO
18h 11m1 stop
$495American Airlines
Find Deal
Wed, Jun 4 - Tue, Jun 24
4:41 am - 12:15 amCLO-ORD
19h 34m2 stops
7:35 am - 11:25 pmORD-CLO
15h 50m2 stops
$512United Airlines
Find Deal
Thu, May 8 - Fri, May 16
2:20 pm - 11:55 pmCLO-ORD
9h 35m1 stop
7:00 pm - 1:06 pmORD-CLO
18h 06m1 stop
$535American Airlines
Find Deal
Sat, May 10 - Sat, Jul 12
4:41 am - 1:42 pmCLO-ORD
9h 01m1 stop
7:54 am - 5:26 pmORD-CLO
9h 32m1 stop
$585Copa Airlines
Find Deal
Fri, Jul 25 - Mon, Jul 28
8:47 am - 12:20 amCLO-ORD
15h 33m1 stop
3:07 pm - 11:25 pmORD-CLO
8h 18m1 stop
$679Copa Airlines
Find Deal
Wed, Jul 2 - Fri, Jul 11
8:14 am - 11:55 pmCLO-ORD
15h 41m2 stops
6:00 am - 6:19 pmORD-CLO
12h 19m2 stops
$944LATAM Airlines
Find Deal
Sun, Jun 29 - Mon, Jul 7

Avianca flights from Cali to Chicago

Our best Avianca deals on Cali to Chicago flight tickets
Avianca
Apr 16
CLO9:57 pmCali Alfonso B. Aragon Intl
15h 18m
1 stop
ORD1:15 pmChicago O'Hare Intl
May 12
ORD2:35 pmChicago O'Hare Intl
8h 58m
1 stop
CLO11:33 pmCali Alfonso B. Aragon Intl
Avianca
Mar 12
CLO8:55 pmCali Alfonso B. Aragon Intl
16h 20m
1 stop
ORD1:15 pmChicago O'Hare Intl
Apr 1
ORD2:35 pmChicago O'Hare Intl
9h 09m
1 stop
CLO11:44 pmCali Alfonso B. Aragon Intl
Avianca
Mar 25
CLO8:40 pmCali Alfonso B. Aragon Intl
16h 35m
1 stop
ORD1:15 pmChicago O'Hare Intl
Apr 14
ORD2:35 pmChicago O'Hare Intl
9h 09m
1 stop
CLO11:44 pmCali Alfonso B. Aragon Intl

United Airlines flights from Cali to Chicago

Our best United Airlines deals on Cali to Chicago flight tickets
United Airlines
May 1
CLO4:41 amCali Alfonso B. Aragon Intl
19h 34m
2 stops
ORD12:15 amChicago O'Hare Intl
May 9
ORD9:50 pmChicago O'Hare Intl
19h 36m
2 stops
CLO5:26 pmCali Alfonso B. Aragon Intl
United Airlines
May 8
CLO4:41 amCali Alfonso B. Aragon Intl
19h 34m
2 stops
ORD12:15 amChicago O'Hare Intl
May 16
ORD7:35 amChicago O'Hare Intl
15h 50m
2 stops
CLO11:25 pmCali Alfonso B. Aragon Intl
United Airlines
Jun 14
CLO4:41 amCali Alfonso B. Aragon Intl
28h 42m
2 stops
ORD9:23 amChicago O'Hare Intl
Aug 14
ORD7:20 amChicago O'Hare Intl
16h 04m
2 stops
CLO11:24 pmCali Alfonso B. Aragon Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Cali to Chicago

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 Cali and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Cali, with most prices found around $325. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Cali to Chicago during March average around $411.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $466. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Cali to Chicago for around $615.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cali to Chicago during this time can be as low as $425. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $561.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Cali when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $493 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cali for as low as $402 on momondo.

How have Cali to Chicago flight prices changed over time?

As of February 2025, prices for Cali to Chicago flights are approximately 57% cheaper when compared to flights at the same time last year.

When to book flights from Cali to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cali to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cali to Chicago (CLO to CHI) flight deals and tips

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

Best Price Found

$230

Fastest flight time

8h 51m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Cali in the past 72 hours is $230. The best round-trip flight deal from Cali to Chicago found on momondo in the last 72 hours is $408.
The fastest flight from Cali to Chicago takes 8h 51m
There are no direct flights from Cali to Chicago. Popular non-direct route for this connection is Cali Alfonso B. Aragon Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Cali Alfonso B. Aragon Intl to Chicago by plane?

    The straight-line distance from Cali Alfonso B. Aragon Intl to Chicago is 2740.2 mi. 8h 51m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?

    Prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?

  • How old do you have to be to fly from Cali Alfonso B. Aragon Intl Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cali Alfonso B. Aragon Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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 Cali to Chicago?


Best airlines flying from Cali to Chicago

Compare and see reviews for airlines that fly from Cali to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $367Free CancellationRating
7.6
1,514 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $426Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cali to Chicago?

It is quick and easy to find Cali to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Cali to Chicago with flexible booking policies on momondo?

Flights from Cali to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Cali to Chicago?

Once all potential Cali to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Cali to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Cali and alert you when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago