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Cheap flights from Cali to Chicago from $219

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 9/22. 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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Cheap round-trip flights

Spirit Airlines Logo
2:23 pm - 10:18 amCLO-ORD
19h 55m2 stops
Spirit Airlines Logo
5:05 am - 1:28 pmORD-CLO
8h 23m1 stop
$320Spirit Airlines
Find Deal
Tue, Sep 16 - Thu, Sep 25
Delta Logo
10:15 pm - 11:53 pmCLO-ORD
26h 38m2 stops
Delta Logo
7:55 pm - 6:05 pmORD-CLO
21h 10m2 stops
$339Delta
Find Deal
Wed, Nov 19 - Mon, Nov 24
Spirit Airlines Logo
2:23 pm - 10:52 amCLO-ORD
20h 29m1 stop
Spirit Airlines Logo
6:44 pm - 1:28 pmORD-CLO
18h 44m1 stop
$340Spirit Airlines
Find Deal
Tue, Sep 16 - Thu, Sep 25
Spirit Airlines Logo
2:23 pm - 10:52 amCLO-ORD
20h 29m1 stop
Spirit Airlines Logo
6:44 pm - 1:28 pmORD-CLO
18h 44m1 stop
$341Spirit Airlines
Find Deal
Tue, Sep 16 - Sat, Sep 20
Spirit Airlines Logo
2:23 pm - 10:52 amCLO-ORD
20h 29m1 stop
Spirit Airlines Logo
6:44 pm - 1:28 pmORD-CLO
18h 44m1 stop
$344Spirit Airlines
Find Deal
Mon, Sep 15 - Mon, Sep 22
LATAM Airlines Logo
5:07 am - 11:53 pmCLO-ORD
19h 46m2 stops
LATAM Airlines Logo
6:00 am - 9:40 pmORD-CLO
14h 40m2 stops
$346LATAM Airlines
Find Deal
Tue, Nov 18 - Tue, Nov 25
LATAM Airlines Logo
10:55 am - 10:20 amCLO-ORD
23h 25m2 stops
LATAM Airlines Logo
9:30 am - 8:31 amORD-CLO
22h 01m2 stops
$348LATAM Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 12
Logo
10:09 pm - 10:52 amCLO-ORD
12h 43m2 stops
Logo
5:05 am - 1:28 pmORD-CLO
8h 23m1 stop
$375
Find Deal
Wed, Sep 17 - Sat, Sep 27
Logo
8:03 pm - 10:52 amCLO-ORD
14h 49m2 stops
Logo
5:05 am - 1:28 pmORD-CLO
8h 23m1 stop
$379
Find Deal
Mon, Sep 15 - Sat, Sep 27
Avianca Logo
8:56 pm - 1:15 pmCLO-ORD
16h 19m1 stop
Avianca Logo
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
$406Avianca
Find Deal
Thu, Sep 11 - Wed, Sep 17

LATAM Airlines flights from Cali to Chicago O'Hare Intl Airport

Our best LATAM Airlines deals on Cali to Chicago O'Hare Intl Airport flight tickets
LATAM Airlines
Nov 18
CLO5:07 amCali Alfonso B. Aragon Intl
19h 46m
2 stops
ORD11:53 pmChicago O'Hare Intl
Nov 25
ORD6:00 amChicago O'Hare Intl
14h 40m
2 stops
CLO9:40 pmCali Alfonso B. Aragon Intl
$346
Find similar
LATAM Airlines
Oct 29
CLO10:55 amCali Alfonso B. Aragon Intl
23h 25m
2 stops
ORD10:20 amChicago O'Hare Intl
Nov 12
ORD9:30 amChicago O'Hare Intl
22h 01m
2 stops
CLO8:31 amCali Alfonso B. Aragon Intl
$348
Find similar
LATAM Airlines
Aug 21
CLO7:43 amCali Alfonso B. Aragon Intl
16h 13m
2 stops
ORD11:56 pmChicago O'Hare Intl
Aug 26
ORD11:15 amChicago O'Hare Intl
10h 54m
2 stops
CLO10:09 pmCali Alfonso B. Aragon Intl
$404
Find similar

Spirit Airlines flights from Cali to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Cali to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Sep 16
CLO2:23 pmCali Alfonso B. Aragon Intl
19h 55m
2 stops
ORD10:18 amChicago O'Hare Intl
Sep 25
ORD5:05 amChicago O'Hare Intl
8h 23m
1 stop
CLO1:28 pmCali Alfonso B. Aragon Intl
$320
Find similar
Spirit Airlines
Sep 16
CLO2:23 pmCali Alfonso B. Aragon Intl
20h 29m
1 stop
ORD10:52 amChicago O'Hare Intl
Sep 25
ORD6:44 pmChicago O'Hare Intl
18h 44m
1 stop
CLO1:28 pmCali Alfonso B. Aragon Intl
$340
Find similar
Spirit Airlines
Sep 16
CLO2:23 pmCali Alfonso B. Aragon Intl
20h 29m
1 stop
ORD10:52 amChicago O'Hare Intl
Sep 20
ORD6:44 pmChicago O'Hare Intl
18h 44m
1 stop
CLO1:28 pmCali Alfonso B. Aragon Intl
$341
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Cali to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from Cali to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 9/16

2:23 pm-10:18 am

2 stops19h 55m

Chicago O'Hare Intl

Thu 9/25

5:05 am-1:28 pm

1 stop8h 23m

$320

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 11/19

10:15 pm-11:53 pm

2 stops26h 38m

Chicago O'Hare Intl

Mon 11/24

7:55 pm-6:05 pm

2 stops21h 10m

$339

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 9/16

2:23 pm-10:52 am

1 stop20h 29m

Chicago O'Hare Intl

Thu 9/25

6:44 pm-1:28 pm

1 stop18h 44m

$340

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 9/16

2:23 pm-10:52 am

1 stop20h 29m

Chicago O'Hare Intl

Sat 9/20

6:44 pm-1:28 pm

1 stop18h 44m

$341

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Mon 9/15

2:23 pm-10:52 am

1 stop20h 29m

Chicago O'Hare Intl

Mon 9/22

6:44 pm-1:28 pm

1 stop18h 44m

$344

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Tue 11/18

5:07 am-11:53 pm

2 stops19h 46m

Chicago O'Hare Intl

Tue 11/25

6:00 am-9:40 pm

2 stops14h 40m

$346

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 10/29

10:55 am-10:20 am

2 stops23h 25m

Chicago O'Hare Intl

Wed 11/12

9:30 am-8:31 am

2 stops22h 01m

$348

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Wed 9/17

10:09 pm-10:52 am

2 stops12h 43m

Chicago O'Hare Intl

Sat 9/27

5:05 am-1:28 pm

1 stop8h 23m

$375

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Mon 9/15

8:03 pm-10:52 am

2 stops14h 49m

Chicago O'Hare Intl

Sat 9/27

5:05 am-1:28 pm

1 stop8h 23m

$379

CaliChicago

CLO - ORD

CLOORD

Cali Alfonso B. Aragon Intl

Thu 9/11

8:56 pm-1:15 pm

1 stop16h 19m

Chicago O'Hare Intl

Wed 9/17

2:35 pm-11:44 pm

1 stop9h 09m

$406

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Cali to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Cali averaging around $418.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $433. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Cali because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $751.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Cali in the evening is the least expensive time of day to depart. momondo users have found prices as low as $406 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $612. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Cali when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $494 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Cali for as low as $308 on momondo.

How have Cali to Chicago O'Hare Intl Airport flight prices changed over time?

As of August 2025, prices for Cali to Chicago O'Hare Intl Airport flights are approximately 39% more expensive when compared to flights at the same time last year.

When to book flights from Cali to Chicago O'Hare Intl Airport

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

Cheap Cali to Chicago O'Hare Intl Airport (CLO to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cali to Chicago O'Hare Intl Airport

Best Price Found

$219

Fastest flight time

8h 51m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Cali in the past 72 hours is $219. The best round-trip flight deal from Cali to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $320.
The fastest flight from Cali to Chicago O'Hare Intl Airport takes 8h 51m
There are no direct flights from Cali to Chicago O'Hare Intl Airport. Popular non-direct route for this connection is Cali Alfonso B. Aragon Intl Airport - Chicago O'Hare Intl Airport.
Search flight deals

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

    Chicago O'Hare Intl is 2751.4 mi away from Cali Alfonso B. Aragon Intl. Typically, this will take 8h 51m by plane in normal conditions.

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

    Prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago O'Hare Intl Airport were last updated today.

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

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

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare 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 Cali to Chicago O'Hare Intl Airport?

Best airlines flying from Cali to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Cali to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $330Free CancellationRating
6.7
2,388 reviews
Search Avianca flights
Copa AirlinesPriceFrom $378Free CancellationRating
7.5
1,493 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $433Free 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
Lake Geneva
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Elgin
Orland Park
Aurora
Janesville
Benton Harbor

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cali to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 you have performed a search for Cali to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Cali to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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