CLO - ORD

$269 Find Cheap Flights from Cali to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cali to Chicago departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cali to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cali to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$441
Typical prices: $443-$524
American Airlines
lun. 12/21vie. 1/22
CLO - ORD • 1 stop
Cheapest one-way
$269
Typical prices: $266-$291
American Airlines
mar. 7/14
CLO - ORD • 1 stop
Top airlines
Cheapest • from $441 (round-trip)
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Cali and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $403 (round-trip)
Shortest trip • 9h 13m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Cali to Chicago (CLO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cali to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cali to Chicago

lun., dic. 21 - vie., ene. 22
American Airlines Logo
7:00 am - 12:43 am
CLO
-
ORD
18h 43m
1 stop
American Airlines Logo
7:30 pm - 2:20 pm
ORD
-
CLO
17h 50m
1 stop
$441American Airlines
lun., oct. 12 - lun., oct. 26
Copa Airlines Logo
5:00 am - 1:59 pm
CLO
-
ORD
8h 59m
1 stop
Copa Airlines Logo
3:13 pm - 2:11 pm
ORD
-
CLO
22h 58m
1 stop
$468Copa Airlines
dom., oct. 11 - mar., oct. 20
Copa Airlines Logo
12:06 pm - 12:57 am
CLO
-
ORD
12h 51m
1 stop
Copa Airlines Logo
8:01 am - 5:37 pm
ORD
-
CLO
9h 36m
1 stop
$469Copa Airlines
mar., sep. 1 - jue., sep. 10
LATAM Airlines Logo
7:55 am - 11:57 pm
CLO
-
ORD
16h 02m
2 stops
LATAM Airlines Logo
6:25 pm - 4:45 pm
ORD
-
CLO
22h 20m
2 stops
$470LATAM Airlines
vie., oct. 23 - lun., oct. 26
Avianca Logo
7:50 pm - 9:38 am
CLO
-
ORD
13h 48m
2 stops
Avianca Logo
11:20 pm - 11:55 am
ORD
-
CLO
12h 35m
1 stop
$471Avianca
dom., jul. 26 - dom., ago. 2
American Airlines Logo
11:59 pm - 9:08 am
CLO
-
ORD
9h 09m
1 stop
American Airlines Logo
5:00 am - 9:00 pm
ORD
-
CLO
16h 00m
1 stop
$479American Airlines
mié., sep. 16 - lun., sep. 21
American Airlines Logo
2:20 pm - 7:29 am
CLO
-
ORD
17h 09m
1 stop
American Airlines Logo
7:00 pm - 1:15 pm
ORD
-
CLO
18h 15m
1 stop
$480American Airlines
mar., sep. 1 - jue., sep. 10
Avianca Logo
10:15 am - 9:20 pm
CLO
-
ORD
11h 05m
1 stop
Avianca Logo
11:20 pm - 9:00 am
ORD
-
CLO
9h 40m
1 stop
$482Avianca
lun., sep. 14 - mar., oct. 6
Avianca Logo
9:45 am - 9:20 pm
CLO
-
ORD
11h 35m
1 stop
Avianca Logo
11:20 pm - 12:25 pm
ORD
-
CLO
13h 05m
1 stop
$483Avianca
mié., sep. 16 - lun., sep. 21
American Airlines Logo
2:20 pm - 7:53 am
CLO
-
ORD
17h 33m
2 stops
American Airlines Logo
5:29 pm - 1:15 pm
ORD
-
CLO
19h 46m
1 stop
$484American Airlines
Booking Insights

KAYAK's insights & trends for Cali to Chicago flights

Get data-powered insights and trends into flights from Cali to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Cali to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cali to Chicago O'Hare Intl Airport departing in December.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cali to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cali to Chicago O'Hare Intl Airport is April, where tickets cost $394 (return) on average. On the other hand, the most expensive months are May and July, where the average cost of round-trip tickets is $561 and $556 respectively.

Good to know

Low seasonJanuary
Cheapest flight$269
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Cali to Chicago

When to book flights from Cali to Chicago

Are your dates flexible? Find out the best times to travel from Cali to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Cali to Chicago flights

  • What is the cheapest flight from Cali to Chicago O'Hare Intl Airport?

    In the last 5 days, the lowest price for a flight from Cali to Chicago O'Hare Intl Airport was $269 for a one-way ticket and $441 for a round-trip.

  • Do I need a passport to fly between Cali and Chicago?

    Yes

  • Which airports will I be using when flying from Cali to Chicago?

    Cali airport is called Cali Alfonso B. Aragon Intl and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Cali to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Cali to Chicago?

    Star Alliance is the only airline alliance operating flights between Cali and Chicago.

  • Which is the best airline for flights from Cali to Chicago, Copa Airlines or Avianca?

    The two airlines most popular with KAYAK users for flights from Cali to Chicago are Copa Airlines and Avianca. With an average price for the route of $539 and an overall rating of 7.6, Copa Airlines is the most popular choice. Avianca is also a great choice for the route, with an average price of $661 and an overall rating of 6.5.

  • How does KAYAK find such low prices on flights from Cali to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cali to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cali to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cali is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cali to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Cali with another airline. Booking your flights between Cali and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cali to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cali up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Cali to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Cali to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cali to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
Copa AirlinesOverall score based on 1568 reviews
6.8Entertainment
8.1Crew
6.9Food
7.8Boarding
7.4Comfort
Airline reviews

stood in line to check in luggage for nearly an hour. very poor service and not excusable

4.0 OkayAnonymous, Jun 2026
PTY - AUS
Read more Copa Airlines reviews

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

A lot things happened in this trip.The fly should be less stress.

Some of the Air hostesses are not that friendly. Need improvement

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

I would like a glass of wine or some kind of alcoholic drink.

Very long delay but we just made the connection. The requested wheel chairs were not there so I had to assist/carry BOTH of my parents to the gate while carrying their bags so we could make the connection. The plane had no entertainment system and NO WIFI, legroom zero. Restrooms on ALL of flights were dirty and one restroom did not even work properly. I was surprised to see COPA like this since my flight with them in 2013 was incredible, the seats were amazing and the food options were spectacular. Of course, I see this kind of service on many airlines now, with services and hospitality at an all time low. The worse part of the trip was seeing my 90 year old parents go through hell on these flights and having to try and rush to a gate to make the next flight. Never again

Very good, despite we had a delay because of some problems at the airport.

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

Not good, tried to purchase a first class upgrade and they couldn’t get it done. Was super uncomfortable the whole time.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

No free snacks nor drinks on very short 30min flight. Entertainment system is over wifi to your own phone or tablet, which is good but often a show or movie just stops and refuses to continue

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

So so, you feel like you have to pay for everything each time

My whole return flight itinerary, 3 flights, got canceled without any warning to me because I missed one of the earlier flights 3 weeks ago

Fly was cancel on the las minute wiht out tell me

Avianca: you pay for a high-end flight and you fly like a low (very low) cost!

Everything you need to know for your flight from Cali to Chicago

Information on your arrival and departure airports