CLO - ORD

$191 Find Cheap Flights from Cali to Chicago

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 10/7. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Wed, Oct 29 - Fri, Oct 31
Spirit Airlines Logo
2:20 pm - 1:03 amCLO-ORD
10h 43m1 stop
Spirit Airlines Logo
5:05 am - 1:23 pmORD-CLO
8h 18m1 stop
$324Spirit Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 12
Copa Airlines Logo
12:04 pm - 12:56 amCLO-ORD
12h 52m1 stop
Copa Airlines Logo
6:56 am - 5:29 pmORD-CLO
9h 33m1 stop
$327Copa Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 12
American Airlines Logo
2:20 pm - 8:53 amCLO-ORD
18h 33m1 stop
American Airlines Logo
9:00 am - 9:46 pmORD-CLO
11h 46m2 stops
$344American Airlines
Find Deal
Wed, Oct 29 - Fri, Oct 31
LATAM Airlines Logo
5:07 am - 6:49 pmCLO-ORD
13h 42m2 stops
LATAM Airlines Logo
6:45 am - 11:55 pmORD-CLO
17h 10m2 stops
$348LATAM Airlines
Find Deal
Wed, Oct 29 - Fri, Oct 31
 Logo
2:20 pm - 1:03 amCLO-ORD
10h 43m1 stop
 Logo
7:41 pm - 8:40 pmORD-CLO
24h 59m3 stops
Wed, Oct 29 - Fri, Oct 31
 Logo
5:05 am - 1:03 amCLO-ORD
19h 58m3 stops
 Logo
11:52 am - 6:36 amORD-CLO
18h 44m2 stops
Fri, Feb 13 - Tue, Feb 17
Avianca Logo
11:50 am - 8:20 pmCLO-ORD
9h 30m1 stop
Avianca Logo
10:20 pm - 1:20 pmORD-CLO
14h 00m1 stop
$429Avianca
Find Deal
Fri, Feb 13 - Tue, Feb 17
Avianca Logo
7:30 am - 8:20 pmCLO-ORD
13h 50m1 stop
Avianca Logo
10:20 pm - 1:20 pmORD-CLO
14h 00m1 stop
$430Avianca
Find Deal
Wed, Oct 29 - Wed, Nov 12
American Airlines Logo
2:20 pm - 11:58 pmCLO-ORD
9h 38m1 stop
American Airlines Logo
8:10 am - 9:46 pmORD-CLO
12h 36m2 stops
$441American Airlines
Find Deal
Fri, Feb 13 - Tue, Feb 17
LATAM Airlines Logo
5:07 am - 6:57 pmCLO-ORD
14h 50m2 stops
LATAM Airlines Logo
9:30 am - 11:55 pmORD-CLO
13h 25m2 stops
$601LATAM Airlines
Find Deal

Everything you should know

Top airlines
Spirit Airlines
Cheapest • from $324 (round-trip)
Copa Airlines
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 10% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 35% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$324
Overall average: $480
Spirit Airlines
Wed 10/29Fri 10/31
CLO - ORD • 1 stop
Cheapest one-way
$191
Typical prices: $312-340
Spirit Airlines
Tue 10/7
CLO - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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.

What’s the cheapest day of the week to fly from Cali to Chicago?

The average price of all round-trip flights from Cali to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Cali to Chicago, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Tuesday is the cheapest day to fly and Saturday is the most expensive.

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 January, where tickets cost $304 (return) on average. On the other hand, the most expensive months are May and November, where the average cost of round-trip tickets is $574 and $556 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Cali to Chicago O'Hare Intl Airport, you should book around 6 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$191
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 10% lower on average.
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 3 days, the lowest price for a flight from Cali to Chicago O'Hare Intl Airport was $191 for a one-way ticket and $324 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, oneworld, and SkyTeam are the airline alliances operating flights between Cali and Chicago, with Star Alliance being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Cali to Chicago are Copa Airlines and American Airlines. With an average price for the route of $489 and an overall rating of 7.6, Copa Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $478 and an overall rating of 7.2.

  • 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 3 airlines serving 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 1526 reviews
7.8Boarding
8.1Crew
6.8Entertainment
7.4Comfort
6.8Food
Airline reviews

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

10.0 ExcellentAnonymous, Aug 2025CTG - PTY
Read more Copa Airlines reviews

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

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

horrible service, food was an embarrassment, no charging for cellphones, stay away

Great experience with a crew always thinking in the passenger

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

Did upgrade, travel in business it was great (more room I could sleep)

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

We had a five hour layover in the way home from Colombia. I read the "bout your flight" email carefully before we checked bags. We had to go through security right at the gate. Almost lost our ground coffee because that airport only allows 16 ounce of coffee and we had 18. I've been to 48 countries and never heard of a coffee restriction. I can't follow a rule I don't know about. I requested they bring our coffee to our checked luggage. Instead tey gate checked our bag for free. Back to planning transfers in Dallas I guess

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

The usb plugs for charging your phone didn’t work, the seats were coarse and hard. Not very comfortable. No inflight WiFi

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Not what it used to be. The sale of food makes them look greedy!

No food, terms when selling are not clear. To pricy for the service in general

Avianca is not what it used to be. So disappointing

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

why did we have to go through security mid flight

Late departure. When the flight arrived in Medellin the plane sat at the gate for 20 minutes waiting for a bus for us to get off the plane.

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.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.