CLO - ORD

$236 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 10/14. 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

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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Flights 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 - Wed, Nov 12
LATAM Airlines Logo
7:12 am - 11:53 pmCLO-ORD
16h 41m2 stops
LATAM Airlines Logo
9:30 am - 7:16 amORD-CLO
20h 46m2 stops
$367LATAM Airlines
Find Deal
Thu, Aug 7 - Wed, Aug 13
LATAM Airlines Logo
9:22 pm - 6:49 pmCLO-ORD
21h 27m2 stops
LATAM Airlines Logo
9:47 am - 8:19 amORD-CLO
22h 32m2 stops
$369LATAM Airlines
Find Deal
Fri, Sep 12 - Thu, Sep 18
Avianca Logo
4:24 am - 1:15 pmCLO-ORD
8h 51m1 stop
Avianca Logo
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
$374Avianca
Find Deal
Tue, Aug 19 - Tue, Aug 26
Spirit Airlines Logo
2:20 pm - 11:59 pmCLO-ORD
9h 39m1 stop
Spirit Airlines Logo
8:12 pm - 1:25 pmORD-CLO
17h 13m1 stop
$376Spirit Airlines
Find Deal
Thu, Aug 21 - Sat, Aug 23
Spirit Airlines Logo
2:20 pm - 11:59 pmCLO-ORD
9h 39m1 stop
Spirit Airlines Logo
5:05 am - 1:25 pmORD-CLO
8h 20m1 stop
$381Spirit Airlines
Find Deal
Sat, Sep 20 - Thu, Sep 25
Avianca Logo
4:24 am - 1:15 pmCLO-ORD
8h 51m1 stop
Avianca Logo
2:35 pm - 11:44 pmORD-CLO
9h 09m1 stop
$382Avianca
Find Deal
Tue, Aug 19 - Tue, Aug 26
 Logo
10:26 am - 11:59 pmCLO-ORD
13h 33m2 stops
 Logo
8:12 pm - 10:03 pmORD-CLO
25h 51m2 stops
Tue, Aug 19 - Tue, Aug 26
 Logo
2:20 pm - 11:59 pmCLO-ORD
9h 39m1 stop
 Logo
8:12 pm - 10:03 pmORD-CLO
25h 51m2 stops
Thu, Sep 11 - Wed, Sep 17
American Airlines Logo
2:20 pm - 11:48 pmCLO-ORD
9h 28m1 stop
American Airlines Logo
8:29 pm - 1:20 pmORD-CLO
16h 51m2 stops
$438American Airlines
Find Deal
Thu, Sep 11 - Wed, Sep 17
American Airlines Logo
2:20 pm - 11:48 pmCLO-ORD
9h 28m1 stop
American Airlines Logo
8:29 pm - 1:20 pmORD-CLO
16h 51m2 stops
$441American Airlines
Find Deal
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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 February, where tickets cost $416 (return) on average. On the other hand, the most expensive months are October and May, where the average cost of round-trip tickets is $591 and $574 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonMarch
High seasonAugust
Cheapest flight$236
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 4% 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 $236 for a one-way ticket and $367 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, and oneworld 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, American Airlines or Avianca?

    The two airlines most popular with KAYAK users for flights from Cali to Chicago are American Airlines and Avianca. With an average price for the route of $546 and an overall rating of 7.2, American Airlines is the most popular choice. Avianca is also a great choice for the route, with an average price of $406 and an overall rating of 6.7.

  • 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.
7.5
Copa AirlinesOverall score based on 1467 reviews
6.8Food
7.4Comfort
7.8Boarding
6.8Entertainment
8.1Crew
Airline reviews

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.

2.0 MediocreAnonymous, Jun 2025PTY - LAX
Read more Copa Airlines reviews

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.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

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.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

Boarding was somewhat confusing in that the wrong messages were being displayed at the gate. It was somewhat annoying that I got off one flight and straight onto another (from the same gate), but in between they re-checked my hand luggage and made me get rid of my water (which they charge for on the plane). I was sitting in their 'Plus' seating, but the leg room was still too small to be able to sit square. The food options on the flights are pretty cheap quality (but not price). They got me from 'A' to 'B' on-time and for a relatively good price, but the experience itself was below average.

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

COP 7,000 for a cup of mediocre coffee. I thought I was on Spirit Airlines for a minute. Otherwise the flight was fine. Nothing exceptional to report.

Overpriced checked bag price of $120 and they charge you for carryon if the size is not minimal of $120.

Be very careful of the initial low price because Avianca wil bill you for a carryon of $120 or a checked bag for $120. Also, be careful with connections because the customs entry process is slow and the connecting terminal is not close.

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

Information on your arrival and departure airports

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