$171 Find Cheap Flights from Central America to Chicago - Compare and Save

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Cheap Flights from Central America to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Central America to Chicago

Tue, Nov 24 - Tue, Dec 1
Air Canada Logo
3:10 pm - 3:38 pmLIR  Liberia-ORD Chicago O'Hare Intl
24h 28m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 2:20 pmORD  Chicago O'Hare Intl-LIR Liberia
22h 35m1 stop Montreal Pierre Elliott Trudeau Intl
$297Air Canada
Wed, Nov 18 - Wed, Nov 25
Air Canada Logo
3:10 pm - 3:38 pmLIR  Liberia-ORD Chicago O'Hare Intl
24h 28m1 stop Toronto Pearson Intl
Air Canada Logo
7:05 am - 2:20 pmORD  Chicago O'Hare Intl-LIR Liberia
31h 15m1 stop Montreal Pierre Elliott Trudeau Intl
$318Air Canada
Fri, Nov 6 - Sat, Nov 14
Avianca Logo
1:50 am - 8:30 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 40m1 stop Bogotá El Dorado
Avianca Logo
10:30 pm - 8:50 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
10h 20m1 stop Bogotá El Dorado
$402Avianca
Sun, Dec 27 - Fri, Jan 1
United Airlines Logo
1:25 pm - 6:57 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
5h 32mnonstop
United Airlines Logo
7:00 am - 10:32 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
15h 32m1 stop Houston George Bush Intcntl
$403United Airlines
Wed, Jan 13 - Wed, Jan 20
United Airlines Logo
1:25 pm - 6:57 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
5h 32mnonstop
United Airlines Logo
7:02 am - 12:15 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
5h 13mnonstop
$403United Airlines
Sun, Mar 7 - Fri, Mar 12
Avianca Logo
9:30 am - 8:30 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
11h 00m1 stop Bogotá El Dorado
Avianca Logo
10:30 pm - 4:20 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
17h 50m1 stop Bogotá El Dorado
$403Avianca
Mon, Feb 22 - Tue, Mar 2
Copa Airlines Logo
3:59 am - 12:46 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
8h 47m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:13 pm - 1:44 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
23h 31m1 stop Panama City Tocumen Intl
$406Copa Airlines
Tue, Nov 10 - Sat, Nov 14
Copa Airlines Logo
5:55 pm - 12:46 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 51m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:13 pm - 8:19 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
18h 06m1 stop Panama City Tocumen Intl
$406Copa Airlines
Sun, Dec 20 - Thu, Dec 31
Delta Logo
7:00 am - 10:22 pmSJO  San José Juan Santamaria Intl-MDW Chicago Midway
15h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:58 am - 9:46 pmMDW  Chicago Midway-SJO San José Juan Santamaria Intl
11h 48m1 stop Atlanta Hartsfield-Jackson
$409Delta
Fri, Dec 25 - Thu, Dec 31
Delta Logo
7:00 am - 5:44 pmSJO  San José Juan Santamaria Intl-MDW Chicago Midway
10h 44m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 9:46 pmMDW  Chicago Midway-SJO San José Juan Santamaria Intl
15h 46m1 stop Atlanta Hartsfield-Jackson
$409Delta
Useful Info

Good to know

Low season

February

Cheapest flight

$171
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Liberia to Chicago

FAQs for booking flights from Central America to Chicago

  • How does KAYAK find such low prices on flights from Central America 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 Central America to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Central America 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 Central America 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 Central America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Central America 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 Central America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Central America to Chicago

 
Need help choosing which airline to fly with from Central America 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.
7.8
DeltaOverall score based on 8654 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
Airline reviews

Requested an aisle seat at the gate and got it. The staff so friendly

10.0 ExcellentMark, Oct 2026
Read more Delta reviews

Requested an aisle seat at the gate and got it. The staff so friendly

My experience was very good. Everything was excellent except for the food. The food was mediocre. Not alot of options and the flavor was okay.

Flight was very delayed so I was able to get on an earlier flight via stand-by. Crew communicated effectively around delay and worked to make customers comfortable. Wifi was ok, streaming TV was great. App functionality broke down once I was moved to stand-by on earlier flight.

Sat in the tarmac at O’Hare for 65 minutes. This is a regular occurrence for delta at O’Hare

Delta was fine though my flight was delayed 4 hours into LGA and my return into ORD involved a taxi of 1+ hour to the gate

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was very warm the entire time, despite my vents being open. Additionally, we didn't have internet on our personal devices

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

We were made to check our carry-on luggage because it did not fit the measurements. That’s what we were told, but I saw plenty of carry-on luggage on the plane that was the same size as ours

Flight Crew Review The crew was absolutely amazing from start to finish! They were friendly, professional, attentive, and genuinely made the flight feel comfortable and enjoyable. Every interaction was pleasant, and they went above and beyond to make sure passengers were taken care of. You could really tell that they cared about providing great service. I truly appreciate their kindness and professionalism and would be happy to fly with this crew again!

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.

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

The first leg of my trip the Republic Airlines aircraft was late due to a maintenance problem. Then I called United to reroute. Their reroute airline lost my bag but found it and returned it two days later. Hopefully my return trip home is better.

There was not even a single time where united airlines from lga has made to the gate straight , 1 hr if delay today

Flight from Munich to O’Hare was great but it was on Lufthansa, a UA partner. It had more legroom than United, seat slid forward to make reclining more comfortable, they offered free drinks. United offered none of this. Oh and the food was superior to United’s which honestly, sucked.

Requested for warm or hot water because of throat pain, it was denied. The entertainment system was hung, requested the crew to turn it off, instead of turning it off they rebooted the device. It was stuck again, no one bothered to check.

Horrible on the chicago end. They change hates then there is a plane at the new gate so we can’t pull in. Then that plane has mechanical issue and needs to be pulled back to the gate but we can’t get to another new gate due the other plane being in the way. Horrible gate management which will cause many customers to miss connections.

Fantastic experience once again flying with United! There was great communication from the cockpit and one of the flight attendants went out of her way to get my two little kids some special treats which elevated our travel experience coming home.

The employees seemed impatient with their guests. It seemed like they were giving us orders, instead of easily assisting. Our flight was delayed waiting on a flight attendant. It was alright.

My easiest trip ever. Flights left on time, and came in a few minutes early. The flights weren’t full so it was very comfortable. Thank you United

Quinoa chocolate cookies are my favorite! Would be nice to have internet service like American

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

No flight delays. No need to rebook to make connections. Enjoyed second leg of flight on Iberia.

Same the delay was not ideal and the credits to move flights was not sufficient

No food on 4.5 hour flight, wi-fi did not work. Terrible experience for a long haul flight.

The crew were diligent about ensuring that our pet dog remained in his carrier for the entire flight, as is their mandate. I wish that mandate was changed so that our poor, scared pets can be comforted during a flight, whereas service animals get to stay out and about for the whole flight. Thank you.

first leg from san diego to chicago, only had cookies for snack. 1 flavor of sparkling water chicago to washington dc had option of cookies, pretzels, or gold fish. had 2 flavors of sparkling water. 2nd flight better however the best part was there was no delays!!! Got to chicago and washington dc early. That was wonderful!!!!

Business class flight attendant was very good. But our flight was delayed two hours for a “mechanical” bathroom issue that literally took 5 minutes to fix. Our plane landed early from its previous flight but still waited for a mechanic to show up to fix an obvious minor issue for almost three hours. This caused us to miss our connecting flight. They put us up in a Days Inn that was 17 miles away from the airport that took a half hour of driving just to get to and this was at 11pm at night. Then when we finally got back on a plane after a full day delay they left our luggage back in the airport. This was an international flight, so no luggage or belongings after flying 8 hours to a different country. We will NEVER fly American Airlines again.

12 hour wait in pdx to my initial flight to Dallas to hunstville

The flight from Chicago to Orlando was delayed inordinately. My whole journey from Lansing to MCO took 9.5 hours is just annoying and frustrating. We can understand the delays may be beyond their control, but overall the journey was so much waiting until reached to MCO. This is NOT the first time for me - but at least 80% of the time in this route. I barely remember reaching places on time.

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

Horrible airline, will never buy another ticket with the airline or Kayak. They close the gate 2 hours early in Kenya, I had to buy a new ticket and get a hotel room

It’s a new plane, but the most important detail is that the economy class seat doesn't recline—it’s completely fixed. The only one that reclines is in Comfort Class.

Better seats, allow us to upgrade, terrible website, poor telephone service, better equipment

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.

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

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

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

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!

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Munster
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Porter
Monticello
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