MBJ - ORD

$163 Find Cheap Flights from Montego Bay to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montego Bay to O'Hare Intl departing on 4/24. 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 Montego Bay 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 Montego Bay to Chicago, as well as popular online travel agencies
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$241
American Airlines
Fri 4/24Wed 4/29
MBJ - ORD • Non-stop
Cheapest one-way
$163
Typical prices: $261-$405
United Airlines
Fri 4/24
MBJ - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy is carry-on only with late boarding.
Arrive two hours early at MBJ for smooth security.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $241 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines and United Airlines. Average duration is 4h 35m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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 O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Montego Bay to O'Hare Intl (MBJ-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montego Bay to O'Hare Intl 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 Montego Bay to O'Hare Intl

Fri, Apr 24 - Wed, Apr 29
American Airlines Logo
1:15 pm - 5:55 pm
MBJ
-
ORD
4h 40mnonstop
American Airlines Logo
8:05 am - 12:13 pm
ORD
-
MBJ
4h 08mnonstop
$241American Airlines
Tue, Jun 2 - Tue, Aug 25
American Airlines Logo
2:23 pm - 7:10 pm
MBJ
-
ORD
4h 47mnonstop
American Airlines Logo
5:00 am - 1:58 pm
ORD
-
MBJ
8h 58m
1 stop
$246American Airlines
Fri, Apr 24 - Wed, Apr 29
United Airlines Logo
4:12 pm - 6:44 pm
MBJ
-
ORD
26h 32m
1 stop
United Airlines Logo
6:15 pm - 1:30 pm
ORD
-
MBJ
19h 15m
1 stop
$251United Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
3:20 pm - 7:39 am
MBJ
-
ORD
16h 19m
1 stop
American Airlines Logo
8:05 am - 12:13 pm
ORD
-
MBJ
4h 08mnonstop
$252American Airlines
Thu, Apr 16 - Thu, Apr 23
United Airlines Logo
4:12 pm - 11:43 pm
MBJ
-
ORD
7h 31m
1 stop
United Airlines Logo
4:20 pm - 3:10 pm
ORD
-
MBJ
22h 50m
1 stop
$256United Airlines
Wed, Jun 10 - Wed, Jun 24
Air Canada Logo
12:15 pm - 2:53 pm
MBJ
-
ORD
26h 38m
2 stops
Air Canada Logo
9:50 am - 11:20 am
ORD
-
MBJ
25h 30m
1 stop
$318Air Canada
Wed, Jun 10 - Wed, Jun 24
Air Canada Logo
12:15 pm - 4:59 pm
MBJ
-
ORD
28h 44m
1 stop
Air Canada Logo
2:15 pm - 11:20 am
ORD
-
MBJ
21h 05m
1 stop
$319Air Canada
Wed, Jun 3 - Thu, Sep 10
Air Canada Logo
12:15 pm - 9:05 am
MBJ
-
ORD
20h 50m
1 stop
Air Canada Logo
8:40 pm - 11:20 am
ORD
-
MBJ
14h 40m
1 stop
$343Air Canada
Fri, May 1 - Wed, May 6
American Airlines Logo
1:15 pm - 5:55 pm
MBJ
-
ORD
4h 40mnonstop
American Airlines Logo
8:05 am - 12:13 pm
ORD
-
MBJ
4h 08mnonstop
$345American Airlines
Tue, Jun 2 - Tue, Aug 25
Air Canada Logo
12:15 pm - 9:05 am
MBJ
-
ORD
20h 50m
1 stop
Air Canada Logo
6:21 pm - 11:20 am
ORD
-
MBJ
16h 59m
2 stops
$348Air Canada
Booking Insights

KAYAK's insights & trends for Montego Bay to O'Hare Intl flights

Get data-powered insights and trends into flights from Montego Bay to O'Hare Intl 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 Montego Bay to Chicago O'Hare Airport?

The average price of all round-trip flights from Montego Bay 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 Montego Bay to Chicago O'Hare Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday is the cheapest day to fly and Thursday is the most expensive.

Can I save money by flying with a layover from Montego Bay to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $394, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Montego Bay to O'Hare Intl

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Bill Fink

Bill Fink

Expert on MBJ

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Good to know

Low seasonSeptember
Cheapest flight$163
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Montego Bay to Chicago O'Hare Airport

When to book flights from Montego Bay to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Montego Bay to O'Hare Intl 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 Montego Bay to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Montego Bay to Chicago O'Hare Intl Airport was $163 for a one-way ticket and $241 for a round-trip.

  • Do I need a passport to fly between Montego Bay and Chicago O'Hare Airport?

    A passport is required to fly from Montego Bay to Chicago O'Hare Airport.

  • Which airports will I be using when flying from Montego Bay to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Montego Bay Sangster Intl. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Montego Bay to Chicago O'Hare Airport?

    Only Air Canada offers inflight Wi-Fi service on the Montego Bay to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Montego Bay to Chicago O'Hare Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Montego Bay to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Montego Bay to Chicago O'Hare Airport?

    Star Alliance, and oneworld are the airline alliances operating flights between Montego Bay and Chicago O'Hare Airport, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Montego Bay to Chicago O'Hare Airport?

    There are nonstop flights from Montego Bay to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Montego Bay to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Montego Bay to Chicago are United Airlines and American Airlines. With an average price for the route of $480 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $470 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Montego Bay to Chicago O'Hare Airport?

    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 Montego Bay to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montego Bay to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Montego Bay 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 Montego Bay to Chicago O'Hare Airport?

    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 O'Hare Airport with an airline and back to Montego Bay with another airline. Booking your flights between Montego Bay 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 Montego Bay to Chicago O'Hare Airport?

    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 O'Hare Airport from Montego Bay up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Montego Bay to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $254 or less one-way and $394 or less round-trip.

Prefer to fly direct from Montego Bay to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Montego Bay Sangster Intl to Chicago O'Hare Intl.
Find which airlines fly direct from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Montego Bay Sangster Intl to Chicago O'Hare Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Montego Bay Sangster Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Montego Bay to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Montego Bay 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 Montego Bay to O'Hare Intl? 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.
7.4
United AirlinesOverall score based on 9378 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

They never clean the toilet, and the food is worse

4.0 OkayAnonymous, Mar 2026
HND - ORD
Read more United Airlines reviews

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Flight from CHI to PVD was delayed by over 20 hours.

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

Not seat assigned because overbooking. We could go because some people decided to give their seats.

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

Our outgoing flight was cancelled two hours before boarding and Spirit was not able to get us onto another flight. Their customer service was slow and unhelpful.

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

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