MBJ - ORD

$170 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 5/12. 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
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$286
Typical prices: $572-$365
United Airlines
Sat 5/16Mon 5/18
MBJ - ORD • Non-stop
Cheapest non-stop
$386
American Airlines
Fri 5/8Tue 5/12
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
Cheapest • from $286 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 4h 31m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $316 (round-trip)
Shortest trip • 6h 58m (one-way)
Insights
Insights
Insights
Insights
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

Sat, May 16 - Mon, May 18
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
9:56 pm - 1:30 pm
ORD
-
MBJ
15h 34m
1 stop
$286United Airlines
Sun, Jun 21 - Sat, Jun 27
United Airlines Logo
4:33 pm - 8:00 am
MBJ
-
ORD
15h 27m
1 stop
United Airlines Logo
8:40 am - 12:50 pm
ORD
-
MBJ
4h 10mnonstop
$292United Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
10:17 am - 7:22 pm
MBJ
-
ORD
9h 05m
1 stop
American Airlines Logo
8:46 pm - 9:13 am
ORD
-
MBJ
12h 27m
1 stop
$296American Airlines
Thu, May 14 - Sat, Sep 12
American Airlines Logo
10:17 am - 5:58 pm
MBJ
-
ORD
7h 41m
1 stop
American Airlines Logo
9:02 pm - 9:10 am
ORD
-
MBJ
12h 08m
2 stops
$301American Airlines
Sat, May 2 - Sat, May 16
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
9:56 pm - 1:30 pm
ORD
-
MBJ
15h 34m
1 stop
$337United Airlines
Sat, May 2 - Fri, May 15
United Airlines Logo
4:12 pm - 9:37 am
MBJ
-
ORD
17h 25m
1 stop
United Airlines Logo
2:27 pm - 3:10 pm
ORD
-
MBJ
24h 43m
1 stop
$343United Airlines
Wed, May 13 - Mon, Aug 31
Multiple Airlines Logo
1:16 pm - 7:55 am
MBJ
-
ORD
18h 39m
1 stop
Multiple Airlines Logo
8:45 am - 11:20 am
ORD
-
MBJ
26h 35m
2 stops
$345Multiple Airlines
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
4:12 pm - 7:27 am
MBJ
-
ORD
15h 15m
1 stop
United Airlines Logo
9:40 pm - 3:10 pm
ORD
-
MBJ
17h 30m
1 stop
$346United Airlines
Thu, May 28 - Thu, Jun 4
Frontier Logo
1:16 pm - 7:55 am
MBJ
-
ORD
18h 39m
1 stop
Frontier Logo
6:55 am - 12:11 pm
ORD
-
MBJ
29h 16m
1 stop
$361Frontier
Tue, May 12 - Fri, May 29
United Airlines Logo
2:40 pm - 12:45 am
MBJ
-
ORD
10h 05m
1 stop
United Airlines Logo
6:30 am - 3:10 pm
ORD
-
MBJ
8h 40m
1 stop
$371United Airlines
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.

How much is a round-trip flight from Montego Bay 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 Montego Bay to Chicago O'Hare Intl Airport departing in May.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $365 on average.

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$170
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 14% increase in price.
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 $170 for a one-way ticket and $286 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?

    American Airlines, JetBlue, and Air Canada offer 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 MAX 8 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 $469 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 $463 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 $204 or less one-way and $331 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

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Montego Bay Sangster Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airlines flying 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 9602 reviews
8.1Crew
7.3Comfort
7.7Boarding
7.1Entertainment
6.6Food
Airline reviews

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

4.0 OkaySarah, Apr 2026
SCE - ORD
Read more United Airlines reviews

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Everything you need to know for your flight from Montego Bay to O'Hare Intl

Information on your arrival and departure airports