MBJ - ORD

$164 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 2/25. 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
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Everything you should know

Cheapest round-trip
$241
Spirit Airlines
Wed 2/25Wed 3/4
MBJ - ORD • 1 stop
Cheapest non-stop
$255
American Airlines
Wed 3/4Mon 3/9
MBJ - ORD • Non-stop
Our travelers' advice
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
Spirit Airlines
Cheapest • from $241 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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

Wed, Feb 25 - Wed, Mar 4
Spirit Airlines Logo
1:00 pm - 11:47 pm
MBJ
-
ORD
11h 47m
1 stop
Spirit Airlines Logo
8:16 pm - 12:02 pm
ORD
-
MBJ
14h 46m
1 stop
$241Spirit Airlines
Wed, Mar 4 - Mon, Mar 9
Spirit Airlines Logo
1:00 pm - 7:11 pm
MBJ
-
ORD
7h 11m
1 stop
Spirit Airlines Logo
5:15 am - 11:02 am
ORD
-
MBJ
5h 47m
1 stop
$252Spirit Airlines
Wed, Apr 15 - Tue, Apr 21
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
$255American Airlines
Wed, Mar 4 - Mon, Mar 9
American Airlines Logo
2:26 pm - 6:07 pm
MBJ
-
ORD
4h 41mnonstop
American Airlines Logo
7:12 am - 1:26 pm
ORD
-
MBJ
6h 14m
1 stop
$260American Airlines
Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
4:37 pm - 12:25 am
MBJ
-
ORD
7h 48m
1 stop
American Airlines Logo
7:22 am - 1:19 pm
ORD
-
MBJ
5h 57m
1 stop
$261American Airlines
Thu, May 14 - Sun, May 17
Southwest Logo
12:15 pm - 9:55 pm
MBJ
-
ORD
9h 40m
1 stop
Southwest Logo
1:35 pm - 11:15 am
ORD
-
MBJ
21h 40m
2 stops
$275Southwest
Thu, May 14 - Sun, May 17
Delta Logo
12:55 pm - 9:49 pm
MBJ
-
ORD
8h 54m
1 stop
Delta Logo
7:05 am - 3:29 pm
ORD
-
MBJ
8h 24m
1 stop
$307Delta
Wed, Jun 3 - Tue, Aug 4
Spirit Airlines Logo
12:00 pm - 7:48 pm
MBJ
-
ORD
7h 48m
1 stop
Spirit Airlines Logo
5:15 am - 11:02 am
ORD
-
MBJ
5h 47m
1 stop
$330Spirit Airlines
Thu, Apr 9 - Mon, Jun 29
American Airlines Logo
1:15 pm - 5:55 pm
MBJ
-
ORD
4h 40mnonstop
American Airlines Logo
9:14 am - 1:23 pm
ORD
-
MBJ
4h 09mnonstop
$333American Airlines
Thu, Apr 9 - Mon, Jun 29
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
8:40 am - 3:10 pm
ORD
-
MBJ
6h 30m
1 stop
$338United 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.

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 $427, 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$164
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 2% 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 $164 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 $473 and an overall rating of 7.2.

  • 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 $290 or less one-way and $363 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, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United 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, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United 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 9273 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
6.6Food
8.1Crew
Airline reviews

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.

2.0 MediocreAnonymous, Feb 2026
AUA - ORD
Read more United Airlines reviews

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.

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

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.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

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.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

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

Information on your arrival and departure airports