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Find cheap flights from Chicago to Montego Bay from $133

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Montego Bay departing on 4/19. 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
0 bags
Sun 4/28
Sun 5/5

Search hundreds of travel sites at once for deals on flights to Montego Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montego Bay.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montego Bay.
In the last 7 days travelers have searched 46,342,885 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Montego Bay

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Montego Bay 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 and deals for you by selecting your travel dates.
Choose your dates
5:00 am - 11:45 amORD-MBJ
6h 45m1 stop
12:45 pm - 11:31 pmMBJ-ORD
10h 46m1 stop
$250Spirit Airlines
Find Deal
Wed, Apr 24 - Wed, May 1
9:25 pm - 11:45 amORD-MBJ
14h 20m1 stop
12:45 pm - 11:31 pmMBJ-ORD
10h 46m1 stop
$254Spirit Airlines
Find Deal
Sat, Apr 27 - Wed, May 1
6:00 am - 3:19 pmORD-MBJ
9h 19m1 stop
8:32 am - 5:27 pmMBJ-ORD
8h 55m1 stop
$256Frontier
Find Deal
Sat, Apr 20 - Tue, Apr 30
6:00 am - 7:20 amORD-MBJ
25h 20m1 stop
8:32 am - 5:27 pmMBJ-ORD
8h 55m1 stop
$257Frontier
Find Deal
Wed, Apr 24 - Wed, May 1
8:55 am - 1:00 pmORD-MBJ
4h 05mnonstop
2:00 pm - 6:35 pmMBJ-ORD
4h 35mnonstop
$393American Airlines
Find Deal
Sat, Apr 27 - Sat, May 4
6:35 am - 2:12 pmORD-MBJ
7h 37m1 stop
2:00 pm - 6:35 pmMBJ-ORD
4h 35mnonstop
$396American Airlines
Find Deal
Wed, Apr 24 - Wed, May 1
8:45 am - 3:06 pmORD-MBJ
6h 21m1 stop
1:51 pm - 6:15 pmMBJ-ORD
4h 24mnonstop
$398United Airlines
Find Deal
Sat, Apr 20 - Tue, Apr 30
9:45 pm - 3:06 pmORD-MBJ
17h 21m1 stop
4:12 pm - 11:20 pmMBJ-ORD
7h 08m1 stop
$408United Airlines
Find Deal
Thu, May 30 - Tue, Jun 4
6:00 am - 11:53 amORD-MBJ
5h 53m1 stop
1:18 pm - 7:39 amMBJ-ORD
18h 21m1 stop
$468Delta
Find Deal
Sun, Jun 9 - Wed, Jun 12
10:00 am - 3:33 pmMDW-MBJ
5h 33m1 stop
4:58 pm - 9:05 amMBJ-MDW
16h 07m1 stop
$468Delta
Find Deal
Tue, Apr 16 - Wed, Apr 17

Flights from Chicago to Montego Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Montego Bay to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Montego Bay flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Montego Bay.
Our data shows that the cheapest route for a one-way flight from Chicago to Montego Bay cost $151 and was between Chicago O'Hare Intl Airport and Montego Bay. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $393.

What’s the cheapest day of the week to fly from Chicago to Montego Bay?

The average price of all flights from Chicago to Montego Bay clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Montego Bay on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago to Montego Bay. For your return ticket, we recommend flying on a Saturday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Chicago to Montego Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Montego Bay, 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 Chicago to Montego Bay is August, where tickets cost $472 on average. On the other hand, the most expensive months are December and June, where the average cost of tickets is $734 and $627 respectively.

How far in advance should I book a flight from Chicago to Montego Bay?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Montego Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Montego Bay, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 86 days before departure.

Which airlines provide the cheapest flights from Chicago to Montego Bay?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Spirit Airlines offered the best one-way deal for that route, at $133. KAYAK users also found Chicago to Montego Bay round-trip flights on Spirit Airlines from $250 and on Frontier from $256.

Which airlines fly non-stop between Chicago and Montego Bay?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Montego Bay.
There are 3 airlines that fly nonstop from Chicago to Montego Bay. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $255 for a one-way flight. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Chicago and Montego Bay per day?

Each day, there are between 2 and 3 nonstop flights that take off from Chicago and land in Montego Bay, with an average flight time of 4h 00m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 18 flights. The most frequent day of departure is Thursday, when 17% of all weekly flights depart. The fewest flights depart on a Friday.

Which cabin class options are there for flights between Chicago and Montego Bay?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Montego Bay take?

The average nonstop flight takes 4h 00m, covering a distance of 1,712 miles.

What’s the earliest departure time from Chicago to Montego Bay?

Early birds can take the earliest flight from Chicago at 8:45 am and will be landing in Montego Bay at 12:45 pm.

What’s the latest departure time from Chicago to Montego Bay?

If you prefer to fly at night, the latest flight from Chicago to Montego Bay jets off at 10:25 am and lands at 2:20 pm.

Good to know

Low season

September

High season

March

Cheapest flight

$133
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare Airport to Montego Bay

When to book flights from Chicago to Montego Bay

Are your dates flexible? Find out the best times to travel from Chicago to Montego Bay 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 flights from Chicago to Montego Bay

  • What other cities can I visit during my trip to Montego Bay from Chicago?

    You can explore a number of cities in Jamaica when you land at Sangster International Airport in Montego Bay. Some of the cities to consider visiting include Anchovy, Sandy Bay, and Cambridge. Buses provide affordable and convenient means of connecting to these cities from Montego Bay.

  • What is the best way to connect from Sangster International Airport to Montego Bay city center?

    Taxis offer the fastest and most reliable means of transport for travelers from Sangster International Airport to Montego Bay city center. The taxis are available at the airport's parking lot, located immediately after the baggage claim area. In light traffic, a taxi ride to the city center from the airport will take about 10 minutes.

  • Which airline should I use when flying from Chicago to Montego Bay with kids?

    Consider using either American Airlines or Delta Airlines any time you fly from Chicago to Montego Bay. Using American Airlines reduce the time you spend with your kids in the air before arriving at Montego Bay. You will get to your destination in good time before your kids get tired and develop discomfort. If you use Delta Airlines, you and your kids will enjoy traveling comfortably in spacious seats with extra legroom.

  • Are there car rentals at Sangster International Airport?

    Yes. There is an on-site car rental facility at Sangster International airport. This enhances the convenience of those who want to rent a car and enjoy self-drive from the airport to their preferred destination in Montego Bay. The car rental facility features Hertz, Enterprise, Avis, Budget, and other car rentals and is located inside the Arrivals Hall.

  • What is the cheapest flight from Chicago to Montego Bay?

    In the last 3 days, the lowest price for a flight from Chicago to Montego Bay was $133 for a one-way ticket and $250 for a round-trip.

  • Do I need a passport to fly between Chicago and Montego Bay?

    Yes

  • Which airports will I be using when flying from Chicago to Montego Bay?

    Chicago is served by 2 major airports and there is only 1 main airport in Montego Bay. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Montego Bay Sangster Intl.

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

    All the following airlines offer inflight Wi-Fi service on the Chicago to Montego Bay flight route: American Airlines, Alaska Airlines, PSA Airlines, Breeze Airways, Delta, British Airways, and Aeromexico.

  • Which aircraft models fly most regularly from Chicago to Montego Bay?

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

  • Which airline alliances offer flights from Chicago to Montego Bay?

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

  • On which days can I fly direct from Chicago to Montego Bay?

    There are nonstop flights from Chicago to Montego Bay on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Montego Bay are Delta and United Airlines. With an average price for the route of $570 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $529 and an overall rating of 7.4.

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

    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 Chicago to Montego Bay.

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

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

    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 Montego Bay with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Montego Bay?

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

See more FAQs

Top tips for finding a cheap flight from Chicago to Montego Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $176 or less one-way and $406 or less round-trip.
  • Most flights from Chicago to Montego Bay have Chicago O'Hare International airport (ORD) as the departure station. It is easier for travelers to access this airport from any point in Chicago compared to other airports in the city. Having the highest number of daily flights to Montego Bay, travelers will certainly get a flight that is suitable to their schedule.
  • Sangster International Airport (MBJ) serves as the arrival airport for quite a number of flights from Chicago to Montego Bay. The airport offers several transport options, including buses, taxis, airport shuttles, and car rentals, for travelers arriving at the airport. Compared to other airports in Montego Bay, it is easier to connect from MBJ to various destinations in the city.
  • Are you worried about your flight from Chicago arriving in Montego Bay late at night? Worry no more. Once you deplane, head straight to The Blue Orchid, one of the hotels closest to the airport, where you can spend the rest of the night. You can safely connect to the hotel using its free airport shuttles, which operate on a 24h basis.
  • The best way to connect from Chicago downtown to Chicago O'Hare International Airport is the use of Rapid Transit Trains. This saves you from the traffic in Chicago, which can be quite terrible during the morning rush hour. The L trains provide nonstop train rides from downtown Chicago to ORD, taking about 20 minutes to arrive at the airport.
  • If you want to catch up with the earliest flight from Chicago to Montego Bay, consider spending your night in one of the hotels near the ORD Airport. For instance, if you spend the night at Hilton Chicago O'Hare Airport, which is about 0.3 miles from the airport, you will have greater convenience accessing the airport in the morning.
See more tips

Prefer to fly non-stop from Chicago to Montego Bay?

Find which airlines fly direct from Chicago to Sangster Intl, which days they fly and book direct flights.

Nonstop departures

Chicago to Montego Bay Sangster Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Nonstop returns

Montego Bay Sangster Intl to Chicago

Monday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

Tuesday

American Airlines, British Airways, Southwest, +1 more

American Airlines, British Airways, +2 more

Wednesday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

Thursday

American Airlines, British Airways, Southwest, +1 more

American Airlines, British Airways, +2 more

Friday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

Saturday

American Airlines, British Airways, Southwest, +1 more

American Airlines, British Airways, +2 more

Sunday

American Airlines, British Airways, Southwest, +1 more

American Airlines, British Airways, +2 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Montego Bay

Need help choosing which airline to fly with from Chicago to Montego Bay? 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 KAYAK reviews.
8.0
DeltaOverall score based on 11402 reviews
79comfort
82boarding
80entertainment
75food
81overall
86crew
Airline reviews

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

Read more about Delta

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

I didn’t not like that I could not select my seat and ended up with the worse seat.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

Inflight entertainment stopped working as we taxi to runway and never worked again until landing and taxi to gate. Grrrr

Had to run to make it only to have the flight delayed to wait for all the late connectors Second drink service skipped up

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

Please see my lengthy description on MSP to Atlanta survey. Tailbone is killing me from old hard seats. Seat would not recline and were not near exit row. Entertainment did not work properly and couldn’t use. No audio and touch screen failed. 3 plus hours of discomfort in narrower seats than previous flight not in comfort plus. Very dissatisfied and deserve comfort plus charges refunds, at the very least, for both my wife and I. The plane needs to be retired. Please feel free to contact me directly for further details.

MSP to Atlanta was much better than Atlanta to St. Kitts. Paid $180 each for myself and wife for Delta comfort from Atlanta to St. Kitts. Seats were more narrow and obviously old and worn out. Tailbone is killing me. Seat would not recline. Seats behind reclined and we were not an exit row or in front of an exit row. Entertainment did not work in that the movie jumped forward and back and there was no audio. The plug in the arm rest was loose. Flight attendant tried “resetting” the video for my seat but no good. She never checked back. Someone else near me had the same issue. Touch screen was unresponsive. No where near as comfortable as MSP to Atlanta flight. 3 plus hrs. flight time without the basic amenities and not even remotely close to comfortable but paid for Comfort plus. I will be very disappointed if I have the same on my return “Comfort Plus” flight St. Kitts to Atlanta. At the very least my wife and I should be refunded for round trip “Comfort Plus” charges. Please feel free to contact me directly for more details.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

The control panel for the seat back screen did not work at all after takeoff.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

It was good, the staff was friendly and it was a typical flight to Europe.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

My flight experience was OK. The crew are friendly. The Flight was smooth. One thing that didn’t sit well with me was when I was checking in from RSW to head to Nashville the ticket agent told me I didn’t have a seat assignment and asked if I wanted to upgrade to first class for $50. I said no. I was placed in the third row middle seat. Upon taking off the flight attendant asked if anyone wanted to move. He specifically mentioned the third row was the worst because the lack of legroom. There were 70 open seats on the flight. Just wondering why with 70 open seats the ticket agent would place me in a middle seat in the worst row.

3 hour delay was brutal though not Spirit Airlines fault. the control tower would not let us take off because of weather

Beware of all the extras. Nickel and dimed. Everything was extra. It turns a $90 fare in to a $400 fair quite easily.

I flew from Las Vegas to Reno Nevada. Airfare was 60 $ round trip. I needed to bring my skis and boots.that was going to be $111 to bring them. Upon arrival they informed me that anyone who has skis more than 62 inches long is charged an oversize fee of $150 each way. Almost everyone over 5 foot five has skis over 62 inches long. So I paid $60 for the flight and $411 to bring my skis with me! WTF

Didn’t make the connecting flight due to a delay on our first flight.

I like the price. I did not like the seats: very little space and not reclining.

Flights are great except for the ticketing service on the terminal.. Too little employees taking care for lots of flights.

The seats were very uncomfortable. The crew was very polite and helpful.

The airplane was extremely hot the air conditioner wasn’t working I

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

It was impossible to change a carry-on for a checked bag after the initial selection. The flight was delayed 14 hours "to allow for a late arriving aircraft." The seats were shockingly uncomfortable. This was only the second time I've seen seats that didn't recline in an airline. The first was in an East Bloc airline before the fall if the Iron Curtain.

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

I hope to avoid flying with them in the future. First flight got cancelled then got stuck with a 13 hour layover in Denver. The process was long and frustrating to many people.

First time flying Frontier, I am not sure the Ala Carte menu of options is for me.

Flight was delayed on the runway for 40 minutes the crew did not even offer even water to passengers to compensate for the flight delayed. The flight was delayed due to aircraft mechanical issues. Worst customer service ever

See my previous comment which is mostly about our flight from Phoenix to SFO

Terrible. Initially we were shocked by the outrageous baggage fees we needed to pay at check in for our so-called "discounted, economy flight" - we paid over $200 (!!) for one check-in and 2 carry-on bags - this felt like a real bait-and-switch" scam. Our flight from Phoenix to SFO was delayed by 4 hours. Multiple apparent causes (from needing to make space for other planes that were landing late to problem with cabins pressure system, and whatever...). After de-boarding and re-boarding we still waited at least an hour on a cramped, poorly ventilated plane before take-off. Seats were cramped, uncomfortable - did not recline at all. No water until we were flying for a while. No complimentary snacks. Upon arrival at SFO my luggage was sent upstairs to the check-in counter. The customer service person there refused to let me examine a bunch of bags that were sitting on a nearby cart because it was "behind the counter", rather made me wait until another attendant did an exhaustive and failed (?computer) search, came back and told me they were unable to locate my bag. I asked her to look on the cart, lo and behold, there was my bag just a few feet away! Missed my choir rehearsal that evening due to all of the delays. One more thing, a few days later my husband and I tested positive for Covid. Since we both are fully vaccinated, careful about masking and have never had Covid previously, we will never know, but suspect we may have acquired the infection during the prolonged wait on your poorly ventilated plane (person in the row in front of us was coughing). After registering a complaint, we received a measly $50 voucher for future flights. Needless to say we have no intention of flying with Frontier Airlines ever again.

I liked getting off the plane. Everything else was well below standards. Not even offering a bag of peanuts for free for a 4 hours flight is ridiculous.

The whole experience was bad. Didn't know no complimentary drinks or snacks. $4.39 for a soda is ridiculous even a bottle water. A carry on was $74 just crazy. I don't think I will take this airline ever again. Very bad

Book cheap flights from Chicago to Montego Bay

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Montego Bay found on KAYAK in the last 72 hours.
4/19Fri
1 stopSpirit Airlines
14h 20mORD-MBJ
$133
5/9Thu
1 stopSpirit Airlines
17h 01mORD-MBJ
$134
4/19Fri
2 stopsSpirit Airlines
17h 32mORD-MBJ
$151
5/9Thu
1 stopFrontier
6h 59mMDW-MBJ
$155
5/9Thu
3 stopsSpirit Airlines
28h 06mORD-MBJ
$157
4/19Fri
1 stopFrontier
24h 20mMDW-MBJ
$168
4/1Mon
nonstopAmerican Airlines
4h 04mORD-MBJ
$177
6/5Wed
1 stopAmerican Airlines
6h 29mORD-MBJ
$181
6/5Wed
2 stops
29h 06mORD-MBJ
$256
6/5Wed
3 stops
29h 15mORD-MBJ
$296

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Montego Bay

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Montego Bay that are departing in the next 10 days.
4/1Mon
nonstopAmerican Airlines
4h 04mORD-MBJ
4/3Wed
multi-stopAmerican Airlines
17h 17mMBJ-ORD
$403
4/1Mon
multi-stopAmerican Airlines
6h 13mORD-MBJ
4/6Sat
multi-stopAmerican Airlines
9h 29mMBJ-ORD
$406
3/31Sun
multi-stopDelta
8h 20mORD-MBJ
4/2Tue
multi-stopDelta
16h 46mMBJ-ORD
$468
3/30Sat
nonstopUnited Airlines
4h 04mORD-MBJ
4/6Sat
nonstopUnited Airlines
4h 24mMBJ-ORD
$483
3/30Sat
multi-stopUnited Airlines
7h 15mORD-MBJ
4/6Sat
nonstopUnited Airlines
4h 24mMBJ-ORD
$488
3/30Sat
multi-stopDelta
8h 26mMDW-MBJ
4/6Sat
multi-stopDelta
18h 37mMBJ-MDW
$544
3/30Sat
multi-stopSpirit Airlines
18h 41mORD-MBJ
4/6Sat
multi-stopSpirit Airlines
11h 00mMBJ-ORD
$579
3/30Sat
multi-stopSpirit Airlines
18h 10mORD-MBJ
4/6Sat
multi-stopSpirit Airlines
11h 00mMBJ-ORD
$597
4/1Mon
multi-stopFrontier
19h 40mMDW-MBJ
4/7Sun
multi-stopFrontier
8h 17mMBJ-MDW
$850
4/3Wed
multi-stopFrontier
25h 24mMDW-MBJ
4/7Sun
multi-stopFrontier
8h 17mMBJ-MDW
$876

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Flights to Montego Bay

Destination:

Montego Bay (MBJ)Jamaica

Return flight deals:

Montego Bay - Chicago

Cabin classes:

$1,255
$948
$1,108
$393