MKE - MBJ

$257 Find Cheap Flights from Milwaukee to Montego Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Montego Bay departing on 12/21. 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 Montego Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Montego Bay, 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 Milwaukee to Montego Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$469
Overall average: $543
Multiple Airlines
Fri 2/6Wed 2/18
MKE - MBJ • 1 stop
Cheapest one-way
$257
Typical prices: $269-$317
Multiple Airlines
Sun 12/21
MKE - MBJ • 1 stop
Top airlines
Delta
Cheapest • from $539 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
March
Cheapest • 13% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to Montego Bay (MKE-MBJ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Montego Bay

Fri, Feb 6 - Wed, Feb 18
Multiple Airlines Logo
1:56 pm - 1:47 pmMKE-MBJ
22h 51m1 stop
Multiple Airlines Logo
7:00 pm - 7:29 pmMBJ-MKE
25h 29m2 stops
$469Multiple Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 11
Delta Logo
10:25 am - 8:25 pmMKE-MBJ
9h 00m1 stop
Delta Logo
8:00 am - 7:05 pmMBJ-MKE
11h 05m1 stop
$539Delta
Find Deal
Tue, Mar 3 - Wed, Mar 11
American Airlines Logo
4:58 pm - 10:07 amMKE-MBJ
16h 09m2 stops
American Airlines Logo
4:55 pm - 9:49 amMBJ-MKE
16h 54m2 stops
$544American Airlines
Find Deal
Mon, Dec 8 - Sat, Dec 13
Delta Logo
5:45 am - 4:33 pmMKE-MBJ
9h 48m1 stop
Delta Logo
5:58 pm - 11:40 pmMBJ-MKE
6h 42m1 stop
$564Delta
Find Deal
Sat, Feb 7 - Sat, Feb 14
American Airlines Logo
3:53 pm - 10:10 amMKE-MBJ
17h 17m2 stops
American Airlines Logo
11:17 am - 10:07 pmMBJ-MKE
11h 50m2 stops
$569American Airlines
Find Deal
Sat, Mar 7 - Sat, Mar 14
American Airlines Logo
4:46 pm - 9:15 amMKE-MBJ
15h 29m2 stops
American Airlines Logo
3:01 pm - 10:30 amMBJ-MKE
19h 29m1 stop
$579American Airlines
Find Deal
Thu, Nov 27 - Thu, Dec 4
American Airlines Logo
1:00 pm - 2:50 pmMKE-MBJ
24h 50m2 stops
American Airlines Logo
2:02 pm - 12:01 amMBJ-MKE
10h 59m2 stops
$584American Airlines
Find Deal
Sat, Feb 7 - Sat, Feb 14
Delta Logo
6:30 am - 2:40 pmMKE-MBJ
7h 10m1 stop
Delta Logo
8:00 am - 7:05 pmMBJ-MKE
12h 05m1 stop
$589Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
6:00 am - 12:46 pmMKE-MBJ
6h 46m1 stop
United Airlines Logo
2:20 pm - 3:35 pmMBJ-MKE
25h 15m2 stops
$634United Airlines
Find Deal
Mon, Dec 8 - Sat, Dec 13
United Airlines Logo
5:35 pm - 2:29 pmMKE-MBJ
19h 54m2 stops
United Airlines Logo
5:14 pm - 10:19 amMBJ-MKE
18h 05m2 stops
$659United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Montego Bay flights

Get data-powered insights and trends into flights from Milwaukee to Montego Bay 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 Milwaukee to Montego Bay?

The average price of all round-trip flights from Milwaukee to Montego Bay clicked on KAYAK for each day over the last 12 months.

For Milwaukee to Montego Bay, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Montego Bay back to Milwaukee, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee 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 Milwaukee to Montego Bay is March, where tickets cost $542 (return) on average. On the other hand, the most expensive months are June and December, where the average cost of round-trip tickets is $805 and $686 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Montego Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milwaukee to Montego Bay, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$257
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Milwaukee to Montego Bay

When to book flights from Milwaukee to Montego Bay

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

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

    In the last 3 days, the lowest price for a flight from Milwaukee to Montego Bay was $257 for a one-way ticket and $469 for a round-trip.

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

    A passport is required to fly from Milwaukee to Montego Bay.

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

    Milwaukee and Montego Bay are both served by 1 main airport. You will leave Milwaukee from Milwaukee-Mitchell and will be arriving at Montego Bay Sangster Intl.

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

    Only American Airlines offers inflight Wi-Fi service on the Milwaukee to Montego Bay flight route.

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

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

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

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

  • Which is the best airline for flights from Milwaukee to Montego Bay, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Montego Bay are Southwest and Delta. With an average price for the route of $713 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $577 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Milwaukee 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 Milwaukee to Montego Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montego Bay from Milwaukee 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 Milwaukee 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 Milwaukee with another airline. Booking your flights between Milwaukee and MBJ 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 Milwaukee 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 Milwaukee 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 Milwaukee to Montego Bay

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Montego Bay. 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 Milwaukee 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 verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

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.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

The Flight was fine, the staff treated me well, the flight got delayed over 5 1/2 hours for maintenance issues....but it worked out OK,, they were very apologetic about it, and it is better to not fly if there is any issue than endanger peoples lives, so in reality that was a good thing, It did cost me extra for parking because I went beyond the time I had purchased for parking at MSP. But all in all, Good flight

I did not take this flight because the reservation made by Kayak was wrong! Kayak owes me a trip from Minneapolis to Duluth.

When I got to the airport in Seattle, they told me the flight "did not exist". Kayak reserved me a seat on a flight that did not exist. This is inexcusable. I was able to change my reservation to a flight that actually did exist, but the flight was later and then I didn't make it in time for the next leg of my trip from Minneapolis to Duluth. Kayak owes me a trip from Minneapolis to Duluth, and a big apology for messing up my reservation.

The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever

Multiple delays because they screwed up on the crew schedule and had to wait for over an hour for more people to come.

It was good. Basic flight. Drinks only. Pay budget. Get budget and I’m good with that. I want to get where I need to go. Not hard to please. Female First Officer is an absolute bonus for me!

The Wi-Fi was off, the arm rests are hard plastic.

The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

Boarded flight, issues with the place and had to get off the plane, wait, and then board a different plane at a different gate. This impacted my short trip negatively. A worker died outside of the plane window and we sat there the entire time while they tried to revive him, unsuccessfully, which was traumatic.

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

For the price I could have taken a “name brand” airline. No drink no snack and constant emails trying to get addition money for EVERYTHING other airlines include in the price. It looks cheaper but it’s Judy bait and switch and emails non stop!

The gate agents for spirit at EWR wouldn’t give me my ticket to board when I arrived 50 min from the flight, saying that I wouldn’t make my flight. They tried to reschedule me to arrive at my destination 14 hours after the original flight, which included a 10 hr layover in another city. I rebooked with another airline and it took me a total of 5 min to go through security. Then I see a charge on my card for a $100 change fee that I did not approve. Beware of this horrible place and these horrible people

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

Waited at the airport for over 4 hours to board this flight. Terrible airline

Was supposed to take off 8:00 last night. Got delayed till 8:00 this morning

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

When the flight ticket is expensive and you have to purchase check in luggage and there is no snacks, no entertainment, tight seats stuffed in the back of the plane not such good experience. I would like some to reach out to me . I paid for check luggage when I bought the ticket they made me pay again on the return flight extra $70. Very frustrating.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Everything you need to know for your flight from Milwaukee to Montego Bay

Information on your arrival and departure airports

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