MKE - MBJ

$316 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 12/6. 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

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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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

Sun, Oct 19 - Thu, Oct 23
Delta Logo
7:11 am - 3:34 pmMKE-MBJ
8h 23m1 stop
Delta Logo
1:32 pm - 11:55 pmMBJ-MKE
10h 23m1 stop
$531Delta
Find Deal
Sun, Oct 19 - Thu, Oct 23
Delta Logo
7:11 am - 1:20 pmMKE-MBJ
6h 09m1 stop
Delta Logo
1:32 pm - 8:42 pmMBJ-MKE
7h 10m1 stop
$534Delta
Find Deal
Mon, Feb 23 - Wed, Mar 4
Delta Logo
6:45 am - 2:40 pmMKE-MBJ
6h 55m1 stop
Delta Logo
8:00 am - 11:27 pmMBJ-MKE
16h 27m1 stop
$539Delta
Find Deal
Thu, Oct 2 - Wed, Oct 8
Spirit Airlines Logo
12:53 pm - 9:47 amMKE-MBJ
20h 54m2 stops
Spirit Airlines Logo
12:09 pm - 12:42 pmMBJ-MKE
24h 33m2 stops
$540Spirit Airlines
Find Deal
Sun, Oct 19 - Thu, Oct 23
Delta Logo
6:44 pm - 11:23 amMKE-MBJ
16h 39m2 stops
Delta Logo
12:48 pm - 9:26 amMBJ-MKE
20h 38m2 stops
$543Delta
Find Deal
Tue, Feb 3 - Tue, Feb 17
American Airlines Logo
6:49 pm - 10:15 amMKE-MBJ
14h 26m1 stop
American Airlines Logo
3:20 pm - 10:42 amMBJ-MKE
20h 22m1 stop
$545American Airlines
Find Deal
Sat, Nov 1 - Thu, Nov 6
American Airlines Logo
5:47 pm - 2:59 pmMKE-MBJ
21h 12m1 stop
American Airlines Logo
2:04 pm - 11:05 pmMBJ-MKE
10h 01m1 stop
$548American Airlines
Find Deal
Sun, Oct 19 - Tue, Oct 21
Delta Logo
5:47 am - 12:07 pmMKE-MBJ
6h 20m1 stop
Delta Logo
2:45 pm - 11:55 pmMBJ-MKE
9h 10m1 stop
$552Delta
Find Deal
Wed, Nov 12 - Wed, Nov 19
United Airlines Logo
6:05 am - 1:46 pmMKE-MBJ
6h 41m1 stop
United Airlines Logo
2:48 pm - 8:50 pmMBJ-MKE
7h 02m1 stop
$629United Airlines
Find Deal
Fri, Mar 13 - Fri, Mar 20
Southwest Logo
6:50 am - 2:30 pmMKE-MBJ
7h 40m1 stop
Southwest Logo
3:05 pm - 11:50 pmMBJ-MKE
8h 45m1 stop
$631Southwest
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $531 (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
Cheapest round-trip
$531
Overall average: $555
Delta
Sun 10/19Thu 10/23
MKE - MBJ • 1 stop
Cheapest one-way
$316
Typical prices: $272-404
United Airlines
Sat 12/6
MKE - MBJ • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Montego Bay!
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 $793 and $697 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 23 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$316
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 $316 for a one-way ticket and $531 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?

    Star Alliance, 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 $588 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
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

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!!!!!

I already filled out a survey for this flight. We booked through KAYAK with airfare assist, and airfare assist did not confirm or honor our flight. Therefore, we had to go to a different place with a different travel agency. I tried very hard with airfare assist, They also promoted this on cheapair.com, but it was a bait and switch in both instances.

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 flight there was frustrating but the flight home was very good.

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

Spirit rescheduled a 4:30 PM flight to 8:52 AM. That's ridiculous and borderline fraud.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

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

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