$215 Find Cheap Flights from Milwaukee to Riviera Maya - Compare and Save

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 Riviera Maya departing on 9/27. 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.
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Book Cheap Milwaukee to Riviera Maya Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Riviera Maya 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 Riviera Maya

Tue, Sep 15 - Thu, Sep 24
Delta Logo
5:30 am - 7:50 pm
MKE
-
CUN
14h 20m
1 stop
Delta Logo
7:01 am - 8:54 pm
CUN
-
MKE
13h 53m
2 stops
$449Delta
Sun, Sep 13 - Fri, Sep 25
Delta Logo
5:30 am - 7:50 pm
MKE
-
CUN
14h 20m
1 stop
Delta Logo
8:05 am - 11:48 pm
CUN
-
MKE
15h 43m
1 stop
$449Delta
Wed, Aug 19 - Tue, Aug 25
Aeromexico Logo
12:51 pm - 8:05 pm
MKE
-
CUN
7h 14m
1 stop
Aeromexico Logo
8:01 am - 11:53 pm
CUN
-
MKE
15h 52m
2 stops
$449Aeromexico
Tue, Aug 18 - Tue, Aug 25
Aeromexico Logo
7:03 am - 8:05 pm
MKE
-
CUN
13h 02m
1 stop
Aeromexico Logo
11:21 am - 11:53 pm
CUN
-
MKE
12h 32m
2 stops
$449Aeromexico
Sun, Nov 1 - Wed, Nov 4
United Airlines Logo
8:00 am - 3:37 pm
MKE
-
CUN
6h 37m
1 stop
United Airlines Logo
2:55 pm - 10:15 pm
CUN
-
MKE
8h 20m
1 stop
$459United Airlines
Sun, Aug 23 - Wed, Aug 26
United Airlines Logo
7:18 am - 2:26 pm
MKE
-
CUN
7h 08m
1 stop
United Airlines Logo
2:49 pm - 10:39 pm
CUN
-
MKE
7h 50m
1 stop
$459United Airlines
Tue, Dec 8 - Tue, Dec 15
Southwest Logo
6:15 am - 5:00 pm
MKE
-
CUN
9h 45m
2 stops
Southwest Logo
12:35 pm - 10:10 pm
CUN
-
MKE
10h 35m
2 stops
$463Southwest
Tue, Dec 1 - Thu, Dec 10
Southwest Logo
6:15 am - 5:00 pm
MKE
-
CUN
9h 45m
2 stops
Southwest Logo
8:20 am - 3:40 pm
CUN
-
MKE
8h 20m
2 stops
$463Southwest
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
5:43 pm - 11:09 am
MKE
-
CUN
17h 26m
1 stop
American Airlines Logo
2:57 pm - 8:01 am
CUN
-
MKE
17h 04m
1 stop
$506American Airlines
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
5:03 am - 2:56 pm
MKE
-
CUN
9h 53m
2 stops
American Airlines Logo
4:25 pm - 8:01 am
CUN
-
MKE
15h 36m
2 stops
$511American Airlines
Booking Insights

KAYAK's insights & trends for Milwaukee to Riviera Maya flights

Get data-powered insights and trends into flights from Milwaukee to Riviera Maya to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Milwaukee to Riviera Maya flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Riviera Maya from Milwaukee found in the last 5 days was to Cancun, at $454 round-trip. The most popular route is from Milwaukee (MKE) to Cancun (CUN), and the cheapest round-trip airline ticket found on this route in the last 5 days was $454.

What is the cheapest time of day to fly to Riviera Maya?

The average price for all round-trip flights from Milwaukee to Riviera Maya depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Riviera Maya is generally in the morning, when round-trip flights cost $718 on average. The most expensive time of day to fly to Riviera Maya is generally in the morning, which is peak travel time and where the average cost of a ticket is $718.

Can I save money by flying with a layover from Milwaukee to Riviera Maya?

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 $429, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Milwaukee to Riviera Maya?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Riviera Maya, 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 Riviera Maya is April, when tickets cost $518 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $724 and $632 respectively.

How far in advance should I book a flight from Milwaukee to Riviera Maya?

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 Riviera Maya, 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 Riviera Maya, you should book around 4 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low season

September

Cheapest flight

$215
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Milwaukee to Cancun

FAQs - booking Riviera Maya flights

  • How does KAYAK find such low prices on flights from Milwaukee to Riviera Maya?

    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 Riviera Maya.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Riviera Maya 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 Riviera Maya?

    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 from Milwaukee to Riviera Maya with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Riviera Maya?

    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 from Milwaukee to Riviera Maya 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 Riviera Maya

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Riviera Maya. 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 Riviera Maya? 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 4227 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

8.0 ExcellentSean, Jul 2026
HOU - LGB
Read more Southwest reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

I think Southwest is the number one airline that anyone can fly I have flown for the first time Frontier and what a joke and their customer service United was a very strange experience I'm only sticking to Southwest from here on out for sure

We were headed for Florida and anxious to get there. Everything was absolutely the best. This is our first time with Southwest and it’s now our go to airline. Best ever.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Pretty standard flight. Delta has a good selection of movies.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

Keep us informed of delays in a more timely manner

were we seat it was freezing cold we even got sick. We asked the flight attending why it was so cold and she said she will take care of it and it got worse.

Caroline (Supervisor) was great! Salute to the employees like her!

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

No seat back entertainment. And app had a hard time getting entertainment loaded.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Staff was rude. Didn’t give water for 2 hours. Worst service

We took off an hour late due to arrival airport not having enough gates. That was followed by 1:30 wait to get our bags delivered for the entire flight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

It’s a service to take you from one point to another. No frills. You want it, you take it. It’s upon you to bring food, reading material, games to play, movies to watch, etc. The wifi onboard never works - so you cannot even listen to any podcasts, music, or get updated news feeds. The toilet is a mess, and a four flight does not need any hygienic interventions when people either splatter their pee all over the seats or on the floor. It’s a monopolized service and so smile and bear it.

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Broke my luggage and I can't get a resolution yet.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Flight was delayed again and again ultimately almost three hours getting us to our location at close to midnight by the time we got in and out of airport to destination. I had taken time off work to enjoy an evening at destination and that was now wasted

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

The flight was good. The only reason I did not say “excellent” was the delay

They could have done a better job announcing the boarding groups and asked for more drinks (water) if needed.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

We were told we had no flights before our flight was continually delayed then cancelled.

My seat was comfortable and I had plenty of leg room.

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Everything went very smoothly! Thanks for a great first experience flying with small children!

Crew members great. Everything else a 0! Got on plane at 530am. Got de boarded for mechanical issue. Supposed to leave by 830 am. Zero communication from gate agents. Then supposed to leave by 230pm. Then delayed till 330pm. Still zero communication with gate agents. All they would say is if you have an issue call the 1800 number. You call and sit on hold minimum 45 minutes for zero answer. Finally board at 345pm didn’t take off till after 4pm! Sat in airport for 11 hours with 4 adults and 3 kids. Finally offered a $100 (we are sorry) voucher for next trip. Missed whole day in Florida had to change reservations in Florida! Absolute joke of an airline! And I usually really like sun country.

Booked through Kayak for $236. They canceled the flight unknown to me; retaining $100 for canceling it. Found out when I went to check in. Rebooked the same flight for $400. Incredibly disappointed. The Sun Country part was as to be expected. Crowded, no food, no arm room but got me where I wanted to go.

3 seperate extremely rude unhelpful staff. Delayed flight. Lost my bag

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

It was a good experience. I do wish the seats were roomier. Also, I did not like being charged for my carry on bag

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.

Overall it was ok but a lot of that had to do with upgrading.

Everything you need to know for your flight to Riviera Maya

Information on your arrival and departure airports