$187 Find Cheap Flights from Milwaukee to Montana - Compare and Save

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Cheap Flights from Milwaukee to Montana

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Bozeman
5h 21m2 stops
from $304per person
Great Falls
6h 19m2 stops
from $338per person
Missoula
5h 44m2 stops
from $339per person
Helena
5h 44m2 stops
from $359per person
Billings
5h 45m2 stops
from $363per person
Kalispell
5h 19m2 stops
from $393per person
Butte
5h 58m2 stops
from $518per person
West Yellowstone
5h 47m2 stops
from $595per person
Booking Insights

KAYAK's insights & trends for Milwaukee to Montana flights

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

How much is a round-trip flight from Milwaukee to Montana?

Flight prices are typical for this route right now.

Flights to Montana from Milwaukee usually cost between $280 and $522 in October.
The lowest price found in the past 5 days was $304 on Delta (Oct 17-Oct 20).

What is the cheapest month to fly from Milwaukee to Montana?

The cheapest month for flights from Milwaukee to Montana is December, when tickets cost $275 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $491 and $466 respectively.

Good to know

Low season

November

Cheapest flight

$187
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Milwaukee to Missoula

FAQs - booking Montana flights

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

    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 Montana.

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

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

    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 Montana 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 Montana?

    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 Montana 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 Montana

 
Need help choosing which airline to fly with from Milwaukee to Montana? 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 4189 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

6.0 GoodAnonymous, Sep 2026
Read more Southwest reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Delayed and once landed waited very long for the luggage

Nice managed … it was a smaller plane, so the seating wasn’t as comfortable.

The Southwest airline was ok. A big thank you to Kayak team (David), who worked with me on Sunday afternoon to rebook my travel from Burbank, CA, to CVG. My original flight on Sunday was delayed, so I had to cancel Sunday flight and rebook my travel to Monday. Could not have done it without help from David from Kayak team. Ante Soda GE Aerospace

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Flight time kept changing and so did the gate. It was very frustrating

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.

The Drop Bag sounded like a good idea, but in reality it was a very long line with few employees to assist as you did the work to check in your bag. Take a carry on bag and skip Drop Bag! Our flight was delayed several times with no explanation. What food? We had a choice of apple juice or water.

same as the first when you pay for choice of seats than you don't receive them its very frustrating it was an extra fee of $80 dollars Craig Molan

It was good. Too long for older people. Service and support was great! Friendly crew!

Check in went smooth, flight was on time and our checked bag was delivered in a timely fashion.

Full, attentive service from the fist class cabin flight attendant was superb. Really exceeded expectations.

Direct and non stop. We were late checking in but had paid for our luggage to be checked and they easily took the bags at the gate for us. We unfortunately had to take our bags through TSA and lost a few items...

Oh the days of yore when there was some space. Wedged in by an extremely overweight passenger and sitting cramped for 4 hours is no one’s dream trip. One shouldn’t have to pay more for 1st class just to survive the trip. Literally the 1 day is ruined with recovery. Hugely obese need more room and should pay more for the required space. Staff were very nice, no hitches with baggage. I really dread flying., related to comfort.

My TSA precheck did not appear on my boarding pass, even though I entered my TTN at time of purchase and verified it was on the Alaska Airlines website under my reservation.

Very friendly staff, very responsive to complaints about the cabin temperature. 😁

First class only upgrades seat width. The bottom cushion of the seat sloped forward so much that I was constantly sliding out of my seat. The meal was awful, granola and dried fruit? Seriously, for what I paid to upgrade? I can bring my own sawdust and rotten fruit for a whole lot less. Priority boarding is great except when you have a hundred economy passengers stranding in the aisle slamming you in the face with their enormous carry ons and smelly asses right under your nose. I want my money back for that leg of my trip. It wasn’t worth the money for such a minimal upgrade.

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

The Delta assistsed services were awesome for my aunt. So very helpful.

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!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

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

One of the best crews and best flights I’ve ever had! Really great experience

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.

The bus ride from the terminal to board the plane is uncomfortable and stressful when making a connection.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

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

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

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!

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

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Please please take consideration when setting cabin temperature. The vents were not functional and it was over 70 degrees in the cabin during the winter months when most people are used to much cooler indoor temperatures. I was down to my white t-shirt and the sweat pants I wore from Auckland to San Francisco and was sweating profusely and there was NO VENT!

The flight could have actually taken place. Canceled flight and no option to rebook that day.

It was a 3 hour flight from Dallas to Missoula. The aircraft did not have power plugs, internet or in-flight entertainment. When boarding, one flight attendant was "somewhere in the airport" so delayed the boarding process (not coming from another flight) although we did take off on time and landed early. In flight there was little to no service - we got the standard beverage but no real connection with the crew which feels unusual for a 3 hour flight. A passenger needed help stowing her bag and got no assistance, and actually some passive aggressive comments from the flight attendants about "she needs to remove the extender" and "she'll have to find a place for it". I have seen others be helpful and put a bag in the closet, or support assistance as the boarding door was already closed. Just not a great experience considering the cost of my round trip ticket {$1000}.

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.

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.

You were more on time than United. I'm so over united delays.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

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

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

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

More options for your flight from Milwaukee to Montana

Complete your trip to Montana with a hotel stay or car rental