$100 Find Cheap Flights from North America to Milwaukee - 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 to Milwaukee departing on 8/15. 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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Cheap Flights from North America to Milwaukee

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

Thu, Aug 13 - Wed, Aug 19
Delta Logo
6:00 am - 1:54 pm
HOU
-
MKE
7h 54m
1 stop
Delta Logo
7:03 am - 12:16 pm
MKE
-
HOU
5h 13m
1 stop
$199Delta
Tue, Aug 18 - Tue, Aug 25
JetBlue Logo
7:10 am - 8:44 am
BOS
-
MKE
2h 34mnonstop
JetBlue Logo
9:36 am - 12:49 pm
MKE
-
BOS
2h 13mnonstop
$205JetBlue
Wed, Nov 11 - Wed, Nov 11
United Airlines Logo
6:00 am - 10:01 am
BOS
-
MKE
5h 01m
1 stop
United Airlines Logo
3:00 pm - 9:55 pm
MKE
-
BOS
5h 55m
1 stop
$222United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
10:29 am - 2:12 pm
BOS
-
MKE
4h 43m
1 stop
American Airlines Logo
7:30 am - 2:08 pm
MKE
-
BOS
5h 38m
1 stop
$228American Airlines
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
5:35 am - 9:40 am
BOS
-
MKE
5h 05m
1 stop
Southwest Logo
8:20 am - 5:05 pm
MKE
-
BOS
7h 45m
2 stops
$232Southwest
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
2:34 pm - 5:00 pm
DFW
-
MKE
2h 26mnonstop
American Airlines Logo
5:50 pm - 8:30 pm
MKE
-
DFW
2h 40mnonstop
$237American Airlines
Wed, Aug 12 - Thu, Aug 20
Frontier Logo
8:30 pm - 7:58 am
ATL
-
MKE
12h 28m
1 stop
Frontier Logo
12:10 pm - 5:12 pm
MKE
-
ATL
28h 02m
1 stop
$238Frontier
Thu, Sep 3 - Mon, Sep 14
United Airlines Logo
9:59 pm - 11:37 pm
EWR
-
MKE
2h 38mnonstop
United Airlines Logo
7:05 pm - 10:28 pm
MKE
-
EWR
2h 23mnonstop
$239United Airlines
Thu, Aug 20 - Tue, Aug 25
Frontier Logo
5:01 am - 11:13 am
ATL
-
MKE
7h 12m
1 stop
Frontier Logo
12:10 pm - 7:10 am
MKE
-
ATL
18h 00m
1 stop
$239Frontier
Wed, Aug 12 - Sun, Aug 16
Southwest Logo
8:50 am - 4:55 pm
HOU
-
MKE
8h 05m
1 stop
Southwest Logo
8:40 am - 3:40 pm
MKE
-
HOU
7h 00m
1 stop
$259Southwest
Useful Info

Good to know

Low season

January

Cheapest flight

$100
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Houston Hobby Airport to Milwaukee

Flights from North America to Milwaukee: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from North America to Milwaukee 
BrianFlew with Southwest
TPA
-
MKE
Mar 2026
1) Stay in Tampa if you can, October - March :-) Cold in Milwaukee 2) Get the Southwest Credit Card for earlier boarding and “free” checked bags.
Verified travelerFlew with Southwest
BWI
-
MKE
Apr 2026
Get everything in writing from the airline stating their plans for transporting your bags after delays/rebookings!
Verified travelerFlew with Alaska Airlines
SEA
-
MKE
Jun 2025
Order ahead or bring own meal on plane
DanaFlew with Alaska Airlines
SEA
-
MKE
Sep 2024
That was my first time flying Milwaukee to Seattle & vice versa. I think we choose a good airline. Seattle’s traffic & airport is busier than Milwaukee so get there at least 2 hours early. Download & keep an eye on the Alaska airline app for flight info updates.
HeatherFlew with Lufthansa
ORD
-
MKE
Aug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.

FAQs for booking flights from North America to Milwaukee

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

    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 North America to Milwaukee.

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

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

    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 Milwaukee with an airline and back to North America with another airline.

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

    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 Milwaukee from North America 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 North America to Milwaukee

 
Need help choosing which airline to fly with from North America to Milwaukee? 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 4238 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

The flight was fine. Seats were very comfortable. Attendants were very friendly -

10.0 ExcellentMaggie, Jul 2026
SJO - BWI
Read more Southwest reviews

The flight was fine. Seats were very comfortable. Attendants were very friendly -

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

Slow boarding, limited food and drink portions. Bad delays and turbulence

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

Weather in Atlanta necessitated an hour's hold on the tarmac before we could leave Detroit. The plane was packed, and I expected some surliness. But no! The crew was fantastic (jovial even!), responsive to people's needs, and kept us informed. Consequently, the passengers took the delay in stride, and what could have been an ugly situation turned out to be no more than a minor inconvenience. The crew were the stars here.

They did everything right and everything happened right on time.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

Our flight gor canceled and there was no one to help us but told us to scan the qr code and fill the forms on-line. Very poor service especially we are tourists traveling to Washington DC for the 1st time.

Seats could be more comfortable, food was plentiful and good.

Onboard staff was courteous, helpful, responsive and friendly. The boarding process was disorganized, poorly communicated, and disheveled. Gate agents were yelling instead of using the PA system, didn’t communicate the timing delay of our flight, and created an atmosphere of chaos rather than order and communication. As far as I know, there was no reason for their. I would hate to see how it operated under extreme conditions. I’ve never seen United Airlines operations in such a state.

Baggage claim signs were not updated with my flight information, so I had to guess. The app wasn't updated either.

Lufthansa seats were much more comfortable than United. While they had about the same video selection, Lufthansa didn't put advertisements in with the movies like United did. And the Lufthansa food was much better than United.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Very poor delay in dfw was really bad n long

I didn't like that my paid for seat was changed 2 hours before my flight.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

Tiny seats, no entertainment, no amenities, delays, they charge for carry on and their allowed personal item is smaller than in other airlines.

The seats are tiny and they don’t recline. The planes are dirty and very small. You have to pay for carry on and even the personal item that you’re allowed is smaller than with other airlines. Flights are usually delayed and there’s no screens or any amenities or entertainment.

Flight was delayed but it was very smooth. Crew was very nice. Seats are uncomfortable but ok.

Flight was delayed and then my second leg was completely canceled. Had to get a refund

The flight was great . But you only had one vegan item on the whole flight and someone prior to me took it . I was so disappointed cause I came in from the flooded area and couldn’t pick up anything prior to my flight .

I really didn't like anything. Paid for my checked luggage online ($79) and then was told that I would have to paid another $79 for my carry on. Was not allowed to enter the terminal until 3 hours before my flight and when I finally was allowed to check my bag and enter, my flight was delayed 3 times. When I finally landed, we were all instructed to "run off the plane" as they had to do a quick turn around to Las Vegas. Me and several of my flying companions will never fly Frontier again.

I paid for the upgraded bundle. Was worth it! Great experience round trip!

It was awful everything about it terrible I will never ever ever ride it again

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

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