$99 Find Cheap Flights to Waukesha - 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 Waukesha departing on 9/7. 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

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Everything you should know

Cheapest round-trip
$192
Typical prices: $381-$208
United Airlines
Fri 7/3Sat 7/4
BOS - MKE • 1 stop
Cheapest non-stop
$202
Typical prices: $349-$159
JetBlue
Wed 9/9Sat 9/12
BOS - MKE • Non-stop
Arrival airport
You can't fly directly to Waukesha. It is served by Milwaukee (MKE), located 17.5 miles from Waukesha.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights to Waukesha

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

Fri, Jul 3 - Sat, Jul 4
United Airlines Logo
5:44 pm - 11:34 pm
BOS
-
MKE
6h 50m
1 stop
United Airlines Logo
5:00 am - 11:01 am
MKE
-
BOS
5h 01m
1 stop
$192United Airlines
Wed, Jul 8 - Mon, Jul 13
United Airlines Logo
5:00 pm - 10:29 pm
BOS
-
MKE
6h 29m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$197United Airlines
Wed, Aug 12 - Tue, Aug 25
Frontier Logo
8:05 pm - 7:58 am
DFW
-
MKE
11h 53m
1 stop
Frontier Logo
12:10 pm - 11:29 am
MKE
-
DFW
23h 19m
1 stop
$210Frontier
Wed, Sep 9 - Sat, Sep 12
Delta Logo
4:15 pm - 5:52 pm
BOS
-
MKE
2h 37mnonstop
Delta Logo
7:15 am - 3:27 pm
MKE
-
BOS
7h 12m
1 stop
$217Delta
Wed, Jul 8 - Tue, Jul 14
Frontier Logo
12:45 pm - 7:58 am
DFW
-
MKE
19h 13m
1 stop
Frontier Logo
8:43 am - 7:33 am
MKE
-
DFW
22h 50m
1 stop
$230Frontier
Tue, Jul 14 - Tue, Jul 28
Southwest Logo
7:00 pm - 9:55 pm
ATL
-
MKE
3h 55m
1 stop
Southwest Logo
9:35 am - 5:15 pm
MKE
-
ATL
6h 40m
1 stop
$243Southwest
Tue, Jul 14 - Tue, Jul 28
Southwest Logo
7:15 am - 11:50 am
ATL
-
MKE
5h 35m
1 stop
Southwest Logo
8:15 am - 3:10 pm
MKE
-
ATL
5h 55m
2 stops
$248Southwest
Tue, Jul 14 - Wed, Jul 22
American Airlines Logo
8:54 am - 11:17 am
DFW
-
MKE
2h 23mnonstop
American Airlines Logo
6:46 pm - 9:21 pm
MKE
-
DFW
2h 35mnonstop
$257American Airlines
Sat, Jul 4 - Wed, Jul 8
Delta Logo
7:59 pm - 9:53 pm
JFK
-
MKE
2h 54mnonstop
Delta Logo
6:45 am - 10:12 am
MKE
-
JFK
2h 27mnonstop
$299Delta
Mon, Aug 3 - Thu, Aug 6
American Airlines Logo
10:00 pm - 11:09 pm
DCA
-
MKE
2h 09mnonstop
American Airlines Logo
6:00 am - 9:13 am
MKE
-
DCA
2h 13mnonstop
$302American Airlines
Useful Info

Good to know - Book Cheap Waukesha Plane Tickets

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Atlanta to Milwaukee

Flights to Waukesha: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Waukesha 
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 - booking Waukesha flights

  • How long is the flight to Waukesha?

    Flights from Washington, D.C. Reagan-National Airport2h 00m
    Flights from Denver2h 15m
    Flights from Newark Airport2h 24m
    Flights from Boston2h 35m
    Flights from Phoenix Sky Harbor Intl Airport3h 15m
  • What is the cheapest flight to Milwaukee?

    In the last 5 days, the cheapest flight deal to Milwaukee was found on the route from Atlanta, at $192 return. The most popular connection is from Boston to Milwaukee and KAYAK users have found round-trip deals for as low as $192 in the last 5 days.

  • Which airlines fly to Milwaukee?

    Many airlines fly to Milwaukee, the most common ones being United Airlines, American Airlines, and Southwest. See the amount of flights per week for popular airlines flying to Milwaukee.

  • How to fly to Waukesha?

    You cannot fly directly to Waukesha. KAYAK recommends you fly to Milwaukee-Mitchell (MKE) (17.49 miles from Waukesha). From there you can rent a car or get a taxi.

  • What airports are near Waukesha?

    The closest airport is Milwaukee-Mitchell (MKE) (17.49 mi). Other nearby airports are Madison Truax Field (MSN) (56.2 mi), Chicago O'Hare Intl (ORD) (73.18 mi) or Chicago All airports (CHI) (83.62 mi). KAYAK recommends you fly to Milwaukee-Mitchell.

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    The distance between Milwaukee-Mitchell Airport and downtown Milwaukee is 6 miles.

  • What is the name of Milwaukee’s airport?

    There is only 1 airport in Milwaukee, called Milwaukee-Mitchell Airport (MKE). It can also be referred to as General Mitchell Intl or Milwaukee-Mitchell.

  • How does KAYAK find such low prices on flights to Waukesha?

    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 to Waukesha.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Waukesha is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Waukesha?

    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 Waukesha 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 to Waukesha?

    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 Waukesha up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Waukesha

  • There is no major airport in Waukesha. It is instead served by Milwaukee-Mitchell Airport.
  • Looking for cheap airfare to Waukesha? 25% of our users found round-trip tickets to Waukesha for the following prices or less: From Boston $144, from Los Angeles $192, from Las Vegas $326
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Waukesha flight deals.

Reviews of the top 5 airlines flying to Waukesha

 
Need help choosing which airline to fly with from the United States to Waukesha? 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.
7.9
SouthwestOverall score based on 4235 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

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

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Service was professional and quick. Premium economy seat was comfortable given the class

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

We sat on plane at gate delayed without communication as to why we were just sitting there

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to Waukesha