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Milwaukee

$75+ Cheap flights from Milwaukee

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — LAS
May 27 — Jun 31
Wed 5/27
Wed 6/3
1 adult, Economy
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Find flights from Milwaukee within your budget

 
Find flights departing from Milwaukee that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on April 27, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/29

6:55 pm-10:16 pm

Nonstop2h 21m

Boston Logan Intl

Wed 6/3

5:40 am-8:49 am

1 stop4h 09m

$197

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 5/10

5:15 am-11:01 am

1 stop4h 46m

Boston Logan Intl

Mon 5/11

7:30 am-11:31 am

1 stop5h 01m

$203

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 8/13

6:00 am-12:57 pm

1 stop5h 57m

Boston Logan Intl

Mon 8/17

6:42 pm-10:36 pm

1 stop4h 54m

$207

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 6/13

5:29 pm-11:16 pm

1 stop4h 47m

Boston Logan Intl

Mon 6/15

7:00 pm-11:34 pm

1 stop5h 34m

$222

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 6/20

2:12 pm-5:38 pm

Nonstop2h 26m

Boston Logan Intl

Tue 6/23

5:30 am-8:51 am

1 stop4h 21m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 5/31

7:15 pm-1:14 am

1 stop4h 59m

Boston Logan Intl

Thu 6/4

6:00 am-9:57 am

1 stop4h 57m

$267
Quickest round-trip

MilwaukeeNewark

MKE - EWR

MKEEWR

Milwaukee-Mitchell

Wed 5/27

6:14 am-9:35 am

Nonstop2h 21m

Newark

Sat 5/30

8:42 am-10:09 am

Nonstop2h 27m

$269

MilwaukeeNewark

MKE - EWR

MKEEWR

Milwaukee-Mitchell

Wed 7/8

6:14 am-9:35 am

Nonstop2h 21m

Newark

Sat 7/11

9:59 pm-11:34 pm

Nonstop2h 35m

$269

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 6/23

4:52 pm-11:54 pm

1 stop6h 02m

Boston Logan Intl

Wed 6/24

9:10 am-10:50 am

Nonstop2h 40m

$272

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 9/29

5:10 am-2:22 pm

2 stops8h 12m

Boston Logan Intl

Sat 10/3

7:00 pm-11:36 pm

1 stop5h 36m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee in April
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Milwaukee, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Milwaukee made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Milwaukee. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Milwaukee. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Milwaukee

Have a flexible travel schedule? Discover the best time to fly from Milwaukee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Milwaukee

Get recent, data-driven insights about flights from Milwaukee including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Milwaukee?

To ensure you get the cheapest price possible for a flight from Milwaukee, you should look to book at least 61 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Milwaukee?

Currently, October is the cheapest month in which you can book a flight from Milwaukee (average of $310). Flying from Milwaukee in January will prove the most costly (average of $500). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Las Vegas. Price data was last updated on April 25, 2026.

Those who are seeking the cheapest fare on flights departing from Milwaukee would be wise to consider leaving during Tuesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Friday afternoons when fares are usually the most expensive.

Which airlines fly from Milwaukee?

For flights departing from Milwaukee check dates and pricing for the following: Southwest, Spirit Airlines, Delta, American Airlines, Frontier. These airlines depart to the following popular destinations: Las Vegas.

Southwest
Southwest
From $150
American Airlines
American Airlines
From $130
Delta
Delta
From $62
United Airlines
United Airlines
From $127

What are popular destinations to fly to from Milwaukee?

Some of the most frequent flights departing from Milwaukee everyday are: Chicago (854 flights per day), Detroit (238 flights per day), and Atlanta (207 flights per day).

Chicago
Chicago
From $145
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $121
Denver Intl
Denver Intl
From $121
Orlando
Orlando
From $70

What is the cheapest place to fly to from Milwaukee?

The cheapest city to fly to from Milwaukee is Orlando, with prices starting at $70. Explore other affordable destinations below.

Orlando
Orlando
From $70
Boston Logan Intl
Boston Logan Intl
From $91
Kansas City Downtown
Kansas City Downtown
From $95
Los Angeles Los Angeles
Los Angeles Los Angeles
From $100

Airline reviews for flights from Milwaukee

Read reviews and ratings of airlines operating flights from Milwaukee. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Milwaukee travel. Please note that the reviews are sourced from user searches and were last updated on April 27, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Milwaukee to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,463 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,668 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,632 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,974 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Browse thousands of different options on Cheapflights for your next trip

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Popular international destinations from Milwaukee

The most popular international flight routes departing from Milwaukee we’ve come across at this time.
Flights from Milwaukee to Cancún

Related info for your journey

Access useful and relevant information related to your journey from Milwaukee. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated April 27, 2026.

  • What are the most popular destinations to fly to from Milwaukee?

    This month, the top selected destinations from Milwaukee are Dallas/Fort Worth Airport, Denver, Boston. Throughout the year, Denver, Boston, Fort Lauderdale are some of the top choices made by users flying from Milwaukee.

  • What is the cheapest flight from Milwaukee to anywhere?

    Users have flown out of Milwaukee for as low as $70 to Orlando Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $484 to fly from Milwaukee.

  • What are the cheapest airlines flying from Milwaukee to anywhere?

    Over the past few days, we've found that Frontier, Spirit Airlines, and Sun Country Air have the cheapest prices from Milwaukee. Frontier flights from Milwaukee to Atlanta Hartsfield-Jackson ($43), Spirit Airlines flights from Milwaukee to Atlanta Hartsfield-Jackson ($47), and Sun Country Air flights from Milwaukee to Cancun ($59).

  • What is the cheapest premium economy flight from Milwaukee?

    Options for some of the cheapest premium economy flights from Milwaukee we have found on Cheapflights are as follows:
    Fly from Milwaukee-Mitchell to Boston starting at $202
    Fly from Milwaukee-Mitchell to Las Vegas starting at $542
    Fly from Milwaukee-Mitchell to Orlando Airport starting at $574
    Fly from Milwaukee-Mitchell to New York LaGuardia Airport starting at $723

  • What is the cheapest first class flight from Milwaukee?

    If you’re looking for a cheap first-class flight from Milwaukee, consider Orlando. Prices start at $340 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Milwaukee?

    October is currently the cheapest month to fly from Milwaukee. At this moment in time January is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Milwaukee?

    Check out the cheapest flights from Milwaukee to embark to:
    Fly from Milwaukee to Orlando from $133 round trip
    Fly from Milwaukee to Kansas City from $157 round trip
    Fly from Milwaukee to Boston from $164 round trip
    Fly from Milwaukee to Charlotte from $182 round trip
    Fly from Milwaukee to Atlanta from $188 round trip

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