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$223+ Cheap flights from New Haven to Milwaukee (HVN - MKE)

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — MKE
Jun 6 — Jun 131
Sat 6/6
Sat 6/13
1 adult, Economy
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Cheap flight deals from New Haven to Milwaukee

Cheapest flights from New Haven to Milwaukee
Explore the most affordable flight options available from New Haven to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:42 pm
HVN
-
MKE
1 stop17h 16m
Multiple Airlines
Sat 8/112:10 pm
MKE
-
HVN
2 stops30h 46m
Multiple Airlines
Deal found 5/4$573
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:42 pm
HVN
-
MKE
1 stop17h 16m
Multiple Airlines
Sun 6/288:43 am
MKE
-
HVN
2 stops32h 08m
Multiple Airlines
Deal found 5/3$601
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/203:42 pm
HVN
-
MKE
1 stop17h 19m
Multiple Airlines
Sun 5/248:46 am
MKE
-
HVN
1 stop10h 10m
Multiple Airlines
Deal found 5/5$681

Find flight deals from New Haven to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$573
(Kiwi.com)

One-way from

$223
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$451
Provider with most accurate pricing for Tweed-New Haven-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tweed-New Haven-Milwaukee-Mitchell flights.
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From Tweed-New Haven to Milwaukee-Mitchell
Search Deals
One-way flight from Tweed-New Haven to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 7, 2026.
Use the filters below to find and compare flights from New Haven to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Sat 7/18

3:42 pm-7:58 am

1 stop17h 16m

Milwaukee-Mitchell

Sat 8/1

12:10 pm-7:56 pm

2 stops30h 46m

$573

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Wed 6/24

3:42 pm-7:58 am

1 stop17h 16m

Milwaukee-Mitchell

Sun 6/28

8:43 am-5:51 pm

2 stops32h 08m

$601
Quickest round-trip

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Wed 5/20

3:42 pm-8:01 am

1 stop17h 19m

Milwaukee-Mitchell

Sun 5/24

8:46 am-7:56 pm

1 stop10h 10m

$681
Cheapest one-way

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Wed 6/3

3:42 pm-8:01 am

1 stop17h 19m

$223

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Tue 6/9

2:47 pm-11:13 am

2 stops21h 26m

$267

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Sun 6/28

2:34 pm-7:58 am

3 stops42h 24m

$302
Quickest one-way

New HavenMilwaukee

HVN - MKE

HVNMKE

Tweed-New Haven

Wed 6/17

3:42 pm-7:58 am

1 stop17h 16m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Sorted by cheapest first

Compare providers for flights from New Haven to 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 New Haven to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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: When it comes to deals on New Haven-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Haven-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Haven-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Haven-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Haven-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New Haven to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from New Haven 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.

Related info for your journey

Find useful and relevant information for your journey from New Haven to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from New Haven to Milwaukee that include hotel bookings?

    Yes. In addition to deals on New Haven to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Haven to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Milwaukee.

  • Can I find deals for business class flights from New Haven to Milwaukee?

    Yes. Cheapflights offers flight deals from New Haven to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa

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