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$120+ Cheap flights from Connecticut to Milwaukee (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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Aug 15 — Aug 221
Sat 8/15
Sat 8/22
1 adult, Economy
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Cheap flight deals from Connecticut to Milwaukee

Cheapest flights from Connecticut to Milwaukee
Explore the most affordable flight options available from Connecticut to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 16, 2026.

This United Airlines deal was found by Cheapflights users on 7/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/229:00 am
EWR
-
MKE
Nonstop2h 39m
United Airlines
Tue 8/257:05 pm
MKE
-
EWR
Nonstop2h 23m
United Airlines
Deal found 7/13$239
This Frontier deal was found by Cheapflights users on 7/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:30 am
EWR
-
MKE
1 stop8h 45m
Frontier
Mon 9/148:10 pm
MKE
-
EWR
1 stop13h 17m
Frontier
Deal found 7/13$240
This United Airlines deal was found by Cheapflights users on 7/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:59 pm
EWR
-
MKE
Nonstop2h 38m
United Airlines
Tue 8/186:00 am
MKE
-
EWR
Nonstop2h 24m
United Airlines
Deal found 7/14$254
This United Airlines deal was found by Cheapflights users on 7/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:59 pm
EWR
-
MKE
Nonstop2h 38m
United Airlines
Mon 9/147:05 pm
MKE
-
EWR
Nonstop2h 23m
United Airlines
Deal found 7/13$260
This CheapOair deal was found by Cheapflights users on 7/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:31 am
BDL
-
MKE
1 stop24h 42m
Frontier
Tue 8/2512:10 pm
MKE
-
BDL
1 stop22h 22m
Frontier
Deal found 7/13$268
This CheapOair deal was found by Cheapflights users on 7/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:55 pm
BDL
-
MKE
1 stop23h 20m
Frontier
Sun 9/208:10 pm
MKE
-
BDL
1 stop22h 51m
Frontier
Deal found 7/15$273
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:50 am
EWR
-
MKE
1 stop5h 12m
American Airlines
Wed 8/191:17 pm
MKE
-
EWR
1 stop6h 57m
American Airlines
Deal found 7/13$274
This Frontier deal was found by Cheapflights users on 7/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2811:30 am
EWR
-
MKE
1 stop8h 45m
Frontier
Thu 10/18:10 pm
MKE
-
EWR
1 stop13h 17m
Frontier
Deal found 7/15$275
This Frontier deal was found by Cheapflights users on 7/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:30 am
EWR
-
MKE
1 stop8h 45m
Frontier
Mon 10/128:10 pm
MKE
-
EWR
1 stop13h 17m
Frontier
Deal found 7/13$279
This United Airlines deal was found by Cheapflights users on 7/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:59 pm
EWR
-
MKE
Nonstop2h 38m
United Airlines
Sun 8/166:00 am
MKE
-
EWR
Nonstop2h 24m
United Airlines
Deal found 7/14$289
This Southwest deal was found by Cheapflights users on 7/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:30 am
LGA
-
MKE
1 stop11h 40m
Southwest
Fri 8/74:50 pm
MKE
-
LGA
1 stop5h 30m
Southwest
Deal found 7/13$294
This American Airlines deal was found by Cheapflights users on 7/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:50 am
EWR
-
MKE
1 stop6h 57m
American Airlines
Sat 8/222:42 pm
MKE
-
EWR
1 stop5h 37m
American Airlines
Deal found 7/15$294

Find flight deals from Connecticut to Milwaukee

Keep the following information in mind while searching for Connecticut to Milwaukee flight deals. Data was last updated July 16, 2026.

Round-trip from

$239
(United Airlines)

One-way from

$120
(Priceline)

Popular in

May

Cheapest in

September

Average price

$526
From Connecticut to Milwaukee-Mitchell
Search Deals
One-way flight from Connecticut to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut 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 July 16, 2026.
Use the filters below to find and compare flights from Connecticut to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkMilwaukee

LGA - MKE

LGAMKE

New York LaGuardia

Thu 8/13

2:35 pm-9:25 pm

2 stops7h 50m

Milwaukee-Mitchell

Sun 8/16

8:40 am-9:25 pm

1 stop11h 45m

$303

NewarkMilwaukee

EWR - MKE

EWRMKE

Newark

Thu 9/3

8:30 am-1:54 pm

1 stop6h 24m

Milwaukee-Mitchell

Sun 9/6

3:59 pm-12:58 am

1 stop7h 59m

$309

New YorkMilwaukee

LGA - MKE

LGAMKE

New York LaGuardia

Mon 10/19

7:45 pm-12:15 am

1 stop5h 30m

Milwaukee-Mitchell

Tue 10/20

7:30 am-4:55 pm

1 stop8h 25m

$314

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Thu 10/1

5:30 am-8:52 am

1 stop4h 22m

Milwaukee-Mitchell

Mon 10/5

6:47 pm-11:13 pm

1 stop3h 26m

$317

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Mon 9/28

5:30 am-8:52 am

1 stop4h 22m

Milwaukee-Mitchell

Mon 10/5

6:47 pm-11:13 pm

1 stop3h 26m

$317

NewarkMilwaukee

EWR - MKE

EWRMKE

Newark

Fri 8/28

9:59 pm-11:37 pm

Nonstop2h 38m

Milwaukee-Mitchell

Thu 9/3

6:00 am-9:24 am

Nonstop2h 24m

$319

NewarkMilwaukee

EWR - MKE

EWRMKE

Newark

Tue 8/18

9:59 pm-11:37 pm

Nonstop2h 38m

Milwaukee-Mitchell

Sat 8/22

7:05 pm-10:28 pm

Nonstop2h 23m

$319

New YorkMilwaukee

JFK - MKE

JFKMKE

New York John F Kennedy Intl

Fri 11/6

6:20 pm-8:08 pm

Nonstop2h 48m

Milwaukee-Mitchell

Mon 11/9

7:00 am-10:26 am

Nonstop2h 26m

$319

New YorkMilwaukee

JFK - MKE

JFKMKE

New York John F Kennedy Intl

Wed 8/12

5:30 pm-7:24 pm

Nonstop2h 54m

Milwaukee-Mitchell

Sat 8/15

6:45 am-10:12 am

Nonstop2h 27m

$319

New YorkMilwaukee

JFK - MKE

JFKMKE

New York John F Kennedy Intl

Thu 9/3

5:30 pm-7:24 pm

Nonstop2h 54m

Milwaukee-Mitchell

Sun 9/6

6:45 am-10:12 am

Nonstop2h 27m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/13

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Connecticut to Milwaukee

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

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Milwaukee

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

Currently, September is the cheapest month in which you can book a flight from Connecticut to Milwaukee (average of $198). Flying from Connecticut to Milwaukee in January is currently the most expensive (average of $396). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Connecticut to Milwaukee?

How far ahead should I book a flight from Connecticut to Milwaukee?

The price you pay for your flight from Connecticut to Milwaukee may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

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

  • What airport do you fly into for flights to Milwaukee from Connecticut?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell (MKE) is the airport most travelers will use when flying to Milwaukee from Connecticut.

  • How long is the flight from Connecticut to Milwaukee?

    For as low as $317, Southwest can have you in Milwaukee from Connecticut in 4h 42m. There are 843 mi between Connecticut and Milwaukee. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Connecticut to Milwaukee one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $118. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Connecticut to Milwaukee for a low price.

  • What are the most popular routes from Connecticut to Milwaukee?

    When deciding which route to take from Connecticut to Milwaukee consider New York LaGuardia - Milwaukee-Mitchell, Newark - Milwaukee-Mitchell or New York John F Kennedy Intl - Milwaukee-Mitchell as they are the most popular.

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

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

  • How can I find direct flights from Connecticut to Milwaukee?

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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.

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

    Currently, September is the cheapest month in which you can book a flight from Connecticut to Milwaukee (average of $198). Flying from Connecticut to Milwaukee in January is currently the most expensive (average of $396). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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Alternative routes for Connecticut to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Connecticut to Milwaukee

Discover the top 4 airlines that operate flights from Connecticut to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$236Average$472FlexibilityNo cancel feeOn-time63%
DeltaCheapest$258Average$417FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$273Average$403FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$279Average$386FlexibilityNo cancel feeOn-time71%

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