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Connecticut

$60+ Cheap flights from Wisconsin to Connecticut

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Wisconsin to Connecticut

Keep the following information in mind while searching for Wisconsin to Connecticut flight deals. Data was last updated October 30, 2025.

Round-trip from

$86
(Cheapflightsfares)

One-way from

$60
(Expedia)

Popular in

August

Cheapest in

October

Average price

$323
From Wisconsin to Connecticut
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One-way flight from Wisconsin to Connecticut
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Highest demand for flights based on searches. 14% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Wisconsin to Connecticut

Cheapest flights from Wisconsin to Connecticut
Explore the most affordable flight options available from Wisconsin to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:34 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Tue 11/1112:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Deal found 10/28$86
This Frontier deal was found by Cheapflights users on 10/29. 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.
Tue 11/186:40 amORD - JFK
Nonstop2h 23mFrontier
Tue 11/181:00 pmJFK - ORD
1 stop12h 59mFrontier
Deal found 10/29$86
This Flightnetwork deal was found by Cheapflights users on 10/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:34 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Mon 11/174:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/30$87
This Frontier deal was found by Cheapflights users on 10/29. 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.
Tue 11/116:40 amORD - JFK
Nonstop2h 23mFrontier
Thu 11/207:00 amJFK - ORD
1 stop11h 13mFrontier
Deal found 10/29$87
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:52 amORD - LGA
1 stop11h 29mSpirit Airlines
Wed 11/194:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/28$88
This Frontier deal was found by Cheapflights users on 10/30. 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.
Wed 11/126:40 amORD - JFK
Nonstop2h 23mFrontier
Thu 12/1110:00 amJFK - ORD
1 stop8h 27mFrontier
Deal found 10/30$88
This Spirit deal was found by Cheapflights users on 10/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:10 amORD - LGA
1 stop9h 49mSpirit Airlines
Tue 11/184:59 pmLGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 10/29$89
This Frontier deal was found by Cheapflights users on 10/30. 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.
Thu 11/136:40 amORD - JFK
Nonstop2h 23mFrontier
Thu 11/131:05 pmJFK - ORD
1 stop12h 54mFrontier
Deal found 10/30$89
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Sun 11/237:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Deal found 10/30$90
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 11/106:40 amORD - JFK
Nonstop2h 23mFrontier
Tue 11/1111:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 10/29$90
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/2410:59 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 12/98:41 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 10/28$91
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:05 amORD - JFK
1 stop6h 55mFrontier
Fri 11/1411:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 10/29$91

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Connecticut 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 October 30, 2025.
Use the filters below to find and compare flights from Wisconsin to Connecticut that are best for you.

Fly from

Wisconsin

Fly to

Connecticut

Route

Depart

Return

Price

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 11/15

10:00 am-4:54 pm

1 stop5h 54m

New York John F Kennedy Intl

Sat 11/15

7:00 pm-8:52 pm

Nonstop2h 52m

$135

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

11:00 am-2:11 pm

Nonstop2h 11m

New York LaGuardia

Mon 11/17

9:15 pm-10:57 pm

Nonstop2h 42m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 11/8

7:20 pm-10:41 pm

Nonstop2h 21m

New York LaGuardia

Mon 11/10

8:50 pm-10:35 pm

Nonstop2h 45m

$143

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

2:00 pm-5:07 pm

Nonstop2h 07m

New York LaGuardia

Sun 11/16

7:15 am-8:57 am

Nonstop2h 42m

$143

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 11/17

7:00 am-10:26 am

Nonstop2h 26m

New York John F Kennedy Intl

Thu 11/20

10:50 am-12:39 pm

Nonstop2h 49m

$143

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 11/15

6:45 am-9:59 am

Nonstop2h 14m

New York John F Kennedy Intl

Thu 11/20

10:55 am-12:48 pm

Nonstop2h 53m

$143

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 12/25

7:10 am-10:26 am

Nonstop2h 16m

Newark

Wed 12/31

6:00 am-7:53 am

Nonstop2h 53m

$143

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 11/18

1:25 pm-4:50 pm

Nonstop2h 25m

New York John F Kennedy Intl

Thu 11/20

4:00 pm-5:53 pm

Nonstop2h 53m

$143

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Thu 1/8

1:00 pm-4:16 pm

Nonstop2h 16m

Newark

Tue 1/13

9:00 am-10:53 am

Nonstop2h 53m

$147

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 11/27

8:20 am-11:35 am

Nonstop2h 15m

New York John F Kennedy Intl

Fri 12/12

8:00 pm-9:52 pm

Nonstop2h 52m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Connecticut

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

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

Currently, March is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $177). Flying from Wisconsin to Connecticut in June is currently the most expensive (average of $249). 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.

What is the cheapest time of day to fly from WI to CT?

Find hourly flight availability from Wisconsin to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Wisconsin to Connecticut in the morning. Doing so could potentially save you 16% on the flight price compared to flying in the afternoon, which is usually more expensive.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Wisconsin to Connecticut 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
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Wisconsin to Connecticut?

    There are many flights that can get you from Wisconsin to Connecticut in 2h 11m. Fly via JetBlue, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 731 mi. This flight may include one or multiple stops.

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

    $69 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and JetBlue, with prices starting from $69 and $69, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Connecticut 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 Wisconsin to Connecticut?

    Currently, March is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $177). Flying from Wisconsin to Connecticut in June is currently the most expensive (average of $249). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to Connecticut

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

Discover the top 4 airlines that operate flights from Wisconsin to Connecticut. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$391FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$398FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$236Average$339FlexibilityNo cancel feeOn-time63%
DeltaCheapest$237Average$364FlexibilityNo cancel feeOn-timeN/A

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