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Connecticut

$71+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$110
(Cheapflightsfares)

One-way from

$71
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$406
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. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2911:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 9/303:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/15$108
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:13 amORD - LGA
Nonstop2h 05mMultiple Airlines
Mon 10/612:56 pmLGA - ORD
1 stop7h 48mMultiple Airlines
Deal found 9/14$110
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Wed 10/223:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/14$111
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1111:55 amORD - LGA
1 stop10h 30mSpirit Airlines
Tue 10/1411:59 amLGA - ORD
1 stop12h 46mSpirit Airlines
Deal found 9/13$113
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:40 amORD - JFK
Nonstop2h 23mFrontier
Fri 10/2411:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$113
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:30 amORD - LGA
1 stop12h 59mSpirit Airlines
Thu 10/27:59 pmLGA - ORD
1 stop14h 19mSpirit Airlines
Deal found 9/14$114
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:40 amORD - JFK
Nonstop2h 23mFrontier
Sat 10/1811:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$114
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1811:55 amORD - LGA
1 stop10h 30mMultiple Airlines
Tue 10/2111:30 amLGA - ORD
1 stop6h 10mMultiple Airlines
Deal found 9/14$115
This Frontier deal was found by Cheapflights users on 9/13. 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.
Sat 10/116:40 amORD - JFK
Nonstop2h 23mFrontier
Wed 10/1511:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/13$115
This Spirit deal was found by Cheapflights users on 9/14. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/411:57 amORD - LGA
1 stop8h 08mSpirit Airlines
Mon 10/63:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/14$116
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:50 pmORD - JFK
1 stop5h 43mFrontier
Sun 11/211:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/14$116
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/245:05 amORD - LGA
1 stop9h 54mSpirit Airlines
Tue 9/303:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/15$117

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 September 15, 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

Wed 11/19

6:44 am-9:59 am

Nonstop2h 15m

New York John F Kennedy Intl

Tue 12/2

8:00 pm-9:48 pm

Nonstop2h 48m

$133

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

10:49 am-11:25 pm

1 stop11h 36m

New York LaGuardia

Sat 11/15

1:24 pm-2:56 pm

Nonstop2h 32m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 1/8

9:00 am-12:17 pm

Nonstop2h 17m

New York John F Kennedy Intl

Mon 1/19

4:41 pm-6:34 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 2/24

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Sat 2/28

7:40 pm-9:33 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 2/26

7:00 am-10:23 am

Nonstop2h 23m

New York John F Kennedy Intl

Thu 2/26

7:40 pm-9:33 pm

Nonstop2h 53m

$139

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 10/11

5:00 pm-8:17 pm

Nonstop2h 17m

New York LaGuardia

Tue 10/14

7:30 pm-9:07 pm

Nonstop2h 37m

$142

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 2/9

9:00 am-12:17 pm

Nonstop2h 17m

New York John F Kennedy Intl

Fri 2/13

7:40 pm-9:33 pm

Nonstop2h 53m

$143

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 12/7

7:05 pm-10:14 pm

Nonstop2h 09m

New York LaGuardia

Mon 12/8

5:45 am-7:13 am

Nonstop2h 28m

$146

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 10/18

12:00 pm-3:13 pm

Nonstop2h 13m

New York LaGuardia

Mon 10/27

9:15 pm-10:57 pm

Nonstop2h 42m

$147

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 12/4

7:00 am-10:13 am

Nonstop2h 13m

New York John F Kennedy Intl

Mon 12/8

8:00 pm-9:48 pm

Nonstop2h 48m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, November is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $287). Flying from Wisconsin to Connecticut in December is currently the most expensive (average of $351). 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 September 15, 2025.

When flying from Wisconsin to Connecticut, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 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
4,242 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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 15m. Fly via JetBlue, Spirit Airlines, or United Airlines to get the fastest option. Airlines will cover a distance of 738 mi. This flight may include one or multiple stops.

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

    $73 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $74 and $79, 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, November is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $287). Flying from Wisconsin to Connecticut in December is currently the most expensive (average of $351). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$400FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$420FlexibilityNo cancel feeOn-time69%
DeltaCheapest$237Average$409FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$256Average$341FlexibilityNo cancel feeOn-time63%

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