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$78+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$123
(FlightHub)

One-way from

$78
(American Airlines)
From Wisconsin to Connecticut
Search Deals
One-way flight from Wisconsin to Connecticut
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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 July 31, 2025.

This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/411:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Mon 9/83:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 7/31$123
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 12/156:40 amORD - JFK
Nonstop2h 23mFrontier
Wed 12/1711:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 7/29$127
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:00 amORD - LGA
Nonstop2h 10mDelta
Wed 9/38:30 pmLGA - ORD
Nonstop2h 50mDelta
Deal found 7/29$137
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:20 pmORD - JFK
Nonstop2h 43mDelta
Sat 9/63:29 pmJFK - ORD
Nonstop3h 08mDelta
Deal found 7/31$142
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:00 amORD - LGA
Nonstop2h 04mAmerican Airlines
Wed 9/32:11 pmLGA - ORD
Nonstop2h 57mAmerican Airlines
Deal found 7/29$147
This Trip.com deal was found by Cheapflights users on 7/29. 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.
Tue 8/266:15 amORD - JFK
Nonstop2h 12mJetBlue
Tue 9/28:30 pmJFK - ORD
Nonstop2h 58mJetBlue
Deal found 7/29$149
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/207:42 pmORD - EWR
Nonstop2h 17mAmerican Airlines
Mon 9/227:30 amEWR - ORD
Nonstop2h 40mAmerican Airlines
Deal found 7/29$158
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/198:12 pmORD - EWR
1 stop12h 14mSpirit Airlines
Fri 8/221:55 pmEWR - ORD
1 stop9h 27mSpirit Airlines
Deal found 7/30$159
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/31:59 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Tue 10/711:00 amJFK - ORD
Nonstop2h 40mAmerican Airlines
Deal found 7/30$160
This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/268:12 pmORD - EWR
1 stop12h 14mMultiple Airlines
Tue 9/25:55 amEWR - ORD
1 stop8h 38mMultiple Airlines
Deal found 7/28$161
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:23 pmORD - EWR
Nonstop2h 22mUnited Airlines
Sun 10/56:00 amEWR - ORD
Nonstop2h 38mUnited Airlines
Deal found 7/30$167
This Gotogate deal was found by Cheapflights users on 7/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:53 pmMKE - EWR
1 stop9h 13mSpirit Airlines
Mon 9/810:00 amEWR - MKE
1 stop5h 04mSpirit Airlines
Deal found 7/30$169

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 July 31, 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 - LGA

ORDLGA

Chicago O'Hare Intl

Thu 9/4

11:13 am-2:18 pm

Nonstop2h 05m

New York LaGuardia

Mon 9/8

3:13 pm-4:51 pm

Nonstop2h 38m

$123

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 10/8

6:16 pm-7:28 am

1 stop12h 12m

New York John F Kennedy Intl

Mon 10/13

11:00 am-12:45 pm

Nonstop2h 45m

$129

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 9/3

6:00 am-9:10 am

Nonstop2h 10m

New York LaGuardia

Wed 9/3

8:30 pm-10:20 pm

Nonstop2h 50m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 9/3

6:20 pm-10:03 pm

Nonstop2h 43m

New York John F Kennedy Intl

Sat 9/6

3:29 pm-5:37 pm

Nonstop3h 08m

$142

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 8/27

6:00 am-9:04 am

Nonstop2h 04m

New York LaGuardia

Wed 9/3

2:11 pm-4:08 pm

Nonstop2h 57m

$147

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 8/26

6:15 am-9:27 am

Nonstop2h 12m

New York John F Kennedy Intl

Tue 9/2

8:30 pm-10:28 pm

Nonstop2h 58m

$149

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 9/20

7:42 pm-10:59 pm

Nonstop2h 17m

Newark

Mon 9/22

7:30 am-9:10 am

Nonstop2h 40m

$158

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 8/19

8:12 pm-9:26 am

1 stop12h 14m

Newark

Fri 8/22

1:55 pm-10:22 pm

1 stop9h 27m

$159

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 10/3

1:59 pm-5:17 pm

Nonstop2h 18m

New York John F Kennedy Intl

Tue 10/7

11:00 am-12:40 pm

Nonstop2h 40m

$160

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 8/26

8:12 pm-9:26 am

1 stop12h 14m

Newark

Tue 9/2

5:55 am-1:33 pm

1 stop8h 38m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, 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 July 31, 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 July 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

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

    $78 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Spirit Airlines, with prices starting from $78 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$399FlexibilityNo cancel feeOn-time71%
DeltaCheapest$237Average$401FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$431FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$256Average$356FlexibilityNo cancel feeOn-time63%

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