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Wisconsin

$64+ Cheap flights from Connecticut to Wisconsin

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Connecticut to Wisconsin

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

Round-trip from

$100
(Cheapflightsfares)

One-way from

$64
(Trip.com)

Popular in

April

Cheapest in

September

Average price

$380
From Connecticut to Wisconsin
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One-way flight from Connecticut to Wisconsin
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Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 Connecticut to Wisconsin

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

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.
Fri 11/141:08 pmJFK - ORD
1 stop12h 51mFrontier
Mon 11/176:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$101
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:30 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Tue 12/23:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/30$101
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:20 amJFK - ORD
1 stop11h 36mFrontier
Tue 11/186:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/30$102
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Tue 11/1810:52 amORD - LGA
1 stop7h 08mSpirit Airlines
Deal found 10/29$102
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
Sat 11/156:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/28$103
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.
Sat 11/88:59 amLGA - ORD
Nonstop2h 31mSpirit Airlines
Sat 11/227:21 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/30$103
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
Thu 11/206:45 pmORD - JFK
1 stop10h 16mFrontier
Deal found 10/28$104
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.
Thu 11/612:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Mon 11/107:34 pmORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 10/29$104
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/121:00 pmJFK - ORD
Nonstop2h 57mFrontier
Sat 12/138:36 amORD - JFK
Nonstop2h 24mFrontier
Deal found 10/28$105
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.
Sat 11/2212:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Sat 12/612:09 pmORD - LGA
1 stop6h 51mSpirit Airlines
Deal found 10/28$105
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:00 amJFK - ORD
Nonstop2h 45mFrontier
Mon 11/106:40 amORD - JFK
Nonstop2h 23mFrontier
Deal found 10/28$106
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.
Fri 11/2112:59 pmLGA - ORD
Nonstop2h 32mSpirit Airlines
Thu 11/273:53 pmORD - LGA
Nonstop2h 07mSpirit Airlines
Deal found 10/28$106

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Wisconsin 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 Connecticut to Wisconsin that are best for you.

Fly from

Connecticut

Fly to

Wisconsin

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 11/19

10:50 am-12:39 pm

Nonstop2h 49m

Chicago O'Hare Intl

Wed 11/19

6:33 pm-10:05 pm

Nonstop2h 32m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 11/15

11:30 am-1:17 pm

Nonstop2h 47m

Chicago O'Hare Intl

Mon 11/17

9:30 am-12:41 pm

Nonstop2h 11m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/13

6:15 am-7:55 am

Nonstop2h 40m

Chicago O'Hare Intl

Wed 11/19

7:00 am-10:15 am

Nonstop2h 15m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 11/11

10:59 am-12:27 am

1 stop14h 28m

Chicago O'Hare Intl

Wed 11/12

10:52 am-11:21 pm

1 stop11h 29m

$138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 1/15

7:30 am-9:27 am

Nonstop2h 57m

Chicago O'Hare Intl

Sun 1/18

10:45 am-1:58 pm

Nonstop2h 13m

$138

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 2/7

7:00 pm-8:53 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sat 2/14

7:30 am-10:56 am

Nonstop2h 26m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 11/14

8:50 pm-10:35 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 11/17

5:50 pm-9:01 pm

Nonstop2h 11m

$143

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 12/2

8:01 am-9:56 am

Nonstop2h 55m

Chicago O'Hare Intl

Sat 12/13

6:30 pm-10:04 pm

Nonstop2h 34m

$148

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 12/8

8:01 am-9:56 am

Nonstop2h 55m

Chicago O'Hare Intl

Tue 12/9

10:36 am-1:59 pm

Nonstop2h 23m

$148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/13

6:00 am-9:46 am

1 stop4h 46m

Chicago O'Hare Intl

Thu 11/13

2:00 pm-5:07 pm

Nonstop2h 07m

$153

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 Connecticut to Wisconsin

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

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

Currently, March is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $198). Flying from Connecticut to Wisconsin in August is currently the most expensive (average of $260). 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 CT to WI?

Find hourly flight availability from Connecticut to Wisconsin. 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 Connecticut to Wisconsin at noon. Doing so could potentially save you 27% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Connecticut to Wisconsin 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

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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 Connecticut to Wisconsin. 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 Connecticut to Wisconsin?

    Departing from Connecticut to Wisconsin will take you 2h 35m. There are 716 mi between Connecticut and Wisconsin. This flight may include one or multiple stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $69. Users have also found prices from $70 and $70 on Delta and Spirit Airlines, respectively.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $198). Flying from Connecticut to Wisconsin in August is currently the most expensive (average of $260). 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 Connecticut to Wisconsin

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 Wisconsin

Discover the top 4 airlines that operate flights from Connecticut to Wisconsin. 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
United AirlinesCheapest$225Average$402FlexibilityNo cancel feeOn-time69%
DeltaCheapest$232Average$398FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$454FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$407FlexibilityNo cancel feeOn-time63%

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