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$54+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Jan 19 — Jan 261
Mon 1/19
Mon 1/26
1 adult, Economy
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Cheap 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 December 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Tue 1/64:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 12/18$96
This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amJFK - ORD
Nonstop2h 57mFrontier
Mon 2/912:05 pmORD - JFK
Nonstop2h 24mFrontier
Deal found 12/17$98
This Frontier deal was found by Cheapflights users on 12/20. 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 12/3111:00 amJFK - ORD
Nonstop2h 57mFrontier
Mon 1/56:40 amORD - JFK
Nonstop2h 24mFrontier
Deal found 12/20$105
This Frontier deal was found by Cheapflights users on 12/20. 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 12/2711:00 amJFK - ORD
Nonstop2h 57mFrontier
Mon 1/1912:00 pmORD - JFK
Nonstop2h 24mFrontier
Deal found 12/20$109
This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Mon 2/910:48 amORD - LGA
1 stop8h 12mSpirit Airlines
Deal found 12/19$109
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/258:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Tue 1/64:38 pmORD - LGA
Nonstop2h 04mSpirit Airlines
Deal found 12/18$110
This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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 12/316:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Mon 2/98:43 pmORD - EWR
1 stop13h 59mSpirit Airlines
Deal found 12/19$111
This CheapOair deal was found by Cheapflights users on 12/20. 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.
Wed 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Sat 1/37:20 amORD - LGA
Nonstop2h 01mSpirit Airlines
Deal found 12/20$117
This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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.
Tue 12/306:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Mon 1/59:34 amORD - EWR
Nonstop2h 16mSpirit Airlines
Deal found 12/19$119
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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.
Tue 12/306:55 amEWR - ORD
Nonstop2h 36mSpirit Airlines
Fri 1/164:38 pmORD - EWR
Nonstop2h 08mSpirit Airlines
Deal found 12/18$120
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Wed 12/3111:00 amJFK - ORD
Nonstop2h 57mMultiple Airlines
Mon 2/96:57 pmORD - JFK
1 stop13h 10mMultiple Airlines
Deal found 12/19$121
This Kiwi.com deal was found by Cheapflights users on 12/18. 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.
Wed 12/3111:00 amJFK - ORD
Nonstop2h 57mFrontier
Fri 1/26:40 amORD - JFK
Nonstop2h 24mFrontier
Deal found 12/18$122

Find flight deals from Connecticut to Wisconsin

Keep the following information in mind while searching for Connecticut to Wisconsin flight deals. Data was last updated December 20, 2025.

Round-trip from

$85
(Flightnetwork)

One-way from

$54
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$452
From Connecticut to Wisconsin
Search Deals
One-way flight from Connecticut to Wisconsin
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 20, 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

LGA - ORD

LGAORD

New York LaGuardia

Fri 5/15

12:59 pm-2:41 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 5/19

9:04 am-12:04 pm

Nonstop2h 00m

$91

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 5/30

8:00 am-7:48 pm

1 stop12h 48m

Chicago O'Hare Intl

Tue 6/2

9:04 am-12:04 pm

Nonstop2h 00m

$98

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/6

8:00 am-7:48 pm

1 stop12h 48m

Chicago O'Hare Intl

Sun 5/10

9:04 am-12:04 pm

Nonstop2h 00m

$117

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 5/31

12:59 pm-2:41 pm

Nonstop2h 42m

Chicago O'Hare Intl

Wed 6/3

7:05 am-7:00 pm

1 stop10h 55m

$127

NewarkChicago

EWR - ORD

EWRORD

Newark

Tue 5/12

12:00 pm-11:41 pm

1 stop12h 41m

Chicago O'Hare Intl

Wed 5/13

4:47 pm-7:55 pm

Nonstop2h 08m

$138

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/22

11:20 am-1:14 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sat 1/24

2:30 pm-6:04 pm

Nonstop2h 34m

$139

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 2/3

5:25 pm-7:36 pm

Nonstop3h 11m

Chicago O'Hare Intl

Tue 2/10

8:45 am-12:02 pm

Nonstop2h 17m

$139

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/31

7:29 pm-9:15 pm

Nonstop2h 46m

Chicago O'Hare Intl

Thu 1/1

6:00 am-9:10 am

Nonstop2h 10m

$139

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 2/2

7:35 pm-9:35 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 2/3

7:00 am-10:29 am

Nonstop2h 29m

$139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 1/29

7:15 am-9:11 am

Nonstop2h 56m

Chicago O'Hare Intl

Sun 2/1

8:55 am-12:13 pm

Nonstop2h 18m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

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 December 20, 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 December 20, 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
4,258 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,018 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,097 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,258 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 42m. There are 731 mi between Connecticut and Wisconsin. All flights are typically nonstop.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $108 and $118 on Delta and Southwest, 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 December 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$198Average$400FlexibilityNo cancel feeOn-time69%
DeltaCheapest$232Average$395FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$458FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$411FlexibilityNo cancel feeOn-time63%

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