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Wisconsin

$74+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$150
(Flysmarter)

One-way from

$74
(CheapOair)
From Connecticut to Wisconsin
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One-way flight from Connecticut to Wisconsin
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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 July 31, 2025.

This Flysmarter 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/64:30 pmJFK - ORD
Nonstop2h 53mJetBlue
Mon 9/81:35 pmORD - JFK
Nonstop2h 24mJetBlue
Deal found 7/29$150
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.
Sun 9/73:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Wed 9/1011:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 7/29$150
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.
Sat 9/68:00 amJFK - ORD
Nonstop2h 55mDelta
Mon 9/87:00 amORD - JFK
Nonstop2h 23mDelta
Deal found 7/31$157
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.
Sat 9/1310:30 amLGA - ORD
Nonstop2h 36mDelta
Tue 9/167:05 pmORD - LGA
Nonstop2h 19mDelta
Deal found 7/31$157
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.
Sat 9/65:20 pmLGA - ORD
Nonstop2h 41mAmerican Airlines
Mon 9/811:16 amORD - LGA
Nonstop2h 14mAmerican Airlines
Deal found 7/30$158
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:59 amJFK - ORD
1 stop9h 18mFrontier
Sat 9/65:40 pmORD - JFK
1 stop6h 28mFrontier
Deal found 7/31$159
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.
Wed 8/272:00 pmEWR - MKE
1 stop10h 06mSpirit Airlines
Wed 9/36:00 amMKE - EWR
1 stop11h 55mSpirit Airlines
Deal found 7/31$160
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1610:31 amEWR - ORD
1 stop9h 36mSpirit Airlines
Wed 8/208:12 pmORD - EWR
1 stop12h 14mSpirit Airlines
Deal found 7/29$163
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.
Thu 9/1111:00 amJFK - ORD
Nonstop2h 41mAmerican Airlines
Mon 9/151:59 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Deal found 7/30$166
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.
Thu 9/117:22 pmEWR - ORD
Nonstop2h 39mAmerican Airlines
Mon 9/158:41 pmORD - EWR
Nonstop2h 18mAmerican Airlines
Deal found 7/30$166
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/189:44 pmEWR - ORD
Nonstop2h 41mUnited Airlines
Fri 9/198:15 pmORD - EWR
Nonstop2h 25mUnited Airlines
Deal found 7/29$167
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1211:30 amLGA - ORD
1 stop6h 08mMultiple Airlines
Mon 8/188:12 pmORD - LGA
1 stop12h 48mMultiple Airlines
Deal found 7/29$171

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 July 31, 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

Sat 9/6

4:30 pm-6:23 pm

Nonstop2h 53m

Chicago O'Hare Intl

Mon 9/8

1:35 pm-4:59 pm

Nonstop2h 24m

$150

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 9/7

3:13 pm-4:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Wed 9/10

11:13 am-2:18 pm

Nonstop2h 05m

$150

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 9/6

8:00 am-9:55 am

Nonstop2h 55m

Chicago O'Hare Intl

Mon 9/8

7:00 am-10:23 am

Nonstop2h 23m

$157

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/13

10:30 am-12:06 pm

Nonstop2h 36m

Chicago O'Hare Intl

Tue 9/16

7:05 pm-10:24 pm

Nonstop2h 19m

$157

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/6

5:20 pm-7:01 pm

Nonstop2h 41m

Chicago O'Hare Intl

Mon 9/8

11:16 am-2:30 pm

Nonstop2h 14m

$158

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 9/6

6:59 am-3:17 pm

1 stop9h 18m

Chicago O'Hare Intl

Sat 9/6

5:40 pm-1:08 am

1 stop6h 28m

$159

NewarkMilwaukee

EWR - MKE

EWRMKE

Newark

Wed 8/27

2:00 pm-11:06 pm

1 stop10h 06m

Milwaukee-Mitchell

Wed 9/3

6:00 am-6:55 pm

1 stop11h 55m

$160

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 8/16

10:31 am-7:07 pm

1 stop9h 36m

Chicago O'Hare Intl

Wed 8/20

8:12 pm-9:26 am

1 stop12h 14m

$163

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 9/11

11:00 am-12:41 pm

Nonstop2h 41m

Chicago O'Hare Intl

Mon 9/15

1:59 pm-5:17 pm

Nonstop2h 18m

$166

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 9/11

7:22 pm-9:01 pm

Nonstop2h 39m

Chicago O'Hare Intl

Mon 9/15

8:41 pm-11:59 pm

Nonstop2h 18m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, February is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $280). Flying from Connecticut to Wisconsin in June is currently the most expensive (average of $376). 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 July 31, 2025.

When flying from Connecticut to Wisconsin, 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 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 July 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
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 Connecticut to Wisconsin. 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 Connecticut to Wisconsin one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $74. Users have also found prices from $79 and $79 on Delta and American 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, February is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $280). Flying from Connecticut to Wisconsin in June is currently the most expensive (average of $376). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$232Average$400FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$238Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$463FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$296Average$413FlexibilityNo cancel feeOn-time63%

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