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$50+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$87
(Cheapflightsfares)

One-way from

$50
(FlightHub)
Provider with most accurate pricing for Milwaukee-Mitchell-Springfield (SFY) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Springfield (SFY) flights.
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From Wisconsin to Connecticut
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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 febrero 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
jue. 3/1312:31 pmORD - LGA
Nonstop2h 04mSpirit Airlines
mar. 3/254:40 pmLGA - ORD
Nonstop2h 46mSpirit Airlines
Deal found 2/19$87
This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/55:22 pmORD - EWR
Nonstop2h 17mSpirit Airlines
vie. 3/76:00 amEWR - ORD
Nonstop2h 44mSpirit Airlines
Deal found 2/20$91
This CheapOair deal was found by Cheapflights users on 2/20. 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.
mar. 4/15:55 amORD - LGA
Nonstop2h 05mMultiple Airlines
mar. 4/110:00 pmLGA - ORD
1 stop13h 40mMultiple Airlines
Deal found 2/20$94
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/309:28 amORD - LGA
1 stop6h 01mFrontier
jue. 5/15:30 pmLGA - ORD
1 stop6h 41mFrontier
Deal found 2/20$98
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/135:48 pmORD - JFK
1 stop5h 47mFrontier
mar. 5/276:00 amJFK - ORD
1 stop6h 32mFrontier
Deal found 2/20$98
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/82:25 pmORD - EWR
1 stop5h 44mMultiple Airlines
lun. 3/106:00 amEWR - ORD
Nonstop2h 44mMultiple Airlines
Deal found 2/20$99
This Frontier deal was found by Cheapflights users on 2/20. 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.
lun. 3/108:50 amORD - EWR
1 stop11h 19mFrontier
mar. 3/1110:09 pmEWR - ORD
1 stop10h 39mFrontier
Deal found 2/20$125
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/31:12 pmORD - JFK
Nonstop2h 18mJetBlue
sáb. 5/38:29 pmJFK - ORD
Nonstop2h 51mJetBlue
Deal found 2/20$141
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/136:17 amORD - LGA
Nonstop2h 06mAmerican Airlines
mar. 5/1312:00 pmLGA - ORD
Nonstop2h 35mAmerican Airlines
Deal found 2/20$144
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/176:00 amORD - LGA
Nonstop2h 12mDelta
lun. 4/216:05 amLGA - ORD
Nonstop2h 37mDelta
Deal found 2/20$147
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/1211:36 amORD - JFK
Nonstop2h 22mAmerican Airlines
mar. 4/158:59 amJFK - ORD
Nonstop3h 06mAmerican Airlines
Deal found 2/20$148
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/16:29 pmMKE - EWR
1 stop14h 46mSpirit Airlines
lun. 4/712:10 pmEWR - MKE
1 stop22h 29mSpirit Airlines
Deal found 2/20$151

Find flights from Wisconsin to Connecticut within your budget

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 febrero 20, 2025.

Fly from

Wisconsin

Fly to

Connecticut

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

jue. 3/13

12:31 pm-3:35 pm

Nonstop2h 04m

New York LaGuardia

mar. 3/25

4:40 pm-6:26 pm

Nonstop2h 46m

$87

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

mié. 3/5

5:22 pm-8:39 pm

Nonstop2h 17m

Newark

vie. 3/7

6:00 am-7:44 am

Nonstop2h 44m

$91

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 4/1

5:55 am-9:00 am

Nonstop2h 05m

New York LaGuardia

mar. 4/1

10:00 pm-10:40 am

1 stop13h 40m

$94

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 4/30

9:28 am-4:29 pm

1 stop6h 01m

New York LaGuardia

jue. 5/1

5:30 pm-11:11 pm

1 stop6h 41m

$98

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mar. 5/13

5:48 pm-12:35 am

1 stop5h 47m

New York John F Kennedy Intl

mar. 5/27

6:00 am-11:32 am

1 stop6h 32m

$98

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

sáb. 3/8

2:25 pm-9:09 pm

1 stop5h 44m

Newark

dom. 3/9

6:00 am-7:44 am

Nonstop2h 44m

$99

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

lun. 3/10

8:50 am-9:09 pm

1 stop11h 19m

Newark

mar. 3/11

10:09 pm-7:48 am

1 stop10h 39m

$125

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

jue. 5/1

1:12 pm-4:30 pm

Nonstop2h 18m

New York John F Kennedy Intl

jue. 5/1

8:29 pm-10:20 pm

Nonstop2h 51m

$141

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 5/13

6:17 am-9:23 am

Nonstop2h 06m

New York LaGuardia

mar. 5/13

12:00 pm-1:35 pm

Nonstop2h 35m

$144

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

jue. 4/17

6:00 am-9:12 am

Nonstop2h 12m

New York LaGuardia

lun. 4/21

6:05 am-7:42 am

Nonstop2h 37m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Wisconsin to Connecticut

Get recent, data-driven insights about flights from Wisconsin to Connecticut including ideal travel times, pricing trends, and more.

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 June is currently the most expensive (average of $357). 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 febrero 20, 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.

Rainfall in Connecticut by month

Plan your trip to Connecticut by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Connecticut ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Connecticut when rainfall is around 3.1 in.

Temperature in Connecticut by month

Plan your trip to Connecticut by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Connecticut, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

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 febrero 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Wisconsin to Connecticut to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Qatar Airways
7.4
Good
3,613 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $50 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 Frontier and Delta, with prices starting from $50 and $73, 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 June is currently the most expensive (average of $357). 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

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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$427FlexibilityNo cancel feeOn-time71%
DeltaCheapest$247Average$389FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$456FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$256Average$361FlexibilityNo cancel feeOn-time63%
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