Connecticut

$64+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BDL
May 29 — Jun 51
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Connecticut with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 April 29, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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.
Sun 5/241:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Thu 5/286:29 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/25$118
This Mytrip deal was found by Cheapflights users on 4/27. 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 5/291:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Mon 6/18:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/27$119
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 6/101:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Wed 6/178:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/29$124
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/291:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Tue 6/168:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/28$126
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 5/271:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Mon 6/18:42 pm
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Deal found 4/29$127
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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.
Mon 5/111:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Fri 5/156:29 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 4/24$128
This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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 8/125:06 pm
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Tue 8/182:45 pm
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Deal found 4/26$128
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Tue 8/185:06 pm
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Tue 9/82:45 pm
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Deal found 4/24$133
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Tue 8/185:06 pm
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Tue 8/252:45 pm
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Deal found 4/28$134
This CheapOair deal was found by Cheapflights users on 4/26. 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 5/191:59 pm
ORD
-
LGA
1 stop8h 15m
Multiple Airlines
Tue 6/28:42 pm
LGA
-
ORD
Nonstop2h 38m
Multiple Airlines
Deal found 4/26$135
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/201:49 pm
ORD
-
LGA
Nonstop2h 11m
Multiple Airlines
Wed 5/2710:00 pm
LGA
-
ORD
1 stop10h 55m
Multiple Airlines
Deal found 4/25$136
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 8/255:06 pm
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Wed 8/262:45 pm
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Deal found 4/27$136

Find flight deals from Wisconsin to Connecticut

Keep the following information in mind while searching for Wisconsin to Connecticut flight deals. Data was last updated April 29, 2026.

Round-trip from

$117
(Cheapflightsfares)

One-way from

$64
(Cheapflightsfares)

Popular in

April

Cheapest in

June

Average price

$716
From Wisconsin to Connecticut
One-way flight from Wisconsin to Connecticut
Highest demand for flights based on searches. 19% potential increase in price ($99 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 29, 2026.
Use the filters below to find and compare flights from Wisconsin to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 7/8

6:30 pm-9:59 pm

Nonstop2h 29m

New York LaGuardia

Tue 7/14

9:10 am-10:56 am

Nonstop2h 46m

$177

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 6/30

10:35 am-1:56 pm

Nonstop2h 21m

New York LaGuardia

Sat 7/4

5:55 pm-8:02 pm

Nonstop3h 07m

$177

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 6/26

8:10 pm-11:40 pm

Nonstop2h 30m

New York LaGuardia

Mon 7/6

6:00 am-7:41 am

Nonstop2h 41m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 6/20

3:53 pm-11:30 pm

1 stop6h 37m

New York LaGuardia

Tue 6/23

7:25 pm-9:12 pm

Nonstop2h 47m

$187

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 5/29

7:45 pm-11:15 pm

Nonstop2h 30m

New York LaGuardia

Sat 6/6

6:10 am-7:49 am

Nonstop2h 39m

$192

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 5/23

5:45 pm-9:04 pm

Nonstop2h 19m

New York LaGuardia

Mon 5/25

6:00 am-7:47 am

Nonstop2h 47m

$197

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 6/6

3:00 pm-6:28 pm

Nonstop2h 28m

New York LaGuardia

Tue 6/9

4:25 pm-6:17 pm

Nonstop2h 52m

$197

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 6/3

11:00 am-2:23 pm

Nonstop2h 23m

New York LaGuardia

Tue 6/9

2:25 pm-4:11 pm

Nonstop2h 46m

$197

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 5/19

12:00 pm-3:18 pm

Nonstop2h 18m

New York LaGuardia

Tue 5/19

8:29 pm-10:14 pm

Nonstop2h 45m

$197
Quickest round-trip

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 5/21

6:00 am-9:11 am

Nonstop2h 11m

New York LaGuardia

Mon 5/25

7:10 am-8:49 am

Nonstop2h 39m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

How far ahead should I book a flight from Wisconsin to Connecticut?

To ensure you get the cheapest price possible for a flight from Wisconsin to Connecticut, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $134). Flying from Wisconsin to Connecticut in February is currently the most expensive (average of $269). 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.

How much does it cost to fly round-trip from Wisconsin to Connecticut?

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 April 29, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines 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.

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.
  • How long is the flight from Wisconsin to Connecticut?

    There are many flights that can get you from Wisconsin to Connecticut in 2h 21m. Fly via United Airlines, Delta, or JetBlue to get the fastest option. Airlines will cover a distance of 731 mi. All flights are typically nonstop.

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

    $108 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 Delta and United Airlines, with prices starting from $118 and $161, 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, January is the cheapest month in which you can book a flight from Wisconsin to Connecticut (average of $134). Flying from Wisconsin to Connecticut in February is currently the most expensive (average of $269). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.

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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$192Average$397FlexibilityNo cancel feeOn-time69%
DeltaCheapest$232Average$403FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$236Average$386FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$410FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.