HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$58+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MKE
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Wisconsin 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 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 March 27, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 4/136:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Fri 4/172:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/24$102
This Spirit deal was found by Cheapflights users on 3/24. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:38 pm
LGA
-
ORD
Nonstop2h 36m
Spirit Airlines
Mon 4/202:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/24$103
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Mon 4/136:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/212:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/25$105
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
-
LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/26$107
This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Thu 4/162:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/26$108
This Trip.com deal was found by Cheapflights users on 3/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Fri 4/242:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/25$109
This CheapOair deal was found by Cheapflights users on 3/23. 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.
Fri 4/106:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
-
LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/23$110
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Tue 4/212:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/27$112
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 4/810:54 pm
EWR
-
ORD
Nonstop2h 28m
Spirit Airlines
Mon 4/136:01 pm
ORD
-
EWR
Nonstop2h 08m
Spirit Airlines
Deal found 3/23$113
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/16:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 5/61:49 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/27$113
This Priceline deal was found by Cheapflights users on 3/23. 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 5/710:08 am
EWR
-
ORD
Nonstop2h 34m
Spirit Airlines
Fri 5/812:47 pm
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 3/23$114
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Wed 4/226:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/272:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/27$114

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 March 27, 2026.

Round-trip from

$102
(Cheapflightsfares)

One-way from

$58
(iWofly)

Popular in

April

Cheapest in

September

Average price

$386
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 ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 27, 2026.
Use the filters below to find and compare flights from Connecticut to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 4/16

7:10 am-8:49 am

Nonstop2h 39m

Chicago O'Hare Intl

Tue 4/21

3:00 pm-6:18 pm

Nonstop2h 18m

$160

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 4/29

1:00 pm-2:40 pm

Nonstop2h 40m

Chicago O'Hare Intl

Fri 5/1

5:00 am-8:12 am

Nonstop2h 12m

$168

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 5/15

9:50 pm-11:37 pm

Nonstop2h 47m

Chicago O'Hare Intl

Tue 5/19

10:10 pm-1:30 am

Nonstop2h 20m

$178

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 4/25

2:49 pm-6:44 pm

1 stop4h 55m

Chicago O'Hare Intl

Sat 5/2

12:55 pm-6:43 pm

1 stop4h 48m

$181

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 4/13

5:10 am-4:56 pm

1 stop12h 46m

Chicago O'Hare Intl

Mon 4/13

6:10 pm-9:09 am

1 stop13h 59m

$185

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 4/21

6:55 am-12:50 pm

1 stop6h 55m

Chicago O'Hare Intl

Tue 4/28

11:55 am-9:50 pm

2 stops8h 55m

$186

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 5/15

9:50 pm-11:37 pm

Nonstop2h 47m

Chicago O'Hare Intl

Mon 5/18

10:10 pm-1:30 am

Nonstop2h 20m

$188

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 4/29

8:19 am-10:28 am

Nonstop3h 09m

Chicago O'Hare Intl

Sat 5/2

6:04 am-9:29 am

Nonstop2h 25m

$197

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 4/11

11:13 am-12:57 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 4/13

6:00 am-9:25 am

Nonstop2h 25m

$197

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 4/25

7:36 pm-9:57 pm

Nonstop3h 21m

Chicago O'Hare Intl

Tue 4/28

11:08 am-2:34 pm

Nonstop2h 26m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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

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, September is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $198). Flying from Connecticut to Wisconsin in March is currently the most expensive (average of $316). 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 Connecticut to Wisconsin?

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 March 27, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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
4,331 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

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.
Southwest
8.0
Very good
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

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.
Delta
7.9
Good
8,341 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

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.
United Airlines
7.4
Good
9,491 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

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.
American Airlines
7.1
Good
11,504 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

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 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 39m. There are 731 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 American Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $108 and $158 on Delta and United 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, September is the cheapest month in which you can book a flight from Connecticut to Wisconsin (average of $198). Flying from Connecticut to Wisconsin in March is currently the most expensive (average of $316). 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 Connecticut to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Miami flights
San Francisco to John F Kennedy Intl flights
Newark to San Francisco flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Fort Lauderdale flights
San Francisco to Newark flights
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Los Angeles flights
LaGuardia to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
Newark to Orlando flights
Dallas/Fort Worth to Seattle flights
Newark to West Palm Beach flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Los Angeles flights
Seattle to Las Vegas flights
Newark to Dallas/Fort Worth flights
Seattle to Los Angeles flights
Los Angeles to Seattle flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to West Palm Beach flights
Los Angeles to Newark flights
Newark to Las Vegas flights
Dallas/Fort Worth to Newark flights
San Francisco to LaGuardia flights
LaGuardia to Orlando flights
San Francisco to Las Vegas flights
Long Beach to Honolulu flights
LaGuardia to San Francisco flights
Seattle to Dallas/Fort Worth flights
Dallas/Fort Worth to Los Angeles flights
Los Angeles to Dallas/Fort Worth flights
LaGuardia to West Palm Beach flights
Dulles Intl to Dallas/Fort Worth flights
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
Seattle to Sky Harbor Intl flights
O'Hare Intl to Seattle flights
Newark to Tampa flights
Dulles Intl to Las Vegas flights
LaGuardia to Los Angeles flights

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 March 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$239Average$418FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$247Average$411FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$491FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$417FlexibilityNo cancel feeOn-time63%

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.