What airlines fly to Boston?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Boston from Wisconsin according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 6 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Boston?

Flight times from Wisconsin to Boston vary, but if you’re flying out of Milwaukee and flying into Boston (one of the most popular routes), then the duration is 2h 17m on average. Another popular route from Wisconsin to Boston is flying from Green Bay to Boston, which will take roughly 4h. Keep in mind that layovers or delays could extend your travel time.

How many flights depart from Wisconsin to Boston on average per day?

As of September 2025, there are 72 flights per day flying from Wisconsin to Boston. The most common time of day flights depart is 11:00AM, with 59% of flights taking off at noon.

How many flights depart from Wisconsin to Boston on average per week?

509 flights are operational weekly from Wisconsin to Boston as of September 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

What is the cheapest airline that flies from Wisconsin to Boston Logan Intl?

United Airlines, Spirit Airlines, and JetBlue are the most popular carriers operating from Wisconsin to Boston Logan Intl

When did momondo last update prices for flights from Wisconsin to Boston Logan Intl Airport?

Prices for flights from Wisconsin to Boston Logan Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Wisconsin to Boston Logan Intl Airport?

As of September 2025, there are 8 operators available to choose from for flights from Wisconsin to Boston Logan Intl Airport.

How old do you have to be to fly from Wisconsin to Boston Logan Intl Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Boston Logan Intl Airport.

What documentation or ID do you need to fly to Boston Logan Intl Airport?

The required travel and health documents for your Boston Logan Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Boston Logan Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$69 Cheap Flights from Wisconsin to Boston in 2025/26

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Find the cheapest flights from Wisconsin to Boston

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:30 am - 9:56 amORD-BOS

2h 26mnonstop

3:17 pm - 5:07 pmBOS-ORD

2h 50mnonstop

$127United Airlines

Find Deal

sáb., oct. 4 - mar., oct. 7

6:30 am - 9:56 amORD-BOS

2h 26mnonstop

6:00 am - 7:56 amBOS-ORD

2h 56mnonstop

$131United Airlines

Find Deal

dom., oct. 12 - jue., oct. 16

6:55 pm - 10:27 pmORD-BOS

2h 32mnonstop

3:55 pm - 5:55 pmBOS-ORD

3h 00mnonstop

$135JetBlue

Find Deal

vie., nov. 7 - mar., nov. 11

8:38 pm - 12:06 amORD-BOS

2h 28mnonstop

5:29 pm - 7:43 pmBOS-ORD

3h 14mnonstop

$137JetBlue

Find Deal

jue., dic. 4 - lun., dic. 8

7:00 am - 10:20 amORD-BOS

2h 20mnonstop

7:02 am - 9:05 amBOS-ORD

3h 03mnonstop

$138American Airlines

Find Deal

sáb., mar. 7 - lun., mar. 9

6:00 am - 1:20 pmORD-BOS

6h 20m1 stop

3:00 pm - 1:03 amBOS-ORD

11h 03m1 stop

$139Spirit Airlines

Find Deal

mar., oct. 28 - mié., oct. 29

10:49 am - 12:40 amORD-BOS

12h 51m1 stop

5:45 am - 6:23 pmBOS-ORD

13h 38m1 stop

$140Spirit Airlines

Find Deal

mar., nov. 11 - mié., nov. 12

1:50 pm - 9:00 pmORD-BOS

6h 10m1 stop

5:30 am - 3:20 pmBOS-ORD

10h 50m2 stops

$142Southwest

Find Deal

lun., oct. 20 - mié., oct. 22

8:25 pm - 11:54 pmORD-BOS

2h 29mnonstop

8:54 am - 10:59 amBOS-ORD

3h 05mnonstop

$145American Airlines

Find Deal

vie., oct. 24 - mar., oct. 28

4:50 pm - 10:40 pmMKE-BOS

4h 50m1 stop

5:30 am - 9:35 amBOS-MKE

5h 05m1 stop

$177Southwest

Find Deal

mar., oct. 21 - mar., oct. 28

United Airlines flights from Wisconsin to Boston

Our best United Airlines deals on Wisconsin to Boston flight tickets

United Airlines

Oct 4

ORD6:30 amChicago O'Hare Intl

2h 26m

BOS9:56 amBoston Logan Intl

Oct 7

BOS3:17 pmBoston Logan Intl

2h 50m

ORD5:07 pmChicago O'Hare Intl

$127

Find similar

United Airlines

Oct 12

ORD6:30 amChicago O'Hare Intl

2h 26m

BOS9:56 amBoston Logan Intl

Oct 16

BOS6:00 amBoston Logan Intl

2h 56m

ORD7:56 amChicago O'Hare Intl

$131

Find similar

United Airlines

Oct 12

ORD6:30 amChicago O'Hare Intl

2h 26m

BOS9:56 amBoston Logan Intl

Oct 18

BOS6:00 amBoston Logan Intl

2h 56m

ORD7:56 amChicago O'Hare Intl

$134

Find similar

Southwest flights from Wisconsin to Boston

Our best Southwest deals on Wisconsin to Boston flight tickets

Southwest

Oct 20

ORD1:50 pmChicago O'Hare Intl

6h 10m

1 stop

BOS9:00 pmBoston Logan Intl

Oct 22

BOS5:30 amBoston Logan Intl

10h 50m

2 stops

ORD3:20 pmChicago O'Hare Intl

$142

Find similar

Southwest

Sep 30

ORD3:10 pmChicago O'Hare Intl

6h 20m

1 stop

BOS10:30 pmBoston Logan Intl

Oct 2

BOS5:35 amBoston Logan Intl

8h 10m

1 stop

ORD12:45 pmChicago O'Hare Intl

$162

Find similar

Southwest

Oct 21

MKE4:50 pmMilwaukee-Mitchell

4h 50m

1 stop

BOS10:40 pmBoston Logan Intl

Oct 28

BOS5:30 amBoston Logan Intl

5h 05m

1 stop

MKE9:35 amMilwaukee-Mitchell

$177

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 10/4

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

mar. 10/7

3:17 pm-5:07 pm

Nonstop2h 50m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom. 10/12

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

jue. 10/16

6:00 am-7:56 am

Nonstop2h 56m

$131

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 11/7

6:55 pm-10:27 pm

Nonstop2h 32m

Boston Logan Intl

mar. 11/11

3:55 pm-5:55 pm

Nonstop3h 00m

$135

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 12/4

8:38 pm-12:06 am

Nonstop2h 28m

Boston Logan Intl

lun. 12/8

5:29 pm-7:43 pm

Nonstop3h 14m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 3/7

7:00 am-10:20 am

Nonstop2h 20m

Boston Logan Intl

lun. 3/9

7:02 am-9:05 am

Nonstop3h 03m

$138

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 10/28

6:00 am-1:20 pm

1 stop6h 20m

Boston Logan Intl

mié. 10/29

3:00 pm-1:03 am

1 stop11h 03m

$139

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 11/11

10:49 am-12:40 am

1 stop12h 51m

Boston Logan Intl

mié. 11/12

5:45 am-6:23 pm

1 stop13h 38m

$140

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

lun. 10/20

1:50 pm-9:00 pm

1 stop6h 10m

Boston Logan Intl

mié. 10/22

5:30 am-3:20 pm

2 stops10h 50m

$142

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 10/24

8:25 pm-11:54 pm

Nonstop2h 29m

Boston Logan Intl

mar. 10/28

8:54 am-10:59 am

Nonstop3h 05m

$145

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

mar. 10/21

4:50 pm-10:40 pm

1 stop4h 50m

Boston Logan Intl

mar. 10/28

5:30 am-9:35 am

1 stop5h 05m

$177

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Wisconsin to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Boston?

In general, August is the cheapest month to fly from Wisconsin to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $251. If you aren’t able to travel during the month of August, then book flights to Boston from Wisconsin during May instead. Flights to Boston in May, while not as cheap as those in August, still average around $258.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Wisconsin to Boston is on a Saturday when prices can be found for as low as $310. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $480.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Wisconsin to Boston in the evening for as low as $252. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $473 per ticket.

What is the cheapest Wisconsin to Boston Logan Intl flight route?

Fly from Milwaukee-Mitchell to Boston Logan Intl for the best Wisconsin - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $320 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Wisconsin for as low as $234 on momondo.

What cabin class options are available on Wisconsin to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Wisconsin to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Wisconsin to Boston flights?

No. A direct flight is the cheapest option for a flight between Wisconsin to Boston.

Cheap Wisconsin to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Boston

Best Price Found	$208
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Boston	1 airport

The best one-way flight to Boston from Wisconsin in the past 72 hours is $208. The best round-trip flight deal from Wisconsin to Boston found on momondo in the last 72 hours is $203.

The fastest flight from Wisconsin to Boston takes 2h 15m

Direct flights go from Wisconsin to Boston every day.

There is 1 airport near Boston: Boston Logan Intl (BOS)

Search flight deals

When did momondo last update prices for flights from Wisconsin to Boston Logan Intl Airport?
Prices for flights from Wisconsin to Boston Logan Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Wisconsin to Boston Logan Intl Airport?
As of September 2025, there are 8 operators available to choose from for flights from Wisconsin to Boston Logan Intl Airport.
How old do you have to be to fly from Wisconsin to Boston Logan Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The required travel and health documents for your Boston Logan Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Boston Logan Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Wisconsin to Boston?
momondo data reveals that the most frequently booked plane model on the route from Wisconsin to Boston is Airbus A220-300, representing 37.36% of all bookings. The subsequent popular models are Embraer 175 at 31.69%, Boeing 737-800 at 6.51%, and Boeing 737-900 at 5.58%.

Best airlines flying from Wisconsin to Boston

Compare and see reviews for airlines that fly from Wisconsin to Boston with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $118	Free Cancellation	Rating 7.2 2,913 reviews	Search JetBlue flights
Delta	PriceFrom $158	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
Spirit Airlines	PriceFrom $164	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $180	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $181	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
United Airlines	PriceFrom $186	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Boston?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Wisconsin to Boston. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Wisconsin to Boston with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Boston from Wisconsin with this policy.

How can momondo help me find flights from Wisconsin to Boston?

Once you have performed a search for Wisconsin to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Wisconsin to Boston right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Wisconsin to Boston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Cheap flights from Wisconsin to Boston from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Boston departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Find the cheapest flights from Wisconsin to Boston

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United Airlines flights from Wisconsin to Boston

Our best United Airlines deals on Wisconsin to Boston flight tickets

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Our best Southwest deals on Wisconsin to Boston flight tickets

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How to get the cheapest flight ticket from Wisconsin to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Boston?

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Wisconsin to Boston is on a Saturday when prices can be found for as low as $310. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $480.

What is the cheapest time of day to depart on your flight to Boston?

What is the cheapest Wisconsin to Boston Logan Intl flight route?

Fly from Milwaukee-Mitchell to Boston Logan Intl for the best Wisconsin - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

What cabin class options are available on Wisconsin to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Wisconsin to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Wisconsin to Boston flights?

No. A direct flight is the cheapest option for a flight between Wisconsin to Boston.

What is the cheapest airline that flies from Wisconsin to Boston Logan Intl?

United Airlines, Spirit Airlines, and JetBlue are the most popular carriers operating from Wisconsin to Boston Logan Intl

What airlines fly to Boston?

How many flights depart from Wisconsin to Boston on average per day?

As of September 2025, there are 72 flights per day flying from Wisconsin to Boston. The most common time of day flights depart is 11:00AM, with 59% of flights taking off at noon.

How many flights depart from Wisconsin to Boston on average per week?

509 flights are operational weekly from Wisconsin to Boston as of September 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

How long does it take to fly to Boston?

Cheap Wisconsin to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Boston

Best Price Found

Fastest flight time

Direct flights

Airports in Boston

When did momondo last update prices for flights from Wisconsin to Boston Logan Intl Airport?

How many operators does momondo search for flights from Wisconsin to Boston Logan Intl Airport?

How old do you have to be to fly from Wisconsin to Boston Logan Intl Airport?

What documentation or ID do you need to fly to Boston Logan Intl Airport?

What is the most popular plane model from Wisconsin to Boston?

Best airlines flying from Wisconsin to Boston

Compare and see reviews for airlines that fly from Wisconsin to Boston with momondo

Traveling to a place near Boston?

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Boston?

Can I find flights from Wisconsin to Boston with flexible booking policies on momondo?

How can momondo help me find flights from Wisconsin to Boston?

I’m not ready to book a flight from Wisconsin to Boston right now. Can momondo alert me if prices change?

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

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