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$75+ Cheap flights from Wisconsin to Boston (BOS)

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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
mar. 10 — mar. 171
lun. 3/10
lun. 3/17
1 adult, Economy
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Cheap flight deals from Wisconsin to Boston

Keep the following information in mind while searching for Wisconsin to Boston flight deals. Data was last updated marzo 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$153
(United Airlines)

One-way from

$79
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$339

Good round-trip deal

$237 or less

Good one-way deal

$155 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
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From Wisconsin to Boston Logan Intl
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One-way flight from Wisconsin to Boston Logan Intl
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Highest demand for flights based on searches. 11% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Wisconsin to Boston Logan Intl.
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Price to beat on a one-way flight from Wisconsin to Boston Logan Intl.
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Find flight deals from Wisconsin to Boston

Cheapest flights from Wisconsin to Boston
Explore the most affordable flight options available from Wisconsin to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 5, 2025.

This United Airlines deal was found by Cheapflights users on 3/4. 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.
mar. 3/184:00 pmORD - BOS
Nonstop2h 20mUnited Airlines
lun. 3/244:17 pmBOS - ORD
1 stop6h 43mUnited Airlines
Deal found 3/4$153
This Flightnetwork deal was found by Cheapflights users on 3/4. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/47:21 pmORD - BOS
1 stop13h 08mSpirit Airlines
mar. 4/811:14 amBOS - ORD
1 stop13h 45mSpirit Airlines
Deal found 3/4$154
This Booking.com deal was found by Cheapflights users on 3/3. 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.
mar. 4/87:21 pmORD - BOS
1 stop14h 06mMultiple Airlines
jue. 4/106:00 amBOS - ORD
1 stop27h 49mMultiple Airlines
Deal found 3/3$156
This Delta deal was found by Cheapflights users on 3/3. 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.
sáb. 3/2910:05 amORD - BOS
Nonstop2h 19mDelta
mié. 4/27:25 amBOS - ORD
Nonstop3h 09mDelta
Deal found 3/3$157
This American Airlines deal was found by Cheapflights users on 3/3. 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.
lun. 3/318:09 amORD - BOS
Nonstop2h 14mAmerican Airlines
jue. 4/35:15 amBOS - ORD
Nonstop2h 59mAmerican Airlines
Deal found 3/3$158
This JetBlue deal was found by Cheapflights users on 3/4. 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.
jue. 5/18:50 amORD - BOS
Nonstop2h 28mJetBlue
dom. 5/46:00 amBOS - ORD
Nonstop3h 05mJetBlue
Deal found 3/4$162
This CheapOair deal was found by Cheapflights users on 3/4. 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. 3/189:25 amORD - BOS
1 stop14h 09mFrontier
dom. 3/236:00 amBOS - ORD
1 stop26h 44mFrontier
Deal found 3/4$170
This Mytrip deal was found by Cheapflights users on 3/5. 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.
lun. 4/212:45 pmMSP - BOS
1 stop23h 10mSpirit Airlines
mié. 4/237:52 pmBOS - MSP
1 stop18h 48mSpirit Airlines
Deal found 3/5$182
This Sun Country Air deal was found by Cheapflights users on 3/4. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/76:54 amMSP - BOS
Nonstop2h 55mSun Country Air
vie. 4/1111:45 amBOS - MSP
Nonstop3h 13mSun Country Air
Deal found 3/4$188
This CheapOair deal was found by Cheapflights users on 3/5. 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.
sáb. 3/2910:39 amMSP - BOS
1 stop13h 05mFrontier
dom. 3/306:00 amBOS - MSP
1 stop27h 54mFrontier
Deal found 3/5$190
This American Airlines deal was found by Cheapflights users on 3/4. 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.
vie. 4/111:48 pmMKE - BOS
1 stop5h 21mAmerican Airlines
dom. 4/136:00 amBOS - MKE
1 stop7h 27mAmerican Airlines
Deal found 3/4$197
This CheapOair deal was found by Cheapflights users on 3/5. 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.
dom. 4/132:42 pmMSP - BOS
1 stop9h 05mMultiple Airlines
sáb. 4/196:30 amBOS - MSP
Nonstop3h 13mMultiple Airlines
Deal found 3/5$197

Find flights from Wisconsin to Boston within your budget

Customize your flight search to find flights from Wisconsin to Boston 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 marzo 5, 2025.

Fly from

Wisconsin

Fly to

Boston

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 3/18

4:00 pm-7:20 pm

Nonstop2h 20m

Boston Logan Intl

lun. 3/24

4:17 pm-10:00 pm

1 stop6h 43m

$153

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 4/4

7:21 pm-9:29 am

1 stop13h 08m

Boston Logan Intl

mar. 4/8

11:14 am-11:59 pm

1 stop13h 45m

$154

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 4/8

7:21 pm-10:27 am

1 stop14h 06m

Boston Logan Intl

jue. 4/10

6:00 am-8:49 am

1 stop27h 49m

$156

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 3/29

10:05 am-1:24 pm

Nonstop2h 19m

Boston Logan Intl

mar. 4/1

3:20 pm-5:19 pm

Nonstop2h 59m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

lun. 3/31

8:36 pm-12:06 am

Nonstop2h 30m

Boston Logan Intl

sáb. 4/5

8:00 am-10:07 am

Nonstop3h 07m

$158

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 5/1

8:50 am-12:18 pm

Nonstop2h 28m

Boston Logan Intl

dom. 5/4

6:00 am-8:05 am

Nonstop3h 05m

$162

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 3/18

9:25 am-12:34 am

1 stop14h 09m

Boston Logan Intl

dom. 3/23

6:00 am-7:44 am

1 stop26h 44m

$170

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

lun. 4/21

2:45 pm-2:55 pm

1 stop23h 10m

Boston Logan Intl

mié. 4/23

7:52 pm-1:40 pm

1 stop18h 48m

$182

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

lun. 4/7

6:54 am-10:49 am

Nonstop2h 55m

Boston Logan Intl

vie. 4/11

11:45 am-1:58 pm

Nonstop3h 13m

$188

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

sáb. 3/29

10:39 am-12:44 am

1 stop13h 05m

Boston Logan Intl

dom. 3/30

6:00 am-8:54 am

1 stop27h 54m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $218). Flying from Wisconsin to Boston in July is currently the most expensive (average of $311). 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 BOS?

Find hourly flight availability from Wisconsin to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated marzo 5, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Boston as you normally would.

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated marzo 5, 2025.
See what other customers who have flown with Southwest, Alaska Airlines and Delta from Wisconsin to Boston have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,321 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very good
9,711 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,044 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,655 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
2,998 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Food

7.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Wisconsin?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Wisconsin.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $79. However, be on the lookout for offers from JetBlue and Frontier, as they are both options that can get you from Wisconsin to Boston for a low price.

  • What are the most popular routes from Wisconsin to Boston?

    Most travelers choose Chicago O'Hare Intl - Boston Logan Intl, Minneapolis St Paul - Boston Logan Intl or Milwaukee-Mitchell - Boston Logan Intl when deciding on the best route from Wisconsin to Boston.

  • What are the most reliable airlines from Wisconsin to Boston?

    No one likes to see their flight delayed. When booking a flight from Wisconsin to Boston consider choosing KLM (100%), Delta (94%) or Republic Airways (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Wisconsin to Boston?

    On average you can expect to pay $876 for a flight from Wisconsin to Boston. The cheapest flight overall is $113 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $117.

  • Can I find deals for flights from Wisconsin to Boston that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Boston.

  • Can I find deals for business class flights from Wisconsin to Boston?

    Yes. Cheapflights offers flight deals from Wisconsin to Boston 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 Boston?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $218). Flying from Wisconsin to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Warwick
Marlborough
Brockton
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Somerville
Lowell
West Yarmouth
Woburn
Saco
Burlington
Salem
Chelsea
Seabrook
Brookline
Fall River

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Top 6 airlines flying from Wisconsin to Boston

Discover the top 6 airlines that operate flights from Wisconsin to Boston. 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 marzo 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$154Average$294FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$449FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$462FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$389FlexibilityNo cancel feeOn-time63%
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