$60+ Cheap flights from Wisconsin to Massachusetts
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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Wisconsin to Massachusetts 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 Massachusetts
Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.
Round-trip from | $110 (Frontier) |
|---|---|
One-way from | $60 (Trip.com) |
Good round-trip deal | $296 or less |
Good one-way deal | $268 or less |
Find flight deals from Wisconsin to Massachusetts
Cheapest flights from Wisconsin to MassachusettsExplore the most affordable flight options available from Wisconsin to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Wisconsin to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This Frontier deal was found by Cheapflights users on 1/21. 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.
This Booking.com deal was found by Cheapflights users on 1/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 1/21. 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.
This Delta deal was found by Cheapflights users on 1/21. 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.
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
This CheapOair deal was found by Cheapflights users on 1/21. 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.
This JetBlue deal was found by Cheapflights users on 1/20. 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.
This CheapOair deal was found by Cheapflights users on 1/21. 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.
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 1/20. 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.
This Sun Country Air deal was found by Cheapflights users on 1/21. 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.
Find flights from Wisconsin to Massachusetts within your budget
Customize your flight search to find flights from Wisconsin to Massachusetts 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 January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 3/3
2:14 pm-12:44 am
1 stop9h 30m
Boston Logan Intl
Mon 3/10
10:11 am-5:30 pm
1 stop8h 19m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 3/7
5:05 am-8:12 am
1 stop26h 07m
Boston Logan Intl
Tue 3/11
6:00 am-9:05 am
1 stop28h 05m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 2/18
7:13 pm-3:03 pm
2 stops18h 50m
Boston Logan Intl
Tue 2/25
10:03 am-11:58 pm
1 stop14h 55m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 2/20
7:10 am-10:43 am
Nonstop2h 33m
Boston Logan Intl
Mon 2/24
8:20 pm-10:19 pm
Nonstop2h 59m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 2/20
7:00 am-10:20 am
Nonstop2h 20m
Boston Logan Intl
Sun 2/23
5:14 am-7:15 am
Nonstop3h 01m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 2/24
7:00 am-10:19 am
1 stop26h 19m
Boston Logan Intl
Fri 2/28
6:00 am-3:53 pm
1 stop10h 53m
MinneapolisHartford
MSP - BDL
MSPBDL
Minneapolis St Paul
Mon 6/30
7:12 am-10:47 am
Nonstop2h 35m
Hartford Bradley Intl
Fri 7/11
11:42 am-1:44 pm
Nonstop3h 02m
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 2/24
6:47 pm-9:13 am
1 stop13h 26m
Boston Logan Intl
Wed 2/26
8:16 pm-5:52 pm
1 stop22h 36m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 2/26
5:45 pm-9:20 pm
Nonstop2h 35m
Boston Logan Intl
Sun 3/2
10:05 am-12:05 pm
Nonstop3h 00m
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 1/31
5:28 pm-11:32 pm
1 stop29h 04m
Boston Logan Intl
Tue 2/4
6:00 am-9:54 am
1 stop28h 54m
Best time to book a flight from Wisconsin to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Wisconsin with our price prediction graph.
Travel insights for flights from Wisconsin to Massachusetts
Get recent, data-driven insights about flights from Wisconsin to Massachusetts including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Wisconsin to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Wisconsin to Massachusetts (average of $218). Flying from Wisconsin to Massachusetts 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 MA?
Find hourly flight availability from Wisconsin to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
When flying from Wisconsin to Massachusetts, 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 Massachusetts by month
Plan your trip to Massachusetts by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Massachusetts 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 Massachusetts when rainfall is around 3.1 in.
Temperature in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Massachusetts, 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 Massachusetts
Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated January 21, 2025.
Get a feel of what it's like to fly with Frontier, Spirit Airlines and Sun Country Air from Wisconsin to Massachusetts by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Wisconsin to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Wisconsin to Massachusetts
Discover the top 6 airlines that operate flights from Wisconsin to Massachusetts. 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 January 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$34 | Average$285 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$139 | Average$290 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$441 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$454 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$176 | Average$449 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$211 | Average$385 | FlexibilityNo cancel fee | On-time63% |