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Cheap flights from Wisconsin to Boston from $64

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 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Wisconsin to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:53 pm - 1:03 am
ORD
-
BOS
9h 10m1 stop
Frontier Logo
6:00 am - 5:12 pm
BOS
-
ORD
12h 12m1 stop
$128Frontier
mar., feb. 3 - mar., feb. 10
Delta Logo
10:29 am - 3:53 pm
ORD
-
BOS
4h 24m1 stop
Delta Logo
6:35 pm - 11:56 pm
BOS
-
ORD
6h 21m1 stop
$129Delta
sáb., feb. 7 - lun., feb. 9
Southwest Logo
2:40 pm - 10:30 pm
ORD
-
BOS
6h 50m1 stop
Southwest Logo
5:30 am - 4:05 pm
BOS
-
ORD
11h 35m2 stops
$130Southwest
mié., abr. 22 - lun., abr. 27
Multiple Airlines Logo
10:00 am - 1:20 pm
ORD
-
BOS
2h 20mnonstop
Multiple Airlines Logo
12:35 pm - 10:39 pm
BOS
-
ORD
11h 04m1 stop
$134Multiple Airlines
mié., mar. 4 - sáb., mar. 7
Southwest Logo
3:45 pm - 9:45 pm
MKE
-
BOS
5h 00m1 stop
Southwest Logo
6:00 pm - 9:55 pm
BOS
-
MKE
4h 55m1 stop
$160Southwest
mié., feb. 11 - mar., mar. 10
Multiple Airlines Logo
7:01 pm - 2:38 pm
MKE
-
BOS
18h 37m1 stop
Multiple Airlines Logo
3:43 pm - 6:16 pm
BOS
-
MKE
27h 33m1 stop
$183Multiple Airlines
lun., ene. 26 - mié., ene. 28
Sun Country Air Logo
6:24 am - 10:19 am
MSP
-
BOS
2h 55mnonstop
Sun Country Air Logo
11:20 am - 1:36 pm
BOS
-
MSP
3h 16mnonstop
$189Sun Country Air
jue., ene. 22 - dom., ene. 25
Sun Country Air Logo
6:24 am - 10:19 am
MSP
-
BOS
2h 55mnonstop
Sun Country Air Logo
11:20 am - 1:36 pm
BOS
-
MSP
3h 16mnonstop
$202Sun Country Air
jue., ene. 29 - dom., feb. 1
United Airlines Logo
7:28 am - 2:29 pm
MSN
-
BOS
6h 01m1 stop
United Airlines Logo
6:00 am - 11:51 am
BOS
-
MSN
6h 51m1 stop
$265United Airlines
jue., feb. 5 - sáb., feb. 7
United Airlines Logo
6:30 am - 2:17 pm
MSN
-
BOS
6h 47m2 stops
United Airlines Logo
6:00 am - 10:10 am
BOS
-
MSN
5h 10m1 stop
$270United Airlines
jue., ene. 29 - sáb., ene. 31

Southwest flights from Wisconsin to Boston

Our best Southwest deals on Wisconsin to Boston flight tickets
Southwest
Apr 22
ORD2:40 pmChicago O'Hare Intl
6h 50m
1 stop
BOS10:30 pmBoston Logan Intl
Apr 27
BOS5:30 amBoston Logan Intl
11h 35m
2 stops
ORD4:05 pmChicago O'Hare Intl
$130
Southwest
Jan 29
ORD1:45 pmChicago O'Hare Intl
7h 00m
1 stop
BOS9:45 pmBoston Logan Intl
Feb 2
BOS9:35 amBoston Logan Intl
13h 15m
2 stops
ORD9:50 pmChicago O'Hare Intl
$146
Southwest
Jan 22
ORD1:45 pmChicago O'Hare Intl
7h 00m
1 stop
BOS9:45 pmBoston Logan Intl
Jan 27
BOS9:35 amBoston Logan Intl
13h 15m
2 stops
ORD9:50 pmChicago O'Hare Intl
$151

JetBlue flights from Wisconsin to Boston

Our best JetBlue deals on Wisconsin to Boston flight tickets
JetBlue
Jan 20
ORD7:40 amChicago O'Hare Intl
2h 25m
BOS11:05 amBoston Logan Intl
Jan 21
BOS3:35 pmBoston Logan Intl
3h 08m
ORD5:43 pmChicago O'Hare Intl
$130
JetBlue
Jan 14
ORD7:40 amChicago O'Hare Intl
2h 25m
BOS11:05 amBoston Logan Intl
Jan 22
BOS3:35 pmBoston Logan Intl
3h 08m
ORD5:43 pmChicago O'Hare Intl
$135
JetBlue
Jun 4
ORD8:21 pmChicago O'Hare Intl
2h 35m
BOS11:56 pmBoston Logan Intl
Jun 7
BOS6:00 amBoston Logan Intl
2h 55m
ORD7:55 amChicago O'Hare Intl
$138

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated enero 8, 2026.
Use the filters below to find and compare flights from Wisconsin to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 2/3

2:53 pm-1:03 am

1 stop9h 10m

Boston Logan Intl

mar. 2/10

6:00 am-5:12 pm

1 stop12h 12m

$128

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 2/7

10:29 am-3:53 pm

1 stop4h 24m

Boston Logan Intl

lun. 2/9

6:35 pm-11:56 pm

1 stop6h 21m

$129

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 4/22

2:40 pm-10:30 pm

1 stop6h 50m

Boston Logan Intl

lun. 4/27

5:30 am-4:05 pm

2 stops11h 35m

$130

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 3/4

10:00 am-1:20 pm

Nonstop2h 20m

Boston Logan Intl

sáb. 3/7

12:35 pm-10:39 pm

1 stop11h 04m

$134

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

mié. 2/11

3:45 pm-9:45 pm

1 stop5h 00m

Boston Logan Intl

mar. 3/10

6:00 pm-9:55 pm

1 stop4h 55m

$160

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

lun. 1/26

7:01 pm-2:38 pm

1 stop18h 37m

Boston Logan Intl

mié. 1/28

3:43 pm-6:16 pm

1 stop27h 33m

$183

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

jue. 1/22

6:24 am-10:19 am

Nonstop2h 55m

Boston Logan Intl

dom. 1/25

11:20 am-1:36 pm

Nonstop3h 16m

$189

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

jue. 1/29

6:24 am-10:19 am

Nonstop2h 55m

Boston Logan Intl

dom. 2/1

11:20 am-1:36 pm

Nonstop3h 16m

$202

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

jue. 2/5

7:28 am-2:29 pm

1 stop6h 01m

Boston Logan Intl

sáb. 2/7

6:00 am-11:51 am

1 stop6h 51m

$265

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

jue. 1/29

6:30 am-2:17 pm

2 stops6h 47m

Boston Logan Intl

sáb. 1/31

6:00 am-10:10 am

1 stop5h 10m

$270

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

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?

In general, September 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 $248. If you aren’t able to travel during the month of September, then book flights to Boston from Wisconsin during August instead. Flights to Boston in August, while not as cheap as those in September, still average around $252.

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 $297. 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 $468.

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 $253. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $488 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 $319 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 $217 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

$258

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 $258. The best round-trip flight deal from Wisconsin to Boston found on momondo in the last 72 hours is $319.
The fastest flight from Wisconsin to Boston takes 2h 15m
Direct flights go from Wisconsin to Boston every day.
There is 1 airport in Boston. From Wisconsin there are direct flights to 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?

  • 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?

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
JetBluePriceFrom $112Free CancellationRating
7.2
2,894 reviews
Search JetBlue flights
DeltaPriceFrom $150Free CancellationRating
7.9
8,025 reviews
Search Delta flights
SouthwestPriceFrom $176Free CancellationRating
8.0
4,250 reviews
Search Southwest flights
American AirlinesPriceFrom $177Free CancellationRating
7.2
11,097 reviews
Search American Airlines flights
United AirlinesPriceFrom $192Free CancellationRating
7.4
9,139 reviews
Search United Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
South Yarmouth
Cambridge
Narragansett
Gloucester
Falmouth
Nashua
Laconia
Brockton
Concord
Everett
Sturbridge
Warwick

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.

An easier way to manage your Boston trip

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