Cheap flights from Wisconsin to Boston from $55

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 8/20. 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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Cheap round-trip flights

Spirit Airlines Logo
11:36 am - 11:49 pmORD-BOS
11h 13m1 stop
Spirit Airlines Logo
6:05 am - 7:07 pmBOS-ORD
14h 02m1 stop
$112Spirit Airlines
Find Deal
mié., ago. 27 - mié., sep. 3
United Airlines Logo
7:30 am - 11:01 amORD-BOS
2h 31mnonstop
United Airlines Logo
4:27 pm - 6:21 pmBOS-ORD
2h 54mnonstop
$117United Airlines
Find Deal
mié., sep. 3 - mié., sep. 3
American Airlines Logo
7:10 pm - 10:40 pmORD-BOS
2h 30mnonstop
American Airlines Logo
8:35 am - 10:32 amBOS-ORD
2h 57mnonstop
$120American Airlines
Find Deal
mié., sep. 3 - jue., sep. 4
American Airlines Logo
8:25 pm - 11:53 pmORD-BOS
2h 28mnonstop
American Airlines Logo
7:01 am - 9:05 amBOS-ORD
3h 04mnonstop
$128American Airlines
Find Deal
jue., sep. 4 - dom., sep. 7
JetBlue Logo
11:30 am - 2:46 pmORD-BOS
2h 16mnonstop
JetBlue Logo
4:55 pm - 7:05 pmBOS-ORD
3h 10mnonstop
$132JetBlue
Find Deal
mar., oct. 28 - mar., oct. 28
JetBlue Logo
7:50 pm - 11:25 pmORD-BOS
2h 35mnonstop
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
$137JetBlue
Find Deal
vie., sep. 19 - lun., sep. 22
Southwest Logo
1:50 pm - 10:15 pmORD-BOS
7h 25m1 stop
Southwest Logo
5:40 am - 11:50 amBOS-ORD
7h 10m1 stop
$146Southwest
Find Deal
jue., sep. 4 - mié., sep. 10
Delta Logo
10:15 am - 1:48 pmORD-BOS
2h 33mnonstop
Delta Logo
7:55 pm - 9:56 pmBOS-ORD
3h 01mnonstop
$147Delta
Find Deal
jue., sep. 4 - mié., sep. 10
Delta Logo
7:25 am - 10:55 amORD-BOS
2h 30mnonstop
Delta Logo
7:20 am - 9:22 amBOS-ORD
3h 02mnonstop
$150Delta
Find Deal
mar., sep. 30 - mié., oct. 8
Southwest Logo
2:55 pm - 10:35 pmORD-BOS
6h 40m1 stop
Southwest Logo
5:15 am - 11:50 amBOS-ORD
7h 35m1 stop
$157Southwest
Find Deal
vie., sep. 12 - dom., sep. 14

Spirit Airlines flights from Wisconsin to Boston

Our best Spirit Airlines deals on Wisconsin to Boston flight tickets
Spirit Airlines
Aug 27
ORD11:36 amChicago O'Hare Intl
11h 13m
1 stop
BOS11:49 pmBoston Logan Intl
Sep 3
BOS6:05 amBoston Logan Intl
14h 02m
1 stop
ORD7:07 pmChicago O'Hare Intl
Spirit Airlines
Aug 19
ORD8:12 pmChicago O'Hare Intl
14h 06m
1 stop
BOS11:18 amBoston Logan Intl
Aug 20
BOS3:37 pmBoston Logan Intl
7h 45m
1 stop
ORD10:22 pmChicago O'Hare Intl
Spirit Airlines
Aug 26
ORD8:12 pmChicago O'Hare Intl
14h 06m
1 stop
BOS11:18 amBoston Logan Intl
Aug 27
BOS3:37 pmBoston Logan Intl
7h 45m
1 stop
ORD10:22 pmChicago O'Hare Intl

JetBlue flights from Wisconsin to Boston

Our best JetBlue deals on Wisconsin to Boston flight tickets
JetBlue
Oct 28
ORD11:30 amChicago O'Hare Intl
2h 16m
BOS2:46 pmBoston Logan Intl
Oct 28
BOS4:55 pmBoston Logan Intl
3h 10m
ORD7:05 pmChicago O'Hare Intl
JetBlue
Sep 19
ORD7:50 pmChicago O'Hare Intl
2h 35m
BOS11:25 pmBoston Logan Intl
Sep 22
BOS7:00 amBoston Logan Intl
2h 56m
ORD8:56 amChicago O'Hare Intl
JetBlue
Oct 24
ORD9:42 amChicago O'Hare Intl
2h 28m
BOS1:10 pmBoston Logan Intl
Oct 27
BOS8:30 amBoston Logan Intl
2h 58m
ORD10:28 amChicago O'Hare Intl

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 julio 31, 2025.
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

mié. 8/27

11:36 am-11:49 pm

1 stop11h 13m

Boston Logan Intl

mié. 9/3

6:05 am-7:07 pm

1 stop14h 02m

$112

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 9/3

7:30 am-11:01 am

Nonstop2h 31m

Boston Logan Intl

mié. 9/3

4:27 pm-6:21 pm

Nonstop2h 54m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 9/3

7:10 pm-10:40 pm

Nonstop2h 30m

Boston Logan Intl

jue. 9/4

8:35 am-10:32 am

Nonstop2h 57m

$120

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 9/4

8:25 pm-11:53 pm

Nonstop2h 28m

Boston Logan Intl

dom. 9/7

7:01 am-9:05 am

Nonstop3h 04m

$128

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 10/28

11:30 am-2:46 pm

Nonstop2h 16m

Boston Logan Intl

mar. 10/28

4:55 pm-7:05 pm

Nonstop3h 10m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/19

7:50 pm-11:25 pm

Nonstop2h 35m

Boston Logan Intl

lun. 9/22

7:00 am-8:56 am

Nonstop2h 56m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 9/4

1:50 pm-10:15 pm

1 stop7h 25m

Boston Logan Intl

mié. 9/10

5:40 am-11:50 am

1 stop7h 10m

$146

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 9/4

10:15 am-1:48 pm

Nonstop2h 33m

Boston Logan Intl

mié. 9/10

7:55 pm-9:56 pm

Nonstop3h 01m

$147

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 9/30

7:25 am-10:55 am

Nonstop2h 30m

Boston Logan Intl

mié. 10/8

7:20 am-9:22 am

Nonstop3h 02m

$150

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/12

2:55 pm-10:35 pm

1 stop6h 40m

Boston Logan Intl

dom. 9/14

5:15 am-11:50 am

1 stop7h 35m

$157

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, May 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 $258. If you aren’t able to travel during the month of May, then book flights to Boston from Wisconsin during September instead. Flights to Boston in September, while not as cheap as those in May, still average around $266.

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 $300. 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 $479.

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 $262. 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 $438 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 $318 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 $245 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

$55

Fastest flight time

2h 12m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Wisconsin in the past 72 hours is $55. The best round-trip flight deal from Wisconsin to Boston found on momondo in the last 72 hours is $112.
The fastest flight from Wisconsin to Boston takes 2h 12m
Direct flights go from Wisconsin to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • 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 $134Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $164Free CancellationRating
6.3
8,049 reviews
Search Spirit Airlines flights
DeltaPriceFrom $166Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $176Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $176Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $186Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Boston?

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

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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1 adult
mar. 8/5
mar. 8/12

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