Cheap flights from Wisconsin to Boston from $68

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 3/11. 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

Enter your travel dates to find the best prices.
Delta Logo
7:15 pm - 10:49 pm
ORD
-
BOS
2h 34mnonstop
Delta Logo
7:00 am - 8:58 am
BOS
-
ORD
2h 58mnonstop
$126Delta
Fri, May 8 - Thu, Aug 20
Delta Logo
7:35 pm - 11:02 pm
ORD
-
BOS
2h 27mnonstop
Delta Logo
7:15 am - 9:25 am
BOS
-
ORD
3h 10mnonstop
$127Delta
Tue, Mar 24 - Wed, Mar 25
American Airlines Logo
3:16 pm - 6:50 pm
ORD
-
BOS
2h 34mnonstop
American Airlines Logo
7:40 pm - 9:50 pm
BOS
-
ORD
3h 10mnonstop
$129American Airlines
Thu, Apr 9 - Mon, Apr 13
American Airlines Logo
3:16 pm - 6:50 pm
ORD
-
BOS
2h 34mnonstop
American Airlines Logo
7:40 pm - 9:50 pm
BOS
-
ORD
3h 10mnonstop
$130American Airlines
Thu, Apr 9 - Mon, Apr 13
JetBlue Logo
8:30 pm - 11:59 pm
ORD
-
BOS
2h 29mnonstop
JetBlue Logo
6:00 am - 8:00 am
BOS
-
ORD
3h 00mnonstop
$132JetBlue
Fri, Jun 5 - Mon, Jun 8
JetBlue Logo
8:55 am - 12:27 pm
ORD
-
BOS
2h 32mnonstop
JetBlue Logo
6:05 am - 8:05 am
BOS
-
ORD
3h 00mnonstop
$134JetBlue
Thu, Apr 2 - Sun, Apr 5
Multiple Airlines Logo
8:58 am - 12:28 pm
ORD
-
BOS
2h 30mnonstop
Multiple Airlines Logo
6:00 am - 5:00 pm
BOS
-
ORD
12h 00m
1 stop
$135Multiple Airlines
Wed, Apr 8 - Tue, Apr 14
Southwest Logo
3:30 pm - 9:50 pm
MKE
-
BOS
5h 20m
1 stop
Southwest Logo
5:45 am - 9:40 am
BOS
-
MKE
4h 55m
1 stop
$220Southwest
Mon, Apr 20 - Wed, Apr 22
Multiple Airlines Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
Multiple Airlines Logo
6:00 am - 5:28 pm
BOS
-
MKE
12h 28m
1 stop
$221Multiple Airlines
Fri, May 1 - Mon, May 4
Southwest Logo
4:50 pm - 10:20 pm
MKE
-
BOS
4h 30m
1 stop
Southwest Logo
7:25 pm - 8:40 am
BOS
-
MKE
14h 15m
2 stops
$228Southwest
Fri, May 1 - Mon, May 4

Delta flights from Wisconsin to Boston

Our best Delta deals on Wisconsin to Boston flight tickets
Delta
May 8
ORD7:15 pmChicago O'Hare Intl
2h 34m
BOS10:49 pmBoston Logan Intl
Aug 20
BOS7:00 amBoston Logan Intl
2h 58m
ORD8:58 amChicago O'Hare Intl
$126
Delta
Mar 24
ORD7:35 pmChicago O'Hare Intl
2h 27m
BOS11:02 pmBoston Logan Intl
Mar 25
BOS7:15 amBoston Logan Intl
3h 10m
ORD9:25 amChicago O'Hare Intl
$127
Delta
Apr 30
ORD6:50 amChicago O'Hare Intl
2h 21m
BOS10:11 amBoston Logan Intl
May 3
BOS6:00 amBoston Logan Intl
3h 09m
ORD8:09 amChicago O'Hare Intl
$128

United Airlines flights from Wisconsin to Boston

Our best United Airlines deals on Wisconsin to Boston flight tickets
United Airlines
Mar 11
ORD7:30 amChicago O'Hare Intl
2h 19m
BOS10:49 amBoston Logan Intl
Mar 23
BOS4:30 pmBoston Logan Intl
3h 05m
ORD6:35 pmChicago O'Hare Intl
$136
United Airlines
Apr 9
ORD5:00 amChicago O'Hare Intl
4h 15m
1 stop
BOS10:15 amBoston Logan Intl
Apr 13
BOS6:38 pmBoston Logan Intl
3h 02m
ORD8:40 pmChicago O'Hare Intl
$143
United Airlines
Mar 6
ORD9:15 pmChicago O'Hare Intl
2h 20m
BOS12:35 amBoston Logan Intl
Mar 7
BOS4:30 pmBoston Logan Intl
3h 05m
ORD6:35 pmChicago O'Hare Intl
$145

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 March 1, 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

Fri 5/8

7:15 pm-10:49 pm

Nonstop2h 34m

Boston Logan Intl

Thu 8/20

7:00 am-8:58 am

Nonstop2h 58m

$126

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 3/24

7:35 pm-11:02 pm

Nonstop2h 27m

Boston Logan Intl

Wed 3/25

7:15 am-9:25 am

Nonstop3h 10m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 4/9

3:16 pm-6:50 pm

Nonstop2h 34m

Boston Logan Intl

Mon 4/13

7:40 pm-9:50 pm

Nonstop3h 10m

$129

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 4/9

3:16 pm-6:50 pm

Nonstop2h 34m

Boston Logan Intl

Mon 4/13

7:40 pm-9:50 pm

Nonstop3h 10m

$130

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 6/5

8:30 pm-11:59 pm

Nonstop2h 29m

Boston Logan Intl

Mon 6/8

6:00 am-8:00 am

Nonstop3h 00m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 4/2

8:55 am-12:27 pm

Nonstop2h 32m

Boston Logan Intl

Sun 4/5

6:05 am-8:05 am

Nonstop3h 00m

$134

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 4/8

8:58 am-12:28 pm

Nonstop2h 30m

Boston Logan Intl

Tue 4/14

6:00 am-5:00 pm

1 stop12h 00m

$135

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 4/20

3:30 pm-9:50 pm

1 stop5h 20m

Boston Logan Intl

Wed 4/22

5:45 am-9:40 am

1 stop4h 55m

$220

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/1

4:34 pm-7:49 pm

Nonstop2h 15m

Boston Logan Intl

Mon 5/4

6:00 am-5:28 pm

1 stop12h 28m

$221

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/1

4:50 pm-10:20 pm

1 stop4h 30m

Boston Logan Intl

Mon 5/4

7:25 pm-8:40 am

2 stops14h 15m

$228

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 $241. 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 $248.

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

The cheapest day to depart from Wisconsin to Boston is on a Friday when prices can be found for as low as $288. 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 $462.

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 $264. 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 $321 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

$108

Fastest flight time

2h 13m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Wisconsin in the past 72 hours is $108. The best round-trip flight deal from Wisconsin to Boston found on momondo in the last 72 hours is $257.
The fastest flight from Wisconsin to Boston takes 2h 13m
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).
  • 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 $88Free CancellationRating
7.2
2,895 reviews
Search JetBlue flights
DeltaPriceFrom $105Free CancellationRating
7.9
8,244 reviews
Search Delta flights
SouthwestPriceFrom $176Free CancellationRating
8.0
4,303 reviews
Search Southwest flights
American AirlinesPriceFrom $176Free CancellationRating
7.1
11,370 reviews
Search American Airlines flights
United AirlinesPriceFrom $192Free CancellationRating
7.4
9,370 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
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Narragansett
Gloucester
Falmouth
Brockton
Laconia
Warwick
Nashua
Chatham
Sturbridge
Everett

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
Tue 3/31
Tue 4/7

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