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Flight Deals from Milwaukee to Boston from $83

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Bundle + Save

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Incredible Deals

Save up to 50% on select flights with Priceline

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Save an average of $240 per person when bundling your flight and hotel together with Priceline

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Price Drop Deals Near You

Stops

  • Nonstop
    from $236
  • Up to 1 stop
    $176
  • Up to 2 stops
    $211

Airlines

  • Alaska Airlines
    $502
  • American Airlines
    $176
  • Delta Air Lines
    $236
  • Southwest Airlines
    $176
  • United Airlines
    $176

Cabin Class

  • Economy
    $176

Departure Airports

  • General Mitchell International Airport
    $176

Arrival Airports

  • General Edward Lawrence Logan International Airport
    $176

Layover Airports

  • Baltimore/Washington International Thurgood Marshall Airport
    $211
  • Charlotte Douglas International Airport
    $246
  • Chicago O Hare Airport
    $176
  • Denver International Airport
    $691
  • Detroit Metropolitan Airport
    $246
  • Nashville International Airport
    $176
  • New York LaGuardia Airport
    $246
  • Newark Liberty Airport
    $176
  • Seattle Tacoma International Airport
    $502
  • St Louis Lambert International Airport
    $276
  • Washington Dulles Airport
    $251

Best Price. GUARANTEED.

Exclusively for Priceline Members
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BUNDLE & SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler
American Airlines Logo
American Airlines

09/17/25

MKE
6h 2m
ORD

09/17/25

BOS
American Airlines Logo
American Airlines

09/20/25

BOS
3h 31m
ORD

09/20/25

MKE
$176
United Airlines Logo
United Airlines

09/17/25

MKE
6h 1m
ORD

09/17/25

BOS
United Airlines Logo
United Airlines

09/20/25

BOS
3h 45m
EWR

09/20/25

MKE
$176
Southwest Airlines Logo
Southwest Airlines

09/17/25

MKE
7h 45m
BNA

09/17/25

BOS
Southwest Airlines Logo
Southwest Airlines

09/20/25

BOS
6h
BNA

09/20/25

MKE
$176
Southwest Airlines Logo
Southwest Airlines

09/17/25

MKE
7h 45m
BNA

09/17/25

BOS
Southwest Airlines Logo
Southwest Airlines

09/20/25

BOS
8h 40m
BWI
BNA

09/20/25

MKE
$211
United Airlines Logo
United Airlines

09/17/25

MKE
7h 9m
ORD
EWR

09/17/25

BOS
United Airlines Logo
United Airlines

09/20/25

BOS
3h 45m
EWR

09/20/25

MKE
$230
Delta Air Lines Logo
Delta Air Lines

10/01/25

MKE
3h 20m
Direct

10/01/25

BOS
Delta Air Lines Logo
Delta Air Lines

10/04/25

BOS
1h 50m
Direct

10/04/25

MKE
$236
Delta Air Lines Logo
Delta Air Lines

09/12/25

MKE
3h 20m
Direct

09/12/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/14/25

BOS
6h 4m
LGA

09/14/25

MKE
$246
United Airlines Logo
United Airlines

09/20/25

MKE
5h 45m
ORD

09/20/25

BOS
United Airlines Logo
United Airlines

09/22/25

BOS
6h 14m
ORD

09/22/25

MKE
$246
American Airlines Logo
American Airlines

09/24/25

MKE
8h 17m
CLT

09/24/25

BOS
American Airlines Logo
American Airlines

09/29/25

BOS
5h 4m
ORD

09/29/25

MKE
$246
American Airlines Logo
American Airlines

09/13/25

MKE
7h 21m
ORD

09/13/25

BOS
American Airlines Logo
American Airlines

09/20/25

BOS
5h 4m
ORD

09/20/25

MKE
$246
Delta Air Lines Logo
Delta Air Lines

09/04/25

MKE
3h 23m
Direct

09/04/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/07/25

BOS
6h 19m
LGA

09/07/25

MKE
$246
American Airlines Logo
American Airlines

09/22/25

MKE
5h 24m
ORD

09/22/25

BOS
American Airlines Logo
American Airlines

09/24/25

BOS
7h 5m
CLT

09/24/25

MKE
$246
Delta Air Lines Logo
Delta Air Lines

10/01/25

MKE
3h 20m
Direct

10/01/25

BOS
Delta Air Lines Logo
Delta Air Lines

10/04/25

BOS
3h 16m
DTW

10/04/25

MKE
$246
Delta Air Lines Logo
Delta Air Lines

09/19/25

MKE
3h 20m
Direct

09/19/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/21/25

BOS
6h 4m
LGA

09/21/25

MKE
$246
United Airlines Logo
United Airlines

09/13/25

MKE
5h 53m
ORD

09/13/25

BOS
United Airlines Logo
United Airlines

09/20/25

BOS
4h 55m
EWR

09/20/25

MKE
$246
Delta Air Lines Logo
Delta Air Lines

09/17/25

MKE
3h 20m
Direct

09/17/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/20/25

BOS
1h 50m
Direct

09/20/25

MKE
$248
United Airlines Logo
United Airlines

09/22/25

MKE
7h 5m
ORD

09/23/25

BOS
United Airlines Logo
United Airlines

09/24/25

BOS
8h 1m
IAD
ORD

09/24/25

MKE
$251
United Airlines Logo
United Airlines

09/20/25

MKE
8h 13m
ORD
IAD

09/20/25

BOS
United Airlines Logo
United Airlines

09/22/25

BOS
4h 35m
EWR

09/22/25

MKE
$251
Delta Air Lines Logo
Delta Air Lines

09/15/25

MKE
3h 20m
Direct

09/15/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/19/25

BOS
3h 16m
DTW

09/19/25

MKE
$271
Southwest Airlines Logo
Southwest Airlines

09/17/25

MKE
11h 5m
STL
BNA

09/17/25

BOS
Southwest Airlines Logo
Southwest Airlines

09/20/25

BOS
8h 40m
BWI
BNA

09/20/25

MKE
$276
Delta Air Lines Logo
Delta Air Lines

09/17/25

MKE
3h 20m
Direct

09/17/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/20/25

BOS
3h 17m
DTW

09/20/25

MKE
$278
Delta Air Lines Logo
Delta Air Lines

09/26/25

MKE
3h 20m
Direct

09/26/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/29/25

BOS
5h 4m
LGA

09/29/25

MKE
$281
Delta Air Lines Logo
Delta Air Lines

09/20/25

MKE
6h 34m
DTW

09/20/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/27/25

BOS
1h 50m
Direct

09/27/25

MKE
$296
Delta Air Lines Logo
Delta Air Lines

09/12/25

MKE
3h 20m
Direct

09/12/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/14/25

BOS
1h 50m
Direct

09/14/25

MKE
$331
Delta Air Lines Logo
Delta Air Lines

09/04/25

MKE
3h 23m
Direct

09/04/25

BOS
Delta Air Lines Logo
Delta Air Lines

09/07/25

BOS
1h 44m
Direct

09/07/25

MKE
$331
United Airlines Logo
United Airlines

09/22/25

MKE
12h 55m
ORD
IAD

09/22/25

BOS
United Airlines Logo
United Airlines

09/24/25

BOS
7h 25m
EWR
ORD

09/24/25

MKE
$376
United Airlines Logo
United Airlines

09/08/25

MKE
6h 48m
ORD

09/08/25

BOS
United Airlines Logo
United Airlines

09/11/25

BOS
8h 1m
IAD
ORD

09/11/25

MKE
$401
Alaska Airlines Logo
Alaska Airlines

09/17/25

MKE
12h 53m
SEA

09/17/25

BOS
Alaska Airlines Logo
Alaska Airlines

09/20/25

BOS
14h 39m
SEA

09/20/25

MKE
$502
United Airlines Logo
United Airlines

09/18/25

MKE
5h 48m
ORD

09/18/25

BOS
United Airlines Logo
United Airlines

09/19/25

BOS
10h 27m
EWR
DEN

09/19/25

MKE
$691
United Airlines Logo
United Airlines

09/11/25

MKE
7h 5m
ORD

09/12/25

BOS
United Airlines Logo
United Airlines

09/14/25

BOS
9h 49m
EWR
DEN

09/14/25

MKE
$711

Top Deals on flights from Milwaukee to Boston

Milwaukee, US (MKE) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

Jul 15

MKE
3h 24m
Direct

Jul 15

BOS

as low as

$83

Milwaukee, US (MKE) - Boston, US (BOS)

 Logo

Jul 30

MKE
3h 12m
Direct

Jul 30

BOS

as low as

$98

Milwaukee, US (MKE) - Boston, US (BOS)

United Airlines Logo
United Airlines

Jul 29

MKE
7h 43m
EWR

Jul 29

BOS

as low as

$123

Milwaukee, US (MKE) - Boston, US (BOS)

American Airlines Logo
American Airlines

Jul 30

MKE
6h 31m
CLT

Jul 30

BOS

as low as

$123

Milwaukee, US (MKE) - Boston, US (BOS)

United Airlines Logo
United Airlines

Jul 30

MKE
7h 42m
ORD

Jul 30

BOS

as low as

$123

Milwaukee, US (MKE) - Boston, US (BOS)

American Airlines Logo
American Airlines

Jul 29

MKE
6h 29m
DCA

Jul 29

BOS

as low as

$123

Milwaukee, US (MKE) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

Jul 3

MKE
7h 18m
LGA

Jul 3

BOS

as low as

$158

Milwaukee, US (MKE) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

Jul 31

MKE
5h 21m
DTW

Jul 31

BOS

as low as

$158

Milwaukee, US (MKE) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

Jul 29

MKE
8h 55m
JFK

Jul 29

BOS

as low as

$163

Milwaukee, US (MKE) - Boston, US (BOS)

United Airlines Logo
United Airlines

Jul 24

MKE
10h 17m
ORD
EWR

Jul 24

BOS

as low as

$218

Milwaukee, US (MKE) - Boston, US (BOS)

American Airlines Logo
American Airlines

Jul 20

MKE
6h 21m
PHL

Jul 20

BOS

as low as

$303

Milwaukee, US (MKE) - Boston, US (BOS)

 Logo

Jul 4

MKE
12h 49m
SEA

Jul 4

BOS

as low as

$431