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Route overview: Milwaukee to Boston (BOS) flight deals

Milwaukee → Boston

Dec 4, 2026 · choose your return date

MKE → BOS1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Dec 4, 2026 · One waySouthwest AirlinesUp to 1 stop each way$155.00 Dec 4, 2026 · One wayDelta Air LinesNonstop$180.00 Dec 4, 2026 – Dec 5, 2026 · 1 nightSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 5, 2026 · 1 nightDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 6, 2026 · 2 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 6, 2026 · 2 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 7, 2026 · 3 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 7, 2026 · 3 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 8, 2026 · 4 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 8, 2026 · 4 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 9, 2026 · 5 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 9, 2026 · 5 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 10, 2026 · 6 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 10, 2026 · 6 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 11, 2026 · 7 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 11, 2026 · 7 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 12, 2026 · 8 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 12, 2026 · 8 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 13, 2026 · 9 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 13, 2026 · 9 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 14, 2026 · 10 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 14, 2026 · 10 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 15, 2026 · 11 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 15, 2026 · 11 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 16, 2026 · 12 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 16, 2026 · 12 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 17, 2026 · 13 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 17, 2026 · 13 nightsDelta Air LinesNonstop$345.00 Dec 4, 2026 – Dec 18, 2026 · 14 nightsSouthwest AirlinesUp to 1 stop each way$295.00 Dec 4, 2026 – Dec 18, 2026 · 14 nightsDelta Air LinesNonstop$345.00

Flights for your trip

  1. Fri, Dec 4 · One way

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS

    One-way total · 1 adult · Taxes included

  2. Fri, Dec 4 · One way

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS

    One-way total · 1 adult · Taxes included

  3. Fri, Dec 4 – Sat, Dec 5

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    6:25 amBOS
    5h 35m
    MDW · 1h 55m
    11:00 amMKE

    Round-trip total · 1 adult · Taxes included

  4. Fri, Dec 4 – Sat, Dec 5

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

  5. Fri, Dec 4 – Sun, Dec 6

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  6. Fri, Dec 4 – Sun, Dec 6

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    6:30 pmBOS
    2h 58m
    Nonstop
    8:28 pmMKE

    Round-trip total · 1 adult · Taxes included

  7. Fri, Dec 4 – Mon, Dec 7

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  8. Fri, Dec 4 – Mon, Dec 7

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    6:30 pmBOS
    2h 58m
    Nonstop
    8:28 pmMKE

    Round-trip total · 1 adult · Taxes included

  9. Fri, Dec 4 – Tue, Dec 8

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  10. Fri, Dec 4 – Tue, Dec 8

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    6:30 pmBOS
    2h 57m
    Nonstop
    8:27 pmMKE

    Round-trip total · 1 adult · Taxes included

  11. Fri, Dec 4 – Thu, Dec 10

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  12. Fri, Dec 4 – Thu, Dec 10

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

  13. Fri, Dec 4 – Fri, Dec 11

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:20 amBOS
    5h 25m
    BNA · 1h
    9:45 amMKE

    Round-trip total · 1 adult · Taxes included

  14. Fri, Dec 4 – Fri, Dec 11

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

  15. Fri, Dec 4 – Sat, Dec 12

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    6:25 amBOS
    5h 35m
    MDW · 1h 55m
    11:00 amMKE

    Round-trip total · 1 adult · Taxes included

  16. Fri, Dec 4 – Sat, Dec 12

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

  17. Fri, Dec 4 – Mon, Dec 14

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  18. Fri, Dec 4 – Mon, Dec 14

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    6:30 pmBOS
    2h 58m
    Nonstop
    8:28 pmMKE

    Round-trip total · 1 adult · Taxes included

  19. Fri, Dec 4 – Tue, Dec 15

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  20. Fri, Dec 4 – Tue, Dec 15

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    6:30 pmBOS
    2h 57m
    Nonstop
    8:27 pmMKE

    Round-trip total · 1 adult · Taxes included

  21. Fri, Dec 4 – Wed, Dec 16

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:35 pmBOS
    4h 50m
    BWI · 1h
    9:25 pmMKE

    Round-trip total · 1 adult · Taxes included

  22. Fri, Dec 4 – Wed, Dec 16

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

  23. Fri, Dec 4 – Fri, Dec 18

    Southwest Airlines
    4:20 pmMKE
    4h 55m
    MDW · 1h 40m
    10:15 pmBOS
    Southwest Airlines
    5:20 amBOS
    5h 25m
    BNA · 1h
    9:45 amMKE

    Round-trip total · 1 adult · Taxes included

  24. Fri, Dec 4 – Fri, Dec 18

    Delta Air Lines
    2:35 pmMKE
    2h 22m
    Nonstop
    5:57 pmBOS
    Delta Air Lines
    7:40 pmBOS
    2h 53m
    Nonstop
    9:33 pmMKE

    Round-trip total · 1 adult · Taxes included

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1 of 24

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MKE ⇄ BOS

Economy

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Explore this route

All dates for this routeDec 3, 2026 · Return optionsDec 5, 2026 · Return optionsHotels in Boston with Axel
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-04 · one wayDelta Air LinesDL5614Axel-exclusive $180.002026-10-29T01:30:05Z
2026-12-04 · one waySouthwest AirlinesWN22 + WN2902Axel-exclusive $155.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-05Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-05Southwest AirlinesWN22 + WN2902 / WN845 + WN598Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-06Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-06Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-07Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-07Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-08Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-08Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-09Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-09Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-10Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-10Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-11Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-11Southwest AirlinesWN22 + WN2902 / WN2723 + WN4628Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-12Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-12Southwest AirlinesWN22 + WN2902 / WN845 + WN598Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-13Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-13Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-14Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-14Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-15Delta Air LinesDL5614 / DL5619Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-15Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-16Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-16Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-17Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-17Southwest AirlinesWN22 + WN2902 / WN1957 + WN1088Axel-exclusive $295.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-18Delta Air LinesDL5614 / DL5607Axel-exclusive $345.002026-10-29T01:30:05Z
2026-12-04 → 2026-12-18Southwest AirlinesWN22 + WN2902 / WN2723 + WN4628Axel-exclusive $295.002026-10-29T01:30:05Z

Route overview: Milwaukee to Boston (BOS) flight deals

2026-12-04 · one way · Axel-exclusive $155.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.

2026-12-04 · one way · Axel-exclusive $180.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.

2026-12-04 → 2026-12-05 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN845 / WN598: BOS 2026-12-05 06:25:00 → MKE 2026-12-05 11:00:00; 1 stop(s) via MDW; 335 minutes. Local airport times.
    • WN845: BOS 2026-12-05 06:25:00 → MDW 2026-12-05 08:15:00; layover at MDW: 115 minutes.
    • WN598: MDW 2026-12-05 10:10:00 → MKE 2026-12-05 11:00:00.

2026-12-04 → 2026-12-05 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-05 19:40:00 → MKE 2026-12-05 21:33:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-06 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-06 17:35:00 → MKE 2026-12-06 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-06 17:35:00 → BWI 2026-12-06 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-06 20:15:00 → MKE 2026-12-06 21:25:00.

2026-12-04 → 2026-12-06 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5619: BOS 2026-12-06 18:30:00 → MKE 2026-12-06 20:28:00; nonstop; 178 minutes. Local airport times.

2026-12-04 → 2026-12-07 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-07 17:35:00 → MKE 2026-12-07 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-07 17:35:00 → BWI 2026-12-07 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-07 20:15:00 → MKE 2026-12-07 21:25:00.

2026-12-04 → 2026-12-07 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5619: BOS 2026-12-07 18:30:00 → MKE 2026-12-07 20:28:00; nonstop; 178 minutes. Local airport times.

2026-12-04 → 2026-12-08 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-08 17:35:00 → MKE 2026-12-08 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-08 17:35:00 → BWI 2026-12-08 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-08 20:15:00 → MKE 2026-12-08 21:25:00.

2026-12-04 → 2026-12-08 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5619: BOS 2026-12-08 18:30:00 → MKE 2026-12-08 20:27:00; nonstop; 177 minutes. Local airport times.

2026-12-04 → 2026-12-10 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-10 17:35:00 → MKE 2026-12-10 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-10 17:35:00 → BWI 2026-12-10 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-10 20:15:00 → MKE 2026-12-10 21:25:00.

2026-12-04 → 2026-12-10 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-10 19:40:00 → MKE 2026-12-10 21:33:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-11 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN2723 / WN4628: BOS 2026-12-11 05:20:00 → MKE 2026-12-11 09:45:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2723: BOS 2026-12-11 05:20:00 → BNA 2026-12-11 07:10:00; layover at BNA: 60 minutes.
    • WN4628: BNA 2026-12-11 08:10:00 → MKE 2026-12-11 09:45:00.

2026-12-04 → 2026-12-11 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-11 19:40:00 → MKE 2026-12-11 21:33:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-12 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN845 / WN598: BOS 2026-12-12 06:25:00 → MKE 2026-12-12 11:00:00; 1 stop(s) via MDW; 335 minutes. Local airport times.
    • WN845: BOS 2026-12-12 06:25:00 → MDW 2026-12-12 08:15:00; layover at MDW: 115 minutes.
    • WN598: MDW 2026-12-12 10:10:00 → MKE 2026-12-12 11:00:00.

2026-12-04 → 2026-12-12 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-12 19:40:00 → MKE 2026-12-12 21:33:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-14 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-14 17:35:00 → MKE 2026-12-14 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-14 17:35:00 → BWI 2026-12-14 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-14 20:15:00 → MKE 2026-12-14 21:25:00.

2026-12-04 → 2026-12-14 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5619: BOS 2026-12-14 18:30:00 → MKE 2026-12-14 20:28:00; nonstop; 178 minutes. Local airport times.

2026-12-04 → 2026-12-15 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-15 17:35:00 → MKE 2026-12-15 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-15 17:35:00 → BWI 2026-12-15 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-15 20:15:00 → MKE 2026-12-15 21:25:00.

2026-12-04 → 2026-12-15 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5619: BOS 2026-12-15 18:30:00 → MKE 2026-12-15 20:27:00; nonstop; 177 minutes. Local airport times.

2026-12-04 → 2026-12-16 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN1957 / WN1088: BOS 2026-12-16 17:35:00 → MKE 2026-12-16 21:25:00; 1 stop(s) via BWI; 290 minutes. Local airport times.
    • WN1957: BOS 2026-12-16 17:35:00 → BWI 2026-12-16 19:15:00; layover at BWI: 60 minutes.
    • WN1088: BWI 2026-12-16 20:15:00 → MKE 2026-12-16 21:25:00.

2026-12-04 → 2026-12-16 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-16 19:40:00 → MKE 2026-12-16 21:33:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-18 · Axel-exclusive $295.00

  • Southwest Airlines WN22 / WN2902: MKE 2026-12-04 16:20:00 → BOS 2026-12-04 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
    • WN22: MKE 2026-12-04 16:20:00 → MDW 2026-12-04 17:15:00; layover at MDW: 100 minutes.
    • WN2902: MDW 2026-12-04 18:55:00 → BOS 2026-12-04 22:15:00.
  • Southwest Airlines WN2723 / WN4628: BOS 2026-12-18 05:20:00 → MKE 2026-12-18 09:45:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2723: BOS 2026-12-18 05:20:00 → BNA 2026-12-18 07:10:00; layover at BNA: 60 minutes.
    • WN4628: BNA 2026-12-18 08:10:00 → MKE 2026-12-18 09:45:00.

2026-12-04 → 2026-12-18 · Axel-exclusive $345.00

  • Delta Air Lines DL5614: MKE 2026-12-04 14:35:00 → BOS 2026-12-04 17:57:00; nonstop; 142 minutes. Local airport times.
  • Delta Air Lines DL5607: BOS 2026-12-18 19:40:00 → MKE 2026-12-18 21:33:00; nonstop; 173 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Milwaukee (MKE) to Boston (BOS) · Dec 4, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Milwaukee to Boston (BOS) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.