Milwaukee (MKE) to Boston (BOS), Nov 9–14, 2026: from $295 round trip

Milwaukee (MKE) to Boston (BOS), Nov 9–14, 2026: from $295 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $295 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 9–14, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Milwaukee to Boston (BOS) flight deals

2026-11-09 → 2026-11-14 · Axel-exclusive $345.00

• Delta Air Lines DL5806: MKE 2026-11-09 07:35:00 → BOS 2026-11-09 11:02:00; nonstop; 147 minutes. Local airport times.
• Delta Air Lines DL5607: BOS 2026-11-14 19:40:00 → MKE 2026-11-14 21:33:00; nonstop; 173 minutes. Local airport times.

2026-11-09 → 2026-11-14 · Axel-exclusive $295.00

• Southwest Airlines WN22 / WN2902: MKE 2026-11-09 16:20:00 → BOS 2026-11-09 22:15:00; 1 stop(s) via MDW; 295 minutes. Local airport times.
  • WN22: MKE 2026-11-09 16:20:00 → MDW 2026-11-09 17:15:00; layover at MDW: 100 minutes.
  • WN2902: MDW 2026-11-09 18:55:00 → BOS 2026-11-09 22:15:00.
• Southwest Airlines WN845 / WN598: BOS 2026-11-14 06:25:00 → MKE 2026-11-14 11:00:00; 1 stop(s) via MDW; 335 minutes. Local airport times.
  • WN845: BOS 2026-11-14 06:25:00 → MDW 2026-11-14 08:15:00; layover at MDW: 115 minutes.
  • WN598: MDW 2026-11-14 10:10:00 → MKE 2026-11-14 11:00:00.

2026-11-09 → 2026-11-14 · Axel-exclusive $315.00

• American Airlines AA4920 / AA469: MKE 2026-11-09 14:51:00 → BOS 2026-11-09 21:16:00; 1 stop(s) via ORD; 325 minutes. Local airport times.
  • AA4920: MKE 2026-11-09 14:51:00 → ORD 2026-11-09 16:12:00; layover at ORD: 100 minutes.
  • AA469: ORD 2026-11-09 17:52:00 → BOS 2026-11-09 21:16:00.
• American Airlines AA1249 / AA2587: BOS 2026-11-14 05:00:00 → MKE 2026-11-14 10:04:00; 1 stop(s) via CLT; 364 minutes. Local airport times.
  • AA1249: BOS 2026-11-14 05:00:00 → CLT 2026-11-14 07:34:00; layover at CLT: 81 minutes.
  • AA2587: CLT 2026-11-14 08:55:00 → MKE 2026-11-14 10:04:00.

2026-11-09 → 2026-11-14 · Axel-exclusive $340.00

• United Airlines UA4740 / UA487: MKE 2026-11-09 13:25:00 → BOS 2026-11-09 19:29:00; 1 stop(s) via ORD; 304 minutes. Local airport times.
  • UA4740: MKE 2026-11-09 13:25:00 → ORD 2026-11-09 14:39:00; layover at ORD: 81 minutes.
  • UA487: ORD 2026-11-09 16:00:00 → BOS 2026-11-09 19:29:00.
• Delta Air Lines DL5607: BOS 2026-11-14 19:40:00 → MKE 2026-11-14 21:33:00; nonstop; 173 minutes. Local airport times.

2026-11-09 → 2026-11-14 · Axel-exclusive $345.00

• Delta Air Lines DL5614: MKE 2026-11-09 14:30:00 → BOS 2026-11-09 17:53:00; nonstop; 143 minutes. Local airport times.
• Delta Air Lines DL5607: BOS 2026-11-14 19:40:00 → MKE 2026-11-14 21:33:00; nonstop; 173 minutes. Local airport times.

2026-11-09 → 2026-11-14 · Axel-exclusive $295.00

• Southwest Airlines WN284 / WN1590: MKE 2026-11-09 09:55:00 → BOS 2026-11-09 15:50:00; 1 stop(s) via BWI; 295 minutes. Local airport times.
  • WN284: MKE 2026-11-09 09:55:00 → BWI 2026-11-09 12:40:00; layover at BWI: 105 minutes.
  • WN1590: BWI 2026-11-09 14:25:00 → BOS 2026-11-09 15:50:00.
• Southwest Airlines WN845 / WN598: BOS 2026-11-14 06:25:00 → MKE 2026-11-14 11:00:00; 1 stop(s) via MDW; 335 minutes. Local airport times.
  • WN845: BOS 2026-11-14 06:25:00 → MDW 2026-11-14 08:15:00; layover at MDW: 115 minutes.
  • WN598: MDW 2026-11-14 10:10:00 → MKE 2026-11-14 11:00:00.

2026-11-09 → 2026-11-14 · Axel-exclusive $295.00

• Southwest Airlines WN3113 / WN4431: MKE 2026-11-09 15:40:00 → BOS 2026-11-09 21:45:00; 1 stop(s) via STL; 305 minutes. Local airport times.
  • WN3113: MKE 2026-11-09 15:40:00 → STL 2026-11-09 17:00:00; layover at STL: 70 minutes.
  • WN4431: STL 2026-11-09 18:10:00 → BOS 2026-11-09 21:45:00.
• Southwest Airlines WN845 / WN598: BOS 2026-11-14 06:25:00 → MKE 2026-11-14 11:00:00; 1 stop(s) via MDW; 335 minutes. Local airport times.
  • WN845: BOS 2026-11-14 06:25:00 → MDW 2026-11-14 08:15:00; layover at MDW: 115 minutes.
  • WN598: MDW 2026-11-14 10:10:00 → MKE 2026-11-14 11:00:00.

2026-11-09 → 2026-11-14 · Axel-exclusive $335.00

• Delta Air Lines DL5661 / DL5727: MKE 2026-11-09 10:30:00 → BOS 2026-11-09 16:25:00; 1 stop(s) via LGA; 295 minutes. Local airport times.
  • DL5661: MKE 2026-11-09 10:30:00 → LGA 2026-11-09 13:44:00; layover at LGA: 76 minutes.
  • DL5727: LGA 2026-11-09 15:00:00 → BOS 2026-11-09 16:25:00.
• Delta Air Lines DL5607: BOS 2026-11-14 19:40:00 → MKE 2026-11-14 21:33:00; nonstop; 173 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Nov 8, 2026 · Return options
• Nov 10, 2026 · Return options
• Hotels in Boston with Axel

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