Flights MDW → BOS

Curated weekend trips for the next few weeks. Prices are estimates until you verify.

Outbound partner clickouts are enabled only for deals updated in the last 72h.

ToolsBest dates calendar Date grid Direct flights Dates → destinations Under CHF 100

Quick summary

Looking for a quick escape? This route is currently showing direct options. Typical outbound flight time is about 2h 25m. Common windows are ~7 nights. Best current pick is around USD 159.

More deals from MDW Origin stats Best month to go Under CHF 100

2026-08-16 → 2026-08-23

Direct • 2h 25m

[Out: Sun 11:00 → Sun 13:25 • 2h 25m] — [Stay: 7d 12h] — [Back: Mon 01:05 → Mon 03:30 • 2h 25m]

Source: Aviasales (cached) • Inserted 2026-06-29 · Mon 01:00 • Cached since 2026-06-28 · Sun 18:56 • Synced 2026-06-30 · Tue 19:00

Est. USD 159

Cached ~42h agoExpires in ~5h

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2026-08-16 → 2026-08-23

Direct • 3h

[Out: Sun 11:00 → Sun 14:00 • 3h] — [Stay: 7d 11h] — [Back: Mon 01:05 → Mon 04:05 • 3h]

Source: Aviasales (cached) • Inserted 2026-06-29 · Mon 06:00 • Synced 2026-06-30 · Tue 19:00

Est. USD 159

Updated ~37h agoExpires in ~10h

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Price may differ at booking.

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from USD 148

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Fort Lauderdale (FLL)