Flights MDW → OAK

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 3h. Common windows are ~3 nights. Best current pick is around USD 258.

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

2026-10-03 → 2026-10-06

Direct • 3h

[Out: Sun 24:30 → Sun 03:30 • 3h] — [Stay: 2d 9h] — [Back: Tue 12:55 → Tue 15:55 • 3h]

Source: Aviasales (cached) • Inserted 2026-07-15 · Wed 18:00 • Synced 2026-07-17 · Fri 07:00

Est. USD 258

Updated ~37h agoExpires in ~8h

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Price may differ at booking.

2026-10-03 → 2026-10-06

Direct • 4h 22m

[Out: Sun 24:30 → Sun 04:52 • 4h 22m] — [Stay: 2d 8h] — [Back: Tue 12:55 → Tue 17:18 • 4h 23m]

Source: Aviasales (cached) • Inserted 2026-07-15 · Wed 19:00 • Cached since 2026-07-15 · Wed 16:09 • Synced 2026-07-17 · Fri 07:00

Est. USD 258

Cached ~36h agoExpires in ~9h

View deal Check availability (partner)

Price may differ at booking.

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