Flights MDW → ORL

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 40m. Common windows are ~5 nights. Best current pick is around USD 145.

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

2026-08-26 → 2026-08-31

Direct • 2h 40m

[Out: Wed 11:15 → Wed 13:55 • 2h 40m] — [Stay: 5d 6h] — [Back: Mon 20:10 → Mon 22:50 • 2h 40m]

Source: Aviasales (cached) • Inserted 2026-07-15 · Wed 19:00 • Cached since 2026-07-15 · Wed 18:07 • Synced 2026-07-17 · Fri 07:00

Est. USD 145

Cached ~36h agoExpires in ~10h

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Price may differ at booking.

2026-08-26 → 2026-08-31

Direct • 3h

[Out: Wed 11:15 → Wed 14:15 • 3h] — [Stay: 5d 6h] — [Back: Mon 20:10 → Mon 23:10 • 3h]

Source: Aviasales (cached) • Inserted 2026-07-16 · Thu 06:00 • Synced 2026-07-17 · Fri 07:00

Est. USD 153

Updated ~25h agoExpires in ~2d

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Price may differ at booking.

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