Chicago to Sal flights in June 2027

Saved fares include round trips from $1,375 and one-way flights from $950 for one adult in economy. Fare observations: October 29, 2026.

Departure airports: Chicago (ORD,MDW). Destination: Sal (SID).

ORD → SID · June 2027 · One adult in economy

Travel dates	Airline	Stops	Total (USD)
Jun 1, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 1, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 1, 2027 – Jun 4, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 1, 2027 – Jun 4, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 1, 2027 – Jun 8, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 1, 2027 – Jun 8, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 2, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 2, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 2, 2027 – Jun 5, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 2, 2027 – Jun 5, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 2, 2027 – Jun 9, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 2, 2027 – Jun 9, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 3, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 3, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 3, 2027 – Jun 6, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 3, 2027 – Jun 6, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 3, 2027 – Jun 10, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 3, 2027 – Jun 10, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 4, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 4, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 4, 2027 – Jun 7, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 4, 2027 – Jun 7, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 4, 2027 – Jun 11, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 4, 2027 – Jun 11, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 5, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 5, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 5, 2027 – Jun 8, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 5, 2027 – Jun 8, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 6, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 6, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 6, 2027 – Jun 9, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 6, 2027 – Jun 9, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 6, 2027 – Jun 13, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 6, 2027 – Jun 13, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 7, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 7, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 7, 2027 – Jun 10, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 7, 2027 – Jun 10, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 7, 2027 – Jun 14, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 7, 2027 – Jun 14, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 8, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 8, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 8, 2027 – Jun 11, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 8, 2027 – Jun 11, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 8, 2027 – Jun 15, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 8, 2027 – Jun 15, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 9, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 9, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 9, 2027 – Jun 12, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 9, 2027 – Jun 12, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 9, 2027 – Jun 16, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 9, 2027 – Jun 16, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 10, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 10, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 10, 2027 – Jun 13, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 10, 2027 – Jun 13, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 10, 2027 – Jun 17, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 10, 2027 – Jun 17, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 11, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 11, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 11, 2027 – Jun 14, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 11, 2027 – Jun 14, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 11, 2027 – Jun 18, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 11, 2027 – Jun 18, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 12, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 12, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 12, 2027 – Jun 15, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 12, 2027 – Jun 15, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 13, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 13, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 13, 2027 – Jun 16, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 13, 2027 – Jun 16, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 13, 2027 – Jun 20, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 13, 2027 – Jun 20, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 14, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 14, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 14, 2027 – Jun 17, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 14, 2027 – Jun 17, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 14, 2027 – Jun 21, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 14, 2027 – Jun 21, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 15, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 15, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 15, 2027 – Jun 18, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 15, 2027 – Jun 18, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 15, 2027 – Jun 22, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 15, 2027 – Jun 22, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 16, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 16, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 16, 2027 – Jun 19, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 16, 2027 – Jun 19, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 16, 2027 – Jun 23, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 16, 2027 – Jun 23, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 17, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 17, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 17, 2027 – Jun 20, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 17, 2027 – Jun 20, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 17, 2027 – Jun 24, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 17, 2027 – Jun 24, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 18, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 18, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 18, 2027 – Jun 21, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 18, 2027 – Jun 21, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 18, 2027 – Jun 25, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 18, 2027 – Jun 25, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 19, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 19, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 19, 2027 – Jun 22, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 19, 2027 – Jun 22, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 19, 2027 – Jun 26, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 19, 2027 – Jun 26, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 20, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 20, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 20, 2027 – Jun 23, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 20, 2027 – Jun 23, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 20, 2027 – Jun 27, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 20, 2027 – Jun 27, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 21, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 21, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 21, 2027 – Jun 24, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 21, 2027 – Jun 24, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 21, 2027 – Jun 28, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 21, 2027 – Jun 28, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 22, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 22, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 22, 2027 – Jun 25, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 22, 2027 – Jun 25, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 22, 2027 – Jun 29, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 22, 2027 – Jun 29, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 23, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 23, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 23, 2027 – Jun 26, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 23, 2027 – Jun 26, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 23, 2027 – Jun 30, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 23, 2027 – Jun 30, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 24, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 24, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 24, 2027 – Jun 27, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 24, 2027 – Jun 27, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 24, 2027 – Jul 1, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 24, 2027 – Jul 1, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 25, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 25, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 25, 2027 – Jun 28, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 25, 2027 – Jun 28, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 25, 2027 – Jul 2, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 25, 2027 – Jul 2, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 26, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 26, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 26, 2027 – Jun 29, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 26, 2027 – Jun 29, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 26, 2027 – Jul 3, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 26, 2027 – Jul 3, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 27, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 27, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 27, 2027 – Jun 30, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 27, 2027 – Jun 30, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 27, 2027 – Jul 4, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 27, 2027 – Jul 4, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 28, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 28, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 28, 2027 – Jul 1, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 28, 2027 – Jul 1, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 28, 2027 – Jul 5, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 28, 2027 – Jul 5, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 29, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 29, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 29, 2027 – Jul 2, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 29, 2027 – Jul 2, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 29, 2027 – Jul 6, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 29, 2027 – Jul 6, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 30, 2027 · One way	United Airlines	Up to 2 stops each way	$950.00
Jun 30, 2027 · One way	Swiss International Air Lines	Up to 2 stops each way	$975.00
Jun 30, 2027 – Jul 3, 2027 · 3 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 30, 2027 – Jul 3, 2027 · 3 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00
Jun 30, 2027 – Jul 7, 2027 · 7 nights	United Airlines / TAP Air Portugal	Up to 2 stops each way	$1375.00
Jun 30, 2027 – Jul 7, 2027 · 7 nights	Swiss International Air Lines / TAP Air Portugal	Up to 2 stops each way	$1400.00

Each fare is an example for the dates and airports listed. Check its live price before booking.

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All months for Chicago to Sal

Hotels near SID

Ocean Suites (Santa Maria) · Hilton Cabo Verde Sal Resort (Santa Maria) · Hotel Da Luz (Santa Maria) · Hotel Central Sal (Santa Maria) · Murdeira Village Resort (Sal)

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