Chicago to Sofia flights in September 2027

Saved fares include round trips from $1,093 and one-way flights from $770 for one adult in economy. Fare observations: October 29, 2026.

Departure airports: Chicago (ORD,MDW). Destination: Sofia (SOF).

ORD → SOF · September 2027 · One adult in economy

Travel dates Airline Stops Total (USD)
Sep 1, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 1, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 1, 2027 – Sep 4, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 1, 2027 – Sep 4, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 1, 2027 – Sep 8, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 1, 2027 – Sep 8, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 2, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 2, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 2, 2027 – Sep 5, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 2, 2027 – Sep 5, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 2, 2027 – Sep 9, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 2, 2027 – Sep 9, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 3, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 3, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 3, 2027 – Sep 6, 2027 · 3 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 3, 2027 – Sep 6, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 3, 2027 – Sep 10, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 3, 2027 – Sep 10, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 4, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 4, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 4, 2027 – Sep 7, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 4, 2027 – Sep 7, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 4, 2027 – Sep 11, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 4, 2027 – Sep 11, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 5, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 5, 2027 · One way Lufthansa Up to 1 stop each way $807.50
Sep 5, 2027 – Sep 8, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 5, 2027 – Sep 8, 2027 · 3 nights United Airlines / Austrian Airlines Up to 1 stop each way $1168.50
Sep 5, 2027 – Sep 12, 2027 · 7 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 5, 2027 – Sep 12, 2027 · 7 nights United Airlines / Turkish Airlines Up to 1 stop each way $1121.00
Sep 6, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 6, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 6, 2027 – Sep 9, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 6, 2027 – Sep 9, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 6, 2027 – Sep 13, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 6, 2027 – Sep 13, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 7, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 7, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 7, 2027 – Sep 10, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 7, 2027 – Sep 10, 2027 · 3 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 7, 2027 – Sep 14, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 7, 2027 – Sep 14, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 8, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 8, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 8, 2027 – Sep 11, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 8, 2027 – Sep 11, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 8, 2027 – Sep 15, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 8, 2027 – Sep 15, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 9, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 9, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 9, 2027 – Sep 12, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 9, 2027 – Sep 12, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 9, 2027 – Sep 16, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 9, 2027 – Sep 16, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 10, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 10, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 10, 2027 – Sep 13, 2027 · 3 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 10, 2027 – Sep 13, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 10, 2027 – Sep 17, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 10, 2027 – Sep 17, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 11, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 11, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 11, 2027 – Sep 14, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 11, 2027 – Sep 14, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 11, 2027 – Sep 18, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 11, 2027 – Sep 18, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 12, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 12, 2027 · One way Lufthansa Up to 1 stop each way $807.50
Sep 12, 2027 – Sep 15, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 12, 2027 – Sep 15, 2027 · 3 nights United Airlines / Austrian Airlines Up to 1 stop each way $1168.50
Sep 12, 2027 – Sep 19, 2027 · 7 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 12, 2027 – Sep 19, 2027 · 7 nights United Airlines / Turkish Airlines Up to 1 stop each way $1121.00
Sep 13, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 13, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 13, 2027 – Sep 16, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 13, 2027 – Sep 16, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 13, 2027 – Sep 20, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 13, 2027 – Sep 20, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 14, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 14, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 14, 2027 – Sep 17, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 14, 2027 – Sep 17, 2027 · 3 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 14, 2027 – Sep 21, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 14, 2027 – Sep 21, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 15, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 15, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 15, 2027 – Sep 18, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 15, 2027 – Sep 18, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 15, 2027 – Sep 22, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 15, 2027 – Sep 22, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 16, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 16, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 16, 2027 – Sep 19, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 16, 2027 – Sep 19, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 16, 2027 – Sep 23, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 16, 2027 – Sep 23, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 17, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 17, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 17, 2027 – Sep 20, 2027 · 3 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 17, 2027 – Sep 20, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 17, 2027 – Sep 24, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 17, 2027 – Sep 24, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 18, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 18, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 18, 2027 – Sep 21, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 18, 2027 – Sep 21, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 18, 2027 – Sep 25, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 18, 2027 – Sep 25, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 19, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 19, 2027 · One way Lufthansa Up to 1 stop each way $807.50
Sep 19, 2027 – Sep 22, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 19, 2027 – Sep 22, 2027 · 3 nights United Airlines / Austrian Airlines Up to 1 stop each way $1168.50
Sep 19, 2027 – Sep 26, 2027 · 7 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 19, 2027 – Sep 26, 2027 · 7 nights United Airlines / Turkish Airlines Up to 1 stop each way $1121.00
Sep 20, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 20, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 20, 2027 – Sep 23, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 20, 2027 – Sep 23, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 20, 2027 – Sep 27, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 20, 2027 – Sep 27, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 21, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 21, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 21, 2027 – Sep 24, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 21, 2027 – Sep 24, 2027 · 3 nights American Airlines / Turkish Airlines Up to 1 stop each way $1102.00
Sep 21, 2027 – Sep 28, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 21, 2027 – Sep 28, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 22, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 22, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 22, 2027 – Sep 25, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 22, 2027 – Sep 25, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 22, 2027 – Sep 29, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 22, 2027 – Sep 29, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 23, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 23, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 23, 2027 – Sep 26, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 23, 2027 – Sep 26, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 23, 2027 – Sep 30, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 23, 2027 – Sep 30, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 24, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 24, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 24, 2027 – Sep 27, 2027 · 3 nights British Airways / Austrian Airlines Up to 1 stop each way $1140.00
Sep 24, 2027 – Sep 27, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 24, 2027 – Oct 1, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1120.50
Sep 24, 2027 – Oct 1, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1163.25
Sep 25, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 25, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 25, 2027 – Sep 28, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 25, 2027 – Sep 28, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1159.00
Sep 25, 2027 – Oct 2, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1180.00
Sep 25, 2027 – Oct 2, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1189.50
Sep 26, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 26, 2027 · One way United Airlines Up to 1 stop each way $807.50
Sep 26, 2027 – Sep 29, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1149.50
Sep 26, 2027 – Sep 29, 2027 · 3 nights United Airlines / Austrian Airlines Up to 1 stop each way $1168.50
Sep 26, 2027 – Oct 3, 2027 · 7 nights American Airlines / Turkish Airlines Up to 1 stop each way $1130.00
Sep 26, 2027 – Oct 3, 2027 · 7 nights United Airlines / Turkish Airlines Up to 1 stop each way $1149.00
Sep 27, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 27, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 27, 2027 – Sep 30, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1092.50
Sep 27, 2027 – Sep 30, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1135.25
Sep 27, 2027 – Oct 4, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1170.50
Sep 27, 2027 – Oct 4, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1189.50
Sep 28, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 28, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 28, 2027 – Oct 1, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1120.50
Sep 28, 2027 – Oct 1, 2027 · 3 nights American Airlines / Turkish Airlines Up to 1 stop each way $1130.00
Sep 28, 2027 – Oct 5, 2027 · 7 nights British Airways / Austrian Airlines Up to 1 stop each way $1170.50
Sep 28, 2027 – Oct 5, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1180.00
Sep 29, 2027 · One way American Airlines Up to 1 stop each way $779.00
Sep 29, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 29, 2027 – Oct 2, 2027 · 3 nights American Airlines / Austrian Airlines Up to 1 stop each way $1180.00
Sep 29, 2027 – Oct 2, 2027 · 3 nights Austrian Airlines Up to 1 stop each way $1189.50
Sep 29, 2027 – Oct 6, 2027 · 7 nights American Airlines / Austrian Airlines Up to 1 stop each way $1180.00
Sep 29, 2027 – Oct 6, 2027 · 7 nights Austrian Airlines Up to 1 stop each way $1189.50
Sep 30, 2027 · One way British Airways Up to 1 stop each way $769.50
Sep 30, 2027 · One way Austrian Airlines Up to 1 stop each way $788.50
Sep 30, 2027 – Oct 3, 2027 · 3 nights British Airways / Turkish Airlines Up to 1 stop each way $1120.50
Sep 30, 2027 – Oct 3, 2027 · 3 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1163.25
Sep 30, 2027 – Oct 7, 2027 · 7 nights British Airways / Turkish Airlines Up to 1 stop each way $1120.50
Sep 30, 2027 – Oct 7, 2027 · 7 nights Swiss International Air Lines / Turkish Airlines Up to 1 stop each way $1163.25

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