Cheap flights from Chicago MDW

Southwest: Fort Lauderdale – Chicago (and vice versa). $138. Roundtrip, including all Taxes

Southwest: Chicago – Los Angeles (and vice versa). $198. Roundtrip, including all Taxes

Chicago to Montego Bay Jamaica $340 RT Nonstop Airfares on United or American Airlines BE (Limited Travel April 2023)

Scandinavian Airlines: Chicago – Brussels, Belgium. $476 (Basic Economy) / $546 (Regular Economy). Roundtrip, including all Taxes

Scandinavian Airlines: Chicago – Oslo, Norway. $438 (Basic Economy) / $508 (Regular Economy). Roundtrip, including all Taxes

Scandinavian Airlines: Chicago – Milan, Italy. $499 (Basic Economy) / $569 (Regular Economy). Roundtrip, including all Taxes

Scandinavian Airlines: Chicago – Dublin, Ireland. $366 (Basic Economy) / $436 (Regular Economy). Roundtrip, including all Taxes

Scandinavian Airlines: Chicago – Amsterdam, Netherlands. $493 (Basic Economy) / $563 (Regular Economy). Roundtrip, including all Taxes

Philadelphia to Chicago or Vice Versa $138 RT Nonstop Airfares on American Airlines BE (Travel April - May 2023)

Scandinavian Airlines: Chicago – Copenhagen, Denmark. $448 (Basic Economy) / $518 (Regular Economy). Roundtrip, including all Taxes

Scandinavian Airlines: Chicago – Stockholm, Sweden. $448 (Basic Economy) / $518 (Regular Economy). Roundtrip, including all Taxes

Chicago to Boston or Vice Versa $158 RT Nonstop Airfares on American, United or Delta Air Lines BE (Travel May - February 2024) Including Peak Summer & Holidays $158