Cheapest flights from Chicago to anywhere, anytime from $267

Cheapest flight deals per destination from Chicago (MDW) from $267

Cheapest flight destinations from Chicago in the next 12 months. Click a price to see the available cheapest deals for each month.

Return flights

Accra (ACC)
Auckland (AKL)
Bangkok (BKK)
Buenos Aires (AEP)
Chisinau (RMO)
Copenhagen (CPH)
Delhi (DEL)
Eindhoven (EIN)
Hewandorra (UVF)
Ho Chi Minh City (SGN)
Islamabad (ISB)
Keflavik (KEF)
Madrid (MAD)
Male (MLE)
Malta (MLA)
Montego Bay (MBJ)
Montego Bay (MBJ) direct
Oslo (OSL)
Panama City (PTY)
Papeete (PPT)
Philipsburg (SXM)
Punta Cana (PUJ)
San Jose (SJO)
San Juan (SJU)
Santiago (SCL)
Sarajevo (SJJ)
Sofia (SOF)
St. Thomas (STT)
Tbilisi (TBS)
Tokyo (NRT)
Warsaw (WAW)
Willemstad (CUR)

Also check the deals for one-way flights from Chicago.

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The deals are updated by AirHint regularly. Please keep in mind that the price may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Book now to secure these cheap prices.