Cheapest flights from Chicago to anywhere, anytime from $130

Cheapest flight deals per destination from Chicago (MDW) from $130

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

Return flights

Algier (ALG)
Auckland (AKL)
Baghdad (BGW)
Bangalore (BLR)
Bangkok (BKK)
Belize City (BZE)
Bridgetown (BGI)
Bucharest (OTP)
Budapest (BUD)
Buenos Aires (EZE)
Cancun (CUN) direct
Denpasar (DPS)
Dhaka (DAC)
Doha (DOH)
Dubai (DXB)
Geneva (GVA)
Helsinki (HEL)
Inverness (INV)
Kuala Lumpur (KUL)
Lagos (LOS)
Marrakech (RAK)
Nassau (NAS)
Oslo (OSL)
Panama City (PTY)
Poznan (POZ)
Punta Cana (PUJ) direct
Quito (UIO)
Riyadh (RUH)
Rome (FCO)
San Juan (SJU)
San Juan (SJU) direct
San Salvador (SAL)
Sao Paulo (GRU)
Seoul (ICN)
Singapore (SIN)
Stockholm (ARN)
Sydney (SYD)
Taipei (TPE)
Tbilisi (TBS)
Tel Aviv (TLV)
Tirana (TIA)

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.