Cheapest flights from Chicago to anywhere, anytime from 254€

Cheapest flight deals per destination from Chicago (MDW) from 254€

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

Return flights

Addis Ababa (ADD)
Algier (ALG)
Cancun (CUN) direct
Copenhagen (CPH)
Dar Es Salaam (DAR)
Havana (HAV)
Kathmandu (KTM)
Keflavik (KEF)
Nairobi (NBO)
Paris (CDG)
Philipsburg (SXM)
Podgorica (TGD)
Punta Cana (PUJ) direct
Rio De Janeiro (GIG)
Rome (FCO)
San Juan (SJU) direct
Santiago (SCL)
Singapore (SIN)
Tehran (IKA)
Tokyo (NRT)
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.