Wander Wisely with exceptional service, 24/7 support
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Selected fares from Chicago to Montauk
The cheapest prices found with in the last 7 days for return flights were CA $90 and CA $37 for one-way flights to Montauk for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue., 24 Dec. - Wed., 29 Jan.
ORD
O'Hare Intl.
LGA
LaGuardia
CA $90 Roundtrip, found 6 days ago
CA $90
Roundtrip
found 6 days ago
Tue., 3 Dec. - Tue., 10 Dec.
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
CA $102 Roundtrip, found 5 days ago
CA $102
Roundtrip
found 5 days ago
Sat., 7 Dec. - Sat., 14 Dec.
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
CA $204 Roundtrip, found 2 days ago
CA $204
Roundtrip
found 2 days ago
More to explore for Chicago to Montauk
Other Flights to Montauk
Most Popular
Flights
Flights from Calgary to Yellowstone National ParkFlights from Seattle to AnaheimFlights from Buffalo to ClearwaterFlights from Austin to ScottsdaleFlights from Winnipeg to OahuFlights from Calgary to Kailua-KonaFlights from Vancouver to HonoluluFlights from Edmonton to Yellowstone National ParkFlights from Edmonton to MauiFlights from Minneapolis - St. Paul to BanffFlights from Calgary to MauiFlights from Vancouver to MauiFlights from Vancouver to Tahoe CityFlights from Detroit to ScottsdaleFlights from Cleveland to ScottsdaleFlights from Montreal to Mountain ViewFlights from Toronto to Tahoe CityFlights from Edmonton to KauaiFlights from Montreal to MauiFlights from Winnipeg to MauiFlights from Buffalo to St. PetersburgFlights from Toronto to Yellowstone National ParkFlights from Ottawa to HonoluluFlights from Toronto to MauiFlights from Los Angeles to SurreyFlights from Vancouver to KauaiFlights from Vancouver to Cape CanaveralFlights from Toronto to HonoluluFlights from Toronto to Cape CanaveralFlights from Ottawa to Kauai