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Chicago to New York Flights

There are many options for booking flights from Chicago to New York, but CheapTickets is the only site that guarantees the best deals.

Flights from Chicago to New York have a choice of utilizing two airports, the Chicago O'Hare (ORD) or the Midway Airport (MDW). Direct Chicago to New York flights take just over two hours. Those boarding flights from Chicago to New York at the Midway Airport can take the Orange Line or a cab through the Stevenson's to the airport. O'Hare International Airport is also a hub for American Airlines and can be accessed by road via I-190 that branches off the Kennedy Expressway, or by train on the Blue Line. No matter what mode of transportation you choose for airport arrival, be assured that Chicago to New York flights are convenient and easy.

Flights from Chicago to New York land in EWR, JFK or LaGuardia, depending on the flight you take. JFK is the biggest airport in New York and is located 12 miles southeast of Manhattan. It is connected to the city commuter system by Air train JFK. Several buses also connect JFK to the subway system. They include the B15, Q3 and Q10 that serve the Central terminal through Terminal 5. Cheap flights from Chicago to New York are available depending on the season you travel. Chicago to New York flights in winter and summer are cheap. In summer, the city is quite humid, and it can get cold and snowy during winter.

Cheap flights from Chicago to New York

Prices are for round-trip flights per adult (taxes and fees included)

Cheapest fares highlighted below

Sun Mon Tue Wed Thu Fri Sat
26 27 28 29 30 31 1 $176
2 $196 3 $196 4 $158 5 $158 6 $168 7 $196 8 $176
9 $176 10 $216 11 $158 12 $176 13 $194 14 $204 15 $186
16 $216 17 $219 18 $194 19 $194 20 $259 21 $239 22 $224
23 $249 24 $284 25 $214 26 $209 27 $259 28 $259 29 $224
30 1 2 3 4 5 6

Fare, taxes & fees: Fares were found on CheapTickets.com and are updated nightly. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by CheapTickets. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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