$106 Find Cheap Flights from New York to Chicago - Compare and Save

These are the earliest and latest flight times available from New York to Chicago:

• Earliest: departs at 5:02 am and lands at 7:54 am
• Latest: departs at 10:13 pm and lands at 1:05 am.

The flight takes about 2h 52m.

Four cabin classes are available on flights from New York to Chicago:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

A nonstop flight from New York to Chicago takes 2h 52m, covering 711 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from New York to Chicago range from $196 to $365, with an average of $275 over the past 12 months. Anything below $196 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 25% above the $275 route average. Book 6 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $201 round-trip via Fort Lauderdale (FLL), compared to $275 for nonstop.

United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on New York to Chicago flights are:

• United Airlines: 87% on time
• American Airlines: 85% on time
• Delta: 83% on time

Overall, flights on this route are punctual 83% of the time on average.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on New York to Chicago flights, with 46% of flights leaving in that window. Afternoon departures account for 29%, evening flights for 22%, and night flights for 3%.

Three airlines offer in-flight Wi-Fi on New York to Chicago flights:

• American Airlines
• Delta
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Based on prices from the last 5 days, flying between New York and Chicago is around $250 round-trip, with a flight time of about 12h 18m. Taking the train is much cheaper at around $230, with a trip time of about 19h 32m. The bus is similarly priced at around $163 and takes about 16h 55m. Compared with flying, recent train and bus fares are roughly 22% lower. However, those options take about 5+ hours longer each way.

One-way fares from New York to Chicago are currently lower than usual. Average one-way flight prices are about $137, which is 27% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $63:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) — daily rates averaging $86:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from New York to Chicago may depart from several airports in New York area, including Newark (EWR), New York John F Kennedy Intl (JFK) and New York LaGuardia (LGA), with arrivals available at Chicago area airports such as Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Morning flights have the fewest delays on this route, while night departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the New York to Chicago route, 17% of flights were delayed in the past 3 months, with delays averaging 2h 48m.

One-stop flights from New York to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 46% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 19% of one-stop connections
• Orlando (MCO) - 9% of one-stop connections
• Washington, D.C. Reagan-National (DCA) - 7% of one-stop connections

Yes. Flexible dates can save you up to 17% on flights from New York to Chicago. Saturday is the cheapest departure day at $257 round-trip on average, while Monday is the most expensive at $308, a difference of $51.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

4 airlines operate flights between New York and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Delta
• Southwest

Flying via Indianapolis (IND) gives the shortest average 1-stop total travel time at 4h 13m, compared with 4h 22m via Pittsburgh (PIT) and 4h 36m via Detroit Metropolitan Wayne County (DTW).

Chicago is 1 hour behind New York (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Among airlines operating New York to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Delta: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection
• JetBlue: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• Delta: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Yes. Chicago Midway International Airport (MDW) is about 11.2 miles from downtown Chicago and the Orange Line train connects the two in about 25 minutes.

One way to get to New York LaGuardia Airport (LGA) is by taking the New York City Ferry. Travelers can take the ferry from New York to the last stop in Astoria, then continue to the airport by taxi or Uber. Alcoholic beverages, other drinks and snacks are available for purchase on board.

Yes, rental cars can be picked up at the Multi-Modal Facility (MMF) at 10255 W. Zemke Blvd., Chicago, IL 60666.

Uber rides from ORD to downtown Chicago typically take 40 minutes and cover approximately 18 miles.

ORD has a free Cell Phone Lot for drivers waiting to pick up arriving passengers. Stopping at the terminal curb is allowed only for immediate pickup.

Chicago Midway International Airport (MDW) is the nearest airport to the Museum of Science and Industry, 9.0 miles away. Chicago O'Hare International Airport (ORD) is the main airport serving Chicago. A Chicago Transit Authority (CTA) bus connects MDW and the museum in about 52 minutes.

Yes, special services are available on arrival for passengers with disabilities and mobility limitations at ORD and MDW. These services can be arranged early with the carrier. Services include wheelchairs and guidance for travelers with communication challenges.