$111 Find Cheap Flights from New York to Chicago - Compare and Save

One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop in Astoria and then grab a taxi or Uber to the airport. The ferry offers both alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

You'll find several rental car companies at O'Hare International Airport (ORD) to suit your needs. You can pick up your rental car from Suite 830 or at Routes Car & Truck Rentals, located at 3901 Mannheim Rd, Schiller Park. It's helpful to make a booking in advance.

You’ll receive special services for passengers with disabilities and mobility limitations at any of the airports in Chicago, including ORD and MDW. However, it may be best to make early arrangements with your carrier. Services include wheelchairs and guidance for those with communication challenges.

The nearest airport to the Museum of Science and Industry is Chicago Midway (MDW) Airport, which is 8.3 miles away. Chicago O'Hare (ORD) is the main airport serving Chicago. The Museum of Science and Industry is located about 24.2 miles from ORD, and there are several transportation options to get you there. Bus line 6 connects the two points in about 1 hour and 18 minutes, while bus line 28 takes around an hour longer. Alternatively, you can use the subway, which takes about 1 hour and 17 minutes.

Chicago Midway International Airport (MDW) is located approximately 11.2 miles from the city center of Chicago. The easiest way to get there is via the Orange Line train service, which connects the two destinations in about 25 minutes.

Chicago Midway (MDW) is closer to downtown Chicago, and as a smaller airport, it can be less busy and easier to navigate. However, due to the size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

Request a ride with Uber to travel from ORD to Chicago city center. The trip typically takes 40 minutes, covering a distance of approximately 18 miles. The price for an Uber trip from ORD to Chicago city center usually starts around $38 but can, of course, be higher depending on the time of day and traffic conditions.

Chicago O'Hare International Airport (ORD) offers a cell phone lot for individuals wishing to pick up arriving passengers. The lot features a flight information display to alert those waiting when their passengers have arrived. Stopping in front of the terminal is not permitted except for immediate pickup of passengers. Therefore, the cell phone lot serves as an excellent option for those awaiting arriving passengers.

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
• JetBlue: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

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

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

• United Airlines
• American Airlines
• Delta
• Southwest
• JetBlue

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).

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 travelers should check the fare details before booking.

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.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $182 round-trip via Fort Lauderdale (FLL), compared to $248 for nonstop.

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.

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

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 17% of one-stop connections
• Fort Lauderdale (FLL) - 9% of one-stop connections
• Orlando (MCO) - 7% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

On the New York to Chicago route, being flexible with your departure day can save you up to 17%. Saturday is the cheapest day at $231 round-trip on average, while Monday is the most expensive at $278: a $47 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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 2 hours 49 minutes.

Morning is the busiest departure period on New York to Chicago flights, with 46% of flights leaving in that window. Afternoon departures account for 27%, evening flights for 23%, and night flights for 4%.

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

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

• Earliest: departs at 5:23 am and lands at 8:10 am
• Latest: departs at 11:00 pm and lands at 1:47 am.

The flight takes about 2h 47m.

Last-minute fares on this route - booked within 2 weeks of departure - run 31% above the route average of $248. Book 7 weeks before departure for the lowest fares.

A nonstop flight from New York to Chicago takes 2h 47m, 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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $222 to $1,852. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from New York to Chicago are currently lower than usual. Average one-way flight prices are about $124, which is 30% below the typical average for this route.

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: 84% on time

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

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Based on prices from the last 5 days, flying between New York and Chicago is around $222 round-trip, with a flight time of about 6h 36m. Recent bus fares are around $180, with a trip time of about 22h 24m. Compared with flying, recent bus fares are roughly 19% lower. However, taking the bus takes about 15+ hours longer each way.

Flying via Indianapolis (IND) gives the shortest average 1-stop total travel time at 4h 13m, compared with 4h 14m via Detroit Metropolitan Wayne County (DTW) and 4h 21m via Cincinnati Cinci./N. Kentucky (CVG).

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

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 from around $17:

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

Near Chicago Midway Airport (MDW) — daily rates from around $32:

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

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

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

Round-trip flights from New York to Chicago range from $174 to $348, with an average of $248 over the past 12 months. Anything below $174 counts as a good deal.

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

• • American Airlines
• • Delta
• • JetBlue