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New York to Chicago Flights

Flights from New York to Chicago are popular with both business and pleasure travelers. Incorporated as a city in 1837, Chicago has grown in leaps and bounds to become an international hub for finance, commerce, telecommunication and transportation. With the help of Orbitz.com, you can easily book your flight to Chicago.

New York City

Manhattan, The Bronx, Brooklyn, Queens and Staten Island are the five boroughs that form New York City (NYC). The city is served by three airports-John F. Kennedy International Airport (JFK), Newark Liberty International Airport (EWR) and LaGuardia Airport (LGA). Traveling from Midtown by taxi takes between 45 and 60 minutes to JFK, between 20 and 35 minutes to LaGuardia and between 35 and 50 minutes to Newark. Taxis charge approximately $69-75 from Manhattan to Newark and a flat rate of $45 from Manhattan to JFK. Taking a taxi from Manhattan to LaGuardia costs approximately $30.

Short-term parking for 30 minutes or less at all three airports costs $3. Long-term parking at LaGuardia costs $66 for the first 48 hours. At Newark and JFK, long-term parking costs $18 for the first 24 hours.

Brooklyn Deli, McDonald's, Ruby's Diner and Java Moon Café are just some of the restaurants that you will find at Newark. For quick bites at JFK, visit McDonald's, JikJi Café or Sbarro restaurants. Auntie Anne's and Dunkin' Donuts restaurants are just some of the eateries available at LaGuardia.

Chicago, Illinois

Located in northeastern Illinois on the shores of Lake Michigan, Chicago is colloquially referred to as the City of Big Shoulders, the Windy City and the Second City. It is the third most populous city in the Unites States of America, with more than 2.7 million residents. It is also an international hub for transportation, finance, industry and commerce.

Touring Chicago

Chicago O'Hare International Airport, also known as O'Hare Field or O'Hare Airport, is a major airport located approximately 17 miles northwest of downtown Chicago. You can take a taxi, bus or train from the airport to downtown. Depending on traffic, a taxi will take 30-45 minutes to get to downtown from the airport and charge approximately $35-$45.

Chicago experiences a humid continental climate with hot, humid summers and cold winters. January, the coldest month, experiences a mean low temperature of 14.3 degrees Fahrenheit. July is the warmest month, with an average high temperature of 83.5 degrees Fahrenheit. Summer and fall are the best times to visit, as there are many outdoor activities to engage in.

The Art Institute of Chicago, located 2.5 miles from the city's center, is home to some of the world's great art collections, including the popular artwork American Gothic. Other popular sites that you should visit include the Museum of Science and Industry, the Chicago Cultural Center and the Oriental Institute Museum.

Bag Great Chicago Vacation Deals

In addition to being an international hub for finance, trade and industry, Chicago is also home to numerous tourist attractions. You can easily book a cheap flight from New York to Chicago today using Orbitz.com.

Cheap flights from New York to Chicago

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

Cheapest fares highlighted below

Previous May
Next July
Sun Mon Tue Wed Thu Fri Sat
26 27 28 29 30 31 1 $168
2 $240 3 $300 4 $214 5 $274 6 $214 7 $259 8 $248
9 $234 10 $254 11 $181 12 $201 13 $259 14 $259 15 $269
16 $274 17 $264 18 $214 19 $221 20 $244 21 $259 22 $264
23 $249 24 $224 25 $214 26 $239 27 $264 28 $239 29 $244
30 1 2 3 4 5 6

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 48 hours. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. 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.

Leaving Sat, Jun 1, returning:
Sun, Jun 2
$279
Mon, Jun 3
$310
Tue, Jun 4
$168
Wed, Jun 5
$294
Sat, Jun 8
$283
Sun, Jun 9
$331
Mon, Jun 10
$264
Thu, Jun 13
$274
Sun, Jun 16
$309
Fri, Jun 21
$296
Sat, Jun 22
$321
Sat, Nov 2
$254
Leaving Sun, Jun 2, returning:
Mon, Jun 3
$326
Tue, Jun 4
$240
Wed, Jun 5
$326
Thu, Jun 6
$380
Fri, Jun 7
$301
Sat, Jun 8
$368
Sun, Jun 9
$375
Mon, Jun 10
$345
Wed, Jun 12
$301
Fri, Aug 2
$307
Tue, Aug 27
$365
Leaving Mon, Jun 3, returning:
Tue, Jun 4
$310
Wed, Jun 5
$300
Thu, Jun 6
$301
Fri, Jun 7
$319
Sat, Jun 8
$368
Sun, Jun 9
$368
Mon, Jun 10
$368
Mon, Jun 24
$352
Leaving Tue, Jun 4, returning:
Wed, Jun 5
$294
Thu, Jun 6
$276
Fri, Jun 7
$285
Sat, Jun 8
$331
Sun, Jun 9
$331
Mon, Jun 10
$285
Tue, Jun 11
$214
Wed, Jun 12
$268
Sun, Jun 16
$309
Tue, Jun 25
$274
Mon, Nov 25
$301
Leaving Wed, Jun 5, returning:
Thu, Jun 6
$276
Fri, Jun 7
$318
Sat, Jun 8
$331
Sun, Jun 9
$324
Mon, Jun 10
$276
Tue, Jun 11
$285
Wed, Jun 12
$274
Mon, Jun 17
$306
Leaving Thu, Jun 6, returning:
Fri, Jun 7
$311
Sat, Jun 8
$214
Sun, Jun 9
$352
Mon, Jun 10
$311
Tue, Jun 11
$234
Wed, Jun 12
$274
Thu, Jun 13
$331
Sat, Jun 15
$341
Tue, Jun 18
$274
Sat, Jun 22
$304
Tue, Jul 2
$311
Wed, Dec 18
$291
Leaving Fri, Jun 7, returning:
Sat, Jun 8
$276
Sun, Jun 9
$333
Mon, Jun 10
$276
Tue, Jun 11
$270
Wed, Jun 12
$276
Thu, Jun 13
$331
Fri, Jun 14
$333
Sun, Jun 16
$346
Sat, Jun 22
$259
Mon, Jul 8
$316
Leaving Sat, Jun 8, returning:
Sun, Jun 9
$301
Mon, Jun 10
$276
Tue, Jun 11
$248
Wed, Jun 12
$276
Thu, Jun 13
$294
Fri, Jun 14
$294
Sat, Jun 15
$304
Sun, Jun 16
$249
Mon, Jun 17
$336
Sun, Jun 30
$302
Wed, Jul 3
$259
Leaving Sun, Jun 9, returning:
Mon, Jun 10
$311
Tue, Jun 11
$296
Wed, Jun 12
$324
Thu, Jun 13
$234
Fri, Jun 14
$336
Sun, Jun 16
$316
Mon, Jun 17
$296
Leaving Mon, Jun 10, returning:
Tue, Jun 11
$286
Wed, Jun 12
$320
Thu, Jun 13
$326
Fri, Jun 14
$316
Sun, Jun 16
$346
Tue, Jun 18
$274
Mon, Jun 24
$316
Sun, Jun 30
$326
Wed, Jul 10
$254
Leaving Tue, Jun 11, returning:
Wed, Jun 12
$241
Thu, Jun 13
$194
Fri, Jun 14
$299
Sat, Jun 15
$260
Sun, Jun 16
$309
Mon, Jun 17
$241
Tue, Jun 18
$181
Thu, Jun 20
$285
Tue, Jun 25
$230
Fri, Jun 28
$259
Tue, Jul 23
$221
Leaving Wed, Jun 12, returning:
Thu, Jun 13
$294
Fri, Jun 14
$276
Sat, Jun 15
$276
Sun, Jun 16
$301
Mon, Jun 17
$296
Tue, Jun 18
$248
Wed, Jun 19
$274
Thu, Jun 20
$259
Mon, Jun 24
$283
Tue, Jun 25
$265
Wed, Jun 26
$274
Sun, Jun 30
$289
Mon, Jul 1
$279
Wed, Jul 3
$274
Tue, Sep 10
$201
Leaving Thu, Jun 13, returning:
Fri, Jun 14
$299
Sat, Jun 15
$276
Sun, Jun 16
$309
Mon, Jun 17
$276
Tue, Jun 18
$273
Wed, Jun 19
$274
Thu, Jun 20
$259
Sat, Jun 22
$284
Sun, Jun 23
$289
Mon, Jun 24
$315
Tue, Jun 25
$274
Wed, Jun 26
$274
Thu, Jun 27
$259
Sun, Jul 21
$302
Fri, Aug 2
$259
Leaving Fri, Jun 14, returning:
Sat, Jun 15
$296
Sun, Jun 16
$296
Mon, Jun 17
$312
Tue, Jun 18
$316
Wed, Jun 19
$316
Thu, Jun 20
$301
Fri, Jun 21
$301
Sat, Jun 22
$326
Sun, Jun 23
$331
Tue, Jul 2
$316
Sat, Aug 24
$259
Leaving Sat, Jun 15, returning:
Sun, Jun 16
$319
Mon, Jun 17
$308
Tue, Jun 18
$284
Wed, Jun 19
$284
Thu, Jun 20
$269
Fri, Jun 21
$269
Sat, Jun 22
$294
Sun, Jun 23
$299
Thu, Jun 27
$362
Mon, Jul 15
$289
Leaving Sun, Jun 16, returning:
Mon, Jun 17
$296
Tue, Jun 18
$289
Wed, Jun 19
$289
Thu, Jun 20
$274
Fri, Jun 21
$274
Sun, Jun 23
$319
Thu, Jun 27
$302
Leaving Mon, Jun 17, returning:
Tue, Jun 18
$326
Wed, Jun 19
$276
Thu, Jun 20
$278
Fri, Jun 21
$264
Sat, Jun 22
$289
Sun, Jun 23
$350
Thu, Jun 27
$317
Sat, Jun 29
$289
Leaving Tue, Jun 18, returning:
Wed, Jun 19
$234
Thu, Jun 20
$234
Fri, Jun 21
$239
Sat, Jun 22
$264
Sun, Jun 23
$269
Mon, Jun 24
$295
Tue, Jun 25
$230
Wed, Jun 26
$230
Tue, Jul 23
$214
Leaving Wed, Jun 19, returning:
Thu, Jun 20
$259
Fri, Jun 21
$259
Sat, Jun 22
$284
Sun, Jun 23
$289
Mon, Jun 24
$266
Tue, Jun 25
$234
Wed, Jun 26
$230
Tue, Jul 23
$221
Sun, Aug 4
$272
Sat, Sep 7
$221
Leaving Thu, Jun 20, returning:
Fri, Jun 21
$244
Sat, Jun 22
$269
Sun, Jun 23
$274
Mon, Jun 24
$264
Tue, Jun 25
$256
Wed, Jun 26
$315
Thu, Jun 27
$244
Sat, Jun 29
$345
Sun, Jun 30
$274
Leaving Fri, Jun 21, returning:
Sat, Jun 22
$276
Sun, Jun 23
$274
Mon, Jun 24
$264
Tue, Jun 25
$259
Wed, Jun 26
$259
Thu, Jun 27
$296
Sat, Jun 29
$345
Sun, Jun 30
$274
Tue, Jul 2
$259
Fri, Jul 19
$340
Leaving Sat, Jun 22, returning:
Sun, Jun 23
$279
Mon, Jun 24
$269
Tue, Jun 25
$264
Wed, Jun 26
$264
Sat, Jun 29
$274
Sun, Jun 30
$279
Mon, Jul 1
$345
Mon, Jul 8
$269
Mon, Jul 22
$302
Sun, Aug 4
$355
Sat, Aug 31
$274
Leaving Sun, Jun 23, returning:
Mon, Jun 24
$319
Tue, Jun 25
$319
Wed, Jun 26
$249
Thu, Jun 27
$317
Fri, Jun 28
$317
Sat, Jun 29
$259
Sun, Jun 30
$264
Mon, Jul 1
$332
Leaving Mon, Jun 24, returning:
Tue, Jun 25
$239
Thu, Jun 27
$224
Fri, Jun 28
$224
Sat, Jun 29
$249
Sun, Jun 30
$254
Fri, Jul 19
$340
Leaving Tue, Jun 25, returning:
Wed, Jun 26
$365
Thu, Jun 27
$281
Fri, Jun 28
$239
Sat, Jun 29
$264
Sun, Jun 30
$276
Mon, Jul 1
$259
Tue, Jul 2
$214
Wed, Jul 3
$330
Thu, Jul 4
$234
Wed, Jul 10
$234
Leaving Wed, Jun 26, returning:
Thu, Jun 27
$239
Fri, Jun 28
$239
Sat, Jun 29
$264
Sun, Jun 30
$269
Mon, Jul 1
$259
Tue, Jul 2
$254
Wed, Jul 3
$294
Fri, Jul 5
$274
Mon, Jul 8
$259
Leaving Thu, Jun 27, returning:
Fri, Jun 28
$372
Sat, Jun 29
$269
Sun, Jun 30
$323
Mon, Jul 1
$264
Tue, Jul 2
$290
Thu, Jul 4
$335
Sat, Jul 6
$287
Sun, Jul 7
$274
Mon, Jul 8
$264
Wed, Jul 17
$295
Mon, Jul 22
$264
Tue, Jul 23
$302
Tue, Aug 13
$295
Leaving Fri, Jun 28, returning:
Sat, Jun 29
$345
Sun, Jun 30
$274
Mon, Jul 1
$264
Tue, Jul 2
$259
Thu, Jul 4
$335
Fri, Jul 5
$239
Sat, Jul 6
$269
Sun, Jul 7
$274
Mon, Jul 8
$264
Wed, Jul 10
$295
Mon, Jul 22
$264
Sun, Jul 28
$330
Leaving Sat, Jun 29, returning:
Sun, Jun 30
$279
Mon, Jul 1
$269
Tue, Jul 2
$304
Thu, Jul 4
$244
Fri, Jul 5
$244
Sat, Jul 6
$274
Sun, Jul 7
$319
Tue, Jul 9
$284
Wed, Jul 10
$264
Thu, Jul 11
$296
Sun, Jul 14
$279
Wed, Jul 31
$264
June

Cheapest weekend flights in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 6 New York (LGA) Chicago (ORD) American Airlines $214
Return Sat, Jun 8 Chicago (ORD) New York (LGA) American Airlines

Lowest roundtrip airfare in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jun 1 New York (LGA) Chicago (ORD) Spirit Airlines $168
Return Tue, Jun 4 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in June from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jun 11 New York (LGA) Chicago (ORD) Spirit Airlines $181
Return Tue, Jun 18 Chicago (ORD) New York (LGA) Spirit Airlines
Back to menu Return to top
July

Cheapest weekend flights in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 27 New York (LGA) Chicago (ORD) Spirit Airlines $249
Return Mon, Jul 29 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 13 New York (LGA) Chicago (ORD) Spirit Airlines $171
Return Tue, Oct 1 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in July from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 23 New York (LGA) Chicago (ORD) Spirit Airlines $204
Return Tue, Jul 30 Chicago (ORD) New York (LGA) Spirit Airlines
Back to menu Return to top
August

Cheapest weekend flights in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 29 New York (LGA) Chicago (ORD) Spirit Airlines $214
Return Mon, Sep 2 Chicago (ORD) New York (LGA) Spirit Airlines

Lowest roundtrip airfare in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 28 New York (LGA) Chicago (ORD) Spirit Airlines $171
Return Wed, Sep 4 Chicago (ORD) New York (LGA) Spirit Airlines

Best one-week trip in August from New York to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 28 New York (LGA) Chicago (ORD) Spirit Airlines $171
Return Wed, Sep 4 Chicago (ORD) New York (LGA) Spirit Airlines
Back to menu Return to top
Airports in New York NY, US
map of airports in New York
  • 1

    LaGuardia Airport (LGA)

    Distance from City Center: 6.1 miles

    Terminals and carriers for flights from LGA to CHI

    Terminal Carriers
    Terminal B American Airlines, US Airways, United Airlines
  • 2

    JFK Airport (JFK)

    Distance from City Center: 13.1 miles

    Terminals and carriers for flights from JFK to CHI

    Terminal Carriers
    Terminal 2 Delta Air Lines
    Terminal 3 Delta Air Lines
    Terminal 5 JetBlue Airways
    Terminal 8 American Airlines
  • 3

    Newark Airport (EWR)

    Distance from City Center: 11.5 miles

Back to menu Return to top
Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from NYC to ORD

    Terminal Carriers
    Terminal 1 US Airways, United Airlines
    Terminal 2 Delta Air Lines
    Terminal 3 American Airlines, JetBlue Airways
Back to menu Return to top
Aircraft Options

Aircraft options between New York and Chicago

Equipment Carrier
Boeing 737-500 Passenger United Airlines
Boeing 737-700 Passenger United Airlines, US Airways
Embraer 170 United Airlines, US Airways
Boeing 757-200 Passenger US Airways, United Airlines
Airbus Industrie A319 United Airlines, US Airways
Boeing 737-800 Passenger American Airlines, United Airlines, US Airways
McDonnell Douglas MD-80 American Airlines
Embraer 190 JetBlue Airways
Canadair Regional Jet 900 Delta Air Lines
McDonnell Douglas MD-83 American Airlines
Airbus Industrie A320 United Airlines, US Airways
Back to menu Return to top

More to explore for New York to Chicago

Flight facts

    • 50 direct flights are operating from New York to Chicago today.
    • Today's average time for a direct flight is 2h 40m.
    • United Airlines flight 364 (1:00 AM GMT, Airbus Industrie A320) is today's earliest available flight from New York to Chicago.
    • American Airlines flight 371 (3:55 PM GMT, McDonnell Douglas MD-83) is today's latest available flight from New York to Chicago.
    • Today's shortest direct flight from New York to Chicago (United Airlines flight 364, Airbus Industrie A320) takes 2h 25m.
    • Today's longest direct flight from New York to Chicago (American Airlines flight 1351, Boeing 737-800 Passenger) takes 3h 5m.
    • Flights from JFK Airport (JFK), LaGuardia Airport (LGA), Newark Airport (EWR) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Cheap airline tickets from New York to Chicago

Airline Departure Arrival Travel dates Round-trip
airline logo Spirit Airlines NYC CHI Tue, Sep 10 - Tue, Sep 24 $108
airline logo AirTran Airways NYC CHI Tue, Jun 11 - Tue, Jun 18 $206
airline logo JetBlue Airways NYC CHI Sat, Oct 19 - Sat, Oct 26 $214
airline logo United Airlines NYC CHI Sat, Nov 16 - Mon, Nov 18 $218
Delta Airlines Delta Air Lines NYC CHI Wed, Sep 11 - Tue, Sep 17 $218
airline logo American Airlines NYC CHI Wed, Sep 11 - Tue, Sep 17 $218
airline logo US Airways NYC CHI Wed, Sep 18 - Tue, Sep 24 $232
airline logo Frontier Airlines NYC CHI Tue, Jun 18 - Wed, Jun 26 $238
airline logo Sun Country Airlines NYC CHI Wed, Jul 3 - Mon, Jul 8 $536
airline logo Virgin America NYC CHI Tue, Sep 17 - Fri, Sep 20 $712
airline logo Alaska Airlines NYC CHI Thu, Oct 17 - Sun, Oct 20 $958

Daily flight schedule for Sat, May 25, 2013

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
JetBlue Airways B6905 JFK 6:30 AM ORD 8:00 AM E90 2hr 30min
American Airlines AA303 LGA 6:30 AM ORD 8:05 AM M83 2hr 35min
United Airlines UA583 LGA 6:55 AM ORD 8:19 AM 752 2hr 24min
US Airways US6749 LGA 6:55 AM ORD 8:19 AM 752 2hr 24min
American Airlines AA305 LGA 7:25 AM ORD 9:05 AM M80 2hr 40min
United Airlines UA3446 LGA 8:00 AM ORD 9:34 AM E70 2hr 34min
US Airways US7617 LGA 8:00 AM ORD 9:34 AM E70 2hr 34min
Delta Air Lines DL3521 JFK 8:30 AM ORD 10:12 AM CR9 2hr 42min
American Airlines AA309 LGA 8:30 AM ORD 10:15 AM M80 2hr 45min
US Airways US6787 LGA 9:15 AM ORD 10:53 AM 320 2hr 38min
American Airlines AA319 LGA 9:55 AM ORD 11:40 AM M83 2hr 45min
American Airlines AA321 LGA 10:30 AM ORD 12:10 PM M83 2hr 40min
United Airlines UA3517 LGA 11:00 AM ORD 12:41 PM E70 2hr 41min
US Airways US7234 LGA 11:00 AM ORD 12:41 PM E70 2hr 41min
American Airlines AA327 LGA 11:25 AM ORD 1:05 PM M83 2hr 40min
United Airlines UA655 LGA 11:45 AM ORD 1:23 PM 319 2hr 38min
US Airways US6697 LGA 11:45 AM ORD 1:23 PM 319 2hr 38min
American Airlines AA331 LGA 1:25 PM ORD 3:00 PM M83 2hr 35min
American Airlines AA337 LGA 2:15 PM ORD 3:55 PM M80 2hr 40min
United Airlines UA594 LGA 3:00 PM ORD 4:38 PM 320 2hr 38min