Flights from chicago to new york city

Tue, 7 May ORD - LGA with Spirit Airlines. Direct. from ₹ 2,177. New York. ₹ 2,428 per passenger.Departing Wed, 5 Jun.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Wed, 5 Jun, arriving in New York LaGuardia.Price includes taxes and charges.From ₹ 2,428, select.

Flights from chicago to new york city. The usual cost for a one-way flight to Newark Airport is around $20, while a round-trip averages at about $35. Usually, a round-trip ticket to New York costs in the vicinity of $225, but there are deals as low as $73. If time is of the essence, the quickest one-way flight to New York departs from Ithaca with an average duration of 0 hours 21 ...

Our data shows that the cheapest route for a one-way flight from Chicago to Newark Airport cost $89 and was between Chicago O'Hare Intl Airport and Newark Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $168.

Cheap Flights from Madison to New York (MSN-NYC) Prices were available within the past 7 days and start at $147 for one-way flights and $169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Madison to New York with no change fee on selected flights.Two bags fly free®. No change and no cancel fees. Flight credits don't expire. Free entertainment and $8 Internet. Low fare alert. Chicago (Midway), IL to New York …Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to New York John F Kennedy Airport as it was the cheapest place to fly from.Prices were found for as low as $64 one-way and $127 for a round-trip flight. Also in the last 72 hours, the most popular connection to New York …Looking for flights from Vancouver (YVR) to New York (NYC)? Fly Air Canada, voted "Best Airline in North America" by Skytrax and Global Traveler Magazine. Book your Vancouver to New York flight today.There are 5 airlines that fly nonstop from San Francisco to New York. They are: Alaska Airlines, American Airlines, Delta, JetBlue and United Airlines. The cheapest price of all airlines flying this route was found with Delta at $128 for a one-way flight. On average, the best prices for this route can be found at JetBlue.

The two airlines most popular with KAYAK users for flights from New York to Chicago are Alaska Airlines and Delta. With an average price for the route of $319 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $276 and an overall rating of 8.0. CHICAGO (AP) — Pro-Palestinian demonstrators blocked roadways in Illinois, California, New York and the Pacific Northwest on Monday, temporarily shutting …Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.. The average price for connecting flights from New York City to Chicago is not available.. The average …CHICAGO (AP) — Pro-Palestinian demonstrators blocked roadways in Illinois, California, New York and the Pacific Northwest on Monday, temporarily shutting …Tue, May 21 EWR – BOS with Delta. Direct. from $98. New York.$117 per passenger.Departing Tue, Jun 4, returning Thu, Jun 6.Round-trip flight with Delta.Outbound direct flight with Delta departing from Boston Logan International on Tue, Jun 4, arriving in New York Newark.Inbound direct flight with Delta departing from New York John F. …

Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.Before boarding United flights from Chicago to New York, passengers should stop in at the United Polaris Lounge located near gate C18 at Chicago O'Hare International. The Polaris Lounge has seating suites with pull-out tables that offer convenient power receptacles and USB charging ports. Tue, Jun 11 LGA – CLE with Frontier Airlines. Direct. from $39. New York.$40 per passenger.Departing Wed, Jun 5, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Charleston on Wed, Jun 5, arriving in New York Newark.Inbound direct flight with Spirit Airlines departing from ... New York City to Chicago Flights. Flights from JFK to ORD are operated 24 times a week, with an average of 3 flights per day. Departure times vary between 06:55 - 19:35. The earliest flight departs at 06:55, the last flight departs at 19:35. However, this depends on the date you are flying so please check with the full flight schedule above to ...Cheap Flights from Chicago to Albany (ORD-ALB) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Albany with no change fee on selected flights.

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Cheap Flights from Madison to New York (MSN-NYC) Prices were available within the past 7 days and start at $147 for one-way flights and $169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Madison to New York with no change fee on selected flights.Are you searching for American Airlines flights from Chicago to New York/Newark? Find the best selections and fly in style.Cheap Flights from Chicago to New York (CHI-JFK) Prices were available within the past 7 days and start at $64 for one-way flights and $127 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected flights. Direct. from $59. Chicago.$60 per passenger.Departing Tue, May 7, returning Wed, May 8.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue, May 7, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines departing from Chicago O'Hare International ... Wed, Nov 20 MEX – ORD with Viva Aerobus. Direct. from $223. Mexico City.$232 per passenger.Departing Sat, Nov 16, returning Thu, Dec 5.Round-trip flight with Viva Aerobus.Outbound direct flight with Viva Aerobus departing from Chicago O'Hare International on Sat, Nov 16, arriving in Mexico City Juarez International.Inbound direct …

Wed, Aug 28 ORD – JFK with American Airlines. Direct. from $126. Chicago.$126 per passenger.Departing Wed, Jul 24, returning Tue, Jul 30.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from New York John F. Kennedy on Wed, Jul 24, arriving in Chicago O'Hare International.Inbound direct flight ...The cheapest way to get from Chicago to New York, NY costs only $109, ... Flights from Chicago O'Hare to New York La Guardia Ave. Duration 2h 11m When Every day Estimated price $110 - $ ... The New York City Subway consists of … Book the lowest fares on New York flights today! ... Chicago (ORD) to. New York (LGA) 05/29/24 - 06/05/24. ... Oklahoma City - New York; Houston - New York; Chicago ... Cheap Flights from Madison to New York (MSN-NYC) Prices were available within the past 7 days and start at $147 for one-way flights and $169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Madison to New York with no change fee on selected flights.Cheap Flights from New York to Chicago (JFK-ORD) Prices were available within the past 7 days and start at $59 for one-way flights and $122 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights. There are 5 airlines that fly nonstop from Chicago to New York LaGuardia Airport. They are: American Airlines, Delta, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at Spirit ... On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average.Cheap Flights from Chicago to New York (MDW-LGA) Prices were available within the past 7 days and start at $48 for one-way flights and $96 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected flights.Save time and money when you choose Volaris for your flights to Mexico City! Check-in up to 72 hours in advance, and only pay for options you choose. Find low prices on Mexico City flights with Volaris. Book your flights to Mexico City (MEX), Mexico from over 65 cities in the Americas.Cheap Flights from Houston to New York (HOU-NYC) Prices were available within the past 7 days and start at $46 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Houston to New York with no change fee on selected flights.

Book Cheap Flights from New York City to Chicago. A trip to the Windy City offers something for every type of traveler. Whether you prefer to meander around museums or search for the best deep-dish in the city, a cheap ticket from New York City to Chicago unlocks endless possibilities.

Fly Emirates to New York (NYC) and beyond. Get inspired by our recommended destinations and book your next flight or holiday today. And on your way, enjoy superior comfort, gourmet meals and award-winning entertainment with us, whether you’re flying in Economy Class, Premium Economy, Business Class or First Class. Flights to Milan.Sat, Apr 27 LGA – MDW with Frontier Airlines. 1 stop. from $156. New York.$160 per passenger.Departing Wed, Sep 4, returning Wed, Sep 11.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, Sep 4, arriving in New York LaGuardia.Inbound indirect flight with Frontier ... The cheapest return flight ticket from New York to Chicago found by KAYAK users in the last 72 hours was for C$ 161 on Delta, followed by Spirit Airlines (C$ 254). One-way flight deals have also been found from as low as C$ 69 on Frontier and from C$ 70 on Spirit Airlines. Tue, Jun 4 LGA – ORD with Spirit Airlines. Direct. from C$81. New York.C$81 per passenger.Departing Tue, May 7, returning Wed, May 15.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Chicago O'Hare International on Tue, May 7, arriving in New York LaGuardia.Inbound direct flight with …There are 4 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York LaGuardia Airport. They are: American Airlines, Delta, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at ...New York City to Chicago Flights. Flights from JFK to ORD are operated 24 times a week, with an average of 3 flights per day. Departure times vary between 06:55 - 19:35. The earliest flight departs at 06:55, the last flight departs at 19:35. However, this depends on the date you are flying so please check with the full flight schedule above to ...1 stop. Tue, 21 May EWR - ORD with Spirit Airlines. 1 stop. from £107. New York. £111 per passenger.Departing Tue, 20 Aug, returning Sat, 24 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 20 Aug, arriving in New York Newark.Inbound direct flight with United departs from …Cheap flights from Chicago (CHI) to New York (NYC) from $30. From? To? Round-trip One-way. Mon 4/22. Mon 4/29. 1 adult, Economy. Find deals. We work with …Before boarding United flights from Chicago to New York, passengers should stop in at the United Polaris Lounge located near gate C18 at Chicago O'Hare International. The Polaris Lounge has seating suites with pull-out tables that offer convenient power receptacles and USB charging ports.Atlanta to New York City 26-Jan to 28-Jan $72. San Francisco to New York City 15-Feb to 20-Feb $214. Houston to New York City 27-Feb to 28-Feb $130. Miami, Florida to New York City 5-Mar to 6-Mar $56. Phoenix to New York City 18-Jan to 21-Jan $107. Detroit to New York City 29-Jan to 5-Feb $55.

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Our data shows that the cheapest route for a one-way flight from Chicago to New York cost $154 and was between Chicago O'Hare Intl Airport and New York LaGuardia Airport. On average, the best prices are found if you fly from Chicago O'Hare Intl Airport to Newark Airport. The average price for a return flight for this route is $116.Mon, May 20 SDF – EWR with Spirit Airlines. 1 stop. from $141. Lexington.$224 per passenger.Departing Tue, May 14, returning Tue, May 14.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from New York LaGuardia on Tue, May 14, arriving in Lexington Blue Grass.Inbound indirect …Find cheap flights from Chicago to New York. Book the cheapest price and save money with lastminute.com. Call to book. Flight + Hotel. Flash Sales. Holidays. City breaks. Flights. Hotels. ... Cheap flights Mexico City - New York. Departing on Friday, 26 April 2024 and returning on Wednesday, 1 May 2024. from £345 10h ago .This time of year offers the best deals on train tickets from Chicago to New York, with the average price at just $227. Train tickets on this route are most expensive in September, when the average price goes up to $305. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.Discover our best American Airlines flight from Chicago ORD to New York JFK To find the best deals on flights to Chicago from New York with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find 2 flights to choose from and can sort by price, flight duration, and arrival or departure time.Tue, May 21 EWR – BOS with Delta. Direct. from $98. New York.$117 per passenger.Departing Tue, Jun 4, returning Thu, Jun 6.Round-trip flight with Delta.Outbound direct flight with Delta departing from Boston Logan International on Tue, Jun 4, arriving in New York Newark.Inbound direct flight with Delta departing from New York John F. … Cheap Flights from Chicago to New York (ORD-JFK) Prices were available within the past 7 days and start at $64 for one-way flights and $111 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected flights. Cheap Flights from Chicago to New York (ORD-NYC) Prices were available within the past 7 days and start at $31 for one-way flights and $61 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected flights. Tue, May 21 EWR – BOS with Delta. Direct. from $98. New York.$117 per passenger.Departing Tue, Jun 4, returning Thu, Jun 6.Round-trip flight with Delta.Outbound direct flight with Delta departing from Boston Logan International on Tue, Jun 4, arriving in New York Newark.Inbound direct flight with Delta departing from New York John F. … ….

Mon, May 20 SDF – EWR with Spirit Airlines. 1 stop. from $141. Lexington.$224 per passenger.Departing Tue, May 14, returning Tue, May 14.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from New York LaGuardia on Tue, May 14, arriving in Lexington Blue Grass.Inbound indirect …On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average.CHICAGO (AP) — Pro-Palestinian demonstrators blocked roadways in Illinois, California, New York and the Pacific Northwest on Monday, temporarily shutting …While Chicago O’Hare International Airport can be found just under 15 miles north of the city center, Midway International Airport is approximately 8 miles south of Downtown Chicago. Chicago O’Hare International Airport is a major hub for airlines such as American Airlines and United Airlines, so it’s not uncommon for these companies to operate …The cheapest way to get from Chicago to New York, NY costs only $109, ... Flights from Chicago O'Hare to New York La Guardia Ave. Duration 2h 11m When Every day Estimated price $110 - $ ... The New York City Subway consists of …The cheapest way to get from Chicago to New York costs only $106, ... Flights from Chicago O'Hare to New York La Guardia Ave. Duration 2h 11m When Every day Estimated price $110 - $ ... entertainment center and neighborhood in the Midtown Manhattan section of New York City at the junction of Broadway and Seventh Avenue.Book one-way or return flights from Chicago to New York with no change fee on selected flights. ... Multi-city; 1 traveller. Travellers. Adults. Children Ages 2 to 17 Infants Younger ... 9 Apr. from Chicago to New York, returning Sun., 14 Apr., priced at NZ$251 found 3 days ago. Tue., 2 Apr. - Tue., 23 Apr. ORD. Chicago. LGA. New York.Cheap Flights from Houston to New York (HOU-NYC) Prices were available within the past 7 days and start at $46 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Houston to New York with no change fee on selected flights. Flights from chicago to new york city, New York. Compare Chicago to New York flight deals. Find the cheapest month or even day of the year to fly to New York. Book the best New York fare with no …, Our data shows that the cheapest route for a one-way flight from New York to Chicago O'Hare Intl Airport cost $42 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $74., Find cheap flights from Chicago to New York. Book the cheapest price and save money with lastminute.com. Call to book. Flight + Hotel. Flash Sales. Holidays. City breaks. Flights. Hotels. ... Cheap flights Mexico City - New York. Departing on Friday, 26 April 2024 and returning on Wednesday, 1 May 2024. from £345 10h ago ., Save time and money when you choose Volaris for your flights to Mexico City! Check-in up to 72 hours in advance, and only pay for options you choose. Find low prices on Mexico City flights with Volaris. Book your flights to Mexico City (MEX), Mexico from over 65 cities in the Americas., The cost to charter a private jet from Chicago to NYCstarts at around $10,000* for one-way flight in a light jet ( Cessna Citation V, Hawker 400XP, Phenom 300 ); $16,000* for a midsize jet ( Challenger 300, Citation Excel XLS, Hawker 800XP ); and $20,000* for a heavy jet ( Challenger 604, Gulfstream G4, Gulfstream G550 ). , Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to New York John F Kennedy Airport as it was the cheapest place to fly from.Prices were found for as low as $64 one-way and $127 for a round-trip flight. Also in the last 72 hours, the most popular connection to New York …, Cheap flights from Chicago (CHI) to New York (NYC) from $30. From? To? Round-trip One-way. Mon 4/22. Mon 4/29. 1 adult, Economy. Find deals. We work with …, While Chicago O’Hare International Airport can be found just under 15 miles north of the city center, Midway International Airport is approximately 8 miles south of Downtown Chicago. Chicago O’Hare International Airport is a major hub for airlines such as American Airlines and United Airlines, so it’s not uncommon for these companies to operate …, The city has been without a direct flight to the Windy City since 2022 when American Airlines stopped operating its Evansville-to-Chicago route. Shortly before that …, fly for about 1.5 hours in the air. 1:52 pm (local time): John F. Kennedy International (JFK) New York City is 1 hour ahead of Chicago. so the time in Chicago is actually 12:52 pm. taxi on the runway for an average of 5 minutes to …, New York. Chicago. Compare New York to Chicago flight deals. Find the cheapest month or even day of the year to fly to Chicago. Book the best Chicago fare with no extra fees. …, An off-duty Chicago cop was shot and killed as he came home from work early Sunday in what the police superintendent called “another sad day” for the Windy City., New York. Compare Chicago to New York flight deals. Find the cheapest month or even day of the year to fly to New York. Book the best New York fare with no …, found 3 hours ago. Book one-way or return flights from Chicago to New York with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great …, Find the cheapest month to fly from Chicago O'Hare International to New York. We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to New York flights are currently cheapest in May. Apr. from $148., Compare flight deals to Chicago FSS from New York from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys. Flex your dates to find the best New York–Chicago FSS ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even …, Find flights from Chicago to New York (CHI-NYC) with Jetcost. Compare deals from top airlines and travel agencies and find your Chicago - New York flight at the best price. , Sat, Apr 27 LGA – MDW with Frontier Airlines. 1 stop. from $156. New York.$160 per passenger.Departing Wed, Sep 4, returning Wed, Sep 11.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, Sep 4, arriving in New York LaGuardia.Inbound indirect flight with Frontier ..., Cheap Flights from Detroit to New York (DTW-LGA) Prices were available within the past 7 days and start at $28 for one-way flights and $55 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Detroit to New York with no change fee on selected flights., On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average., Cheap Flights from New York to Chicago (JFK-ORD) Prices were available within the past 7 days and start at $59 for one-way flights and $122 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights., The cheapest way to get from Chicago to New York costs only $106, ... Flights from Chicago O'Hare to New York La Guardia Ave. Duration 2h 11m When Every day Estimated price $110 - $ ... entertainment center and neighborhood in the Midtown Manhattan section of New York City at the junction of Broadway and Seventh Avenue., Amtrak. The best round-trip train deal from Chicago to New York found on momondo in the last 72 hours is $184. The best one-way train deal from Chicago to New York found on momondo in the last 72 hours is $92. Average time it takes to travel by train from Chicago to New York. There is 1 train company servicing this route: Amtrak., Direct. from £47. New York. £48 per passenger.Departing Wed, 8 May, returning Wed, 15 May.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Wed, 8 May, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departs from New York LaGuardia on Wed, 15 ... , Flying time from New York, NY to Chicago, IL. The total flight duration from New York, NY to Chicago, IL is 1 hour, 49 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like LGA to MDW ., Cheap Flights from New York to Chicago (JFK-ORD) Prices were available within the past 7 days and start at $59 for one-way flights and $122 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights., Round-trip. 1 adult. Economy. Round-trip One-way Multi-city. From? To? Thu 4/18. Thu 4/25. 1 adult. Economy. Find Your Flight. The best prices from Chicago to …, Tue, Jun 11 LGA – CLE with Frontier Airlines. Direct. from $39. New York.$40 per passenger.Departing Wed, Jun 5, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Charleston on Wed, Jun 5, arriving in New York Newark.Inbound direct flight with Spirit Airlines departing from ... , Southwest Flights From Chicago to New York. Southwest operates around 56 flights from Chicago to New York every week. The average price of these flights found in the last 72 hours has been $389, but momondo users have found Southwest deals from Chicago to New York from as low as $288 round-trip. Southwest has been scored …, Book one-way or return flights from Chicago to New York with no change fee on selected flights. ... Multi-city; 1 traveller. Travellers. Adults. Children Ages 2 to 17 Infants Younger ... 9 Apr. from Chicago to New York, returning Sun., 14 Apr., priced at NZ$251 found 3 days ago. Tue., 2 Apr. - Tue., 23 Apr. ORD. Chicago. LGA. New York., Find flights from Chicago to New York (CHI-NYC) with Jetcost. Compare deals from top airlines and travel agencies and find your Chicago - New York flight at the best price. , Chicago to New York City Flights. Flights from ORD to JFK are operated 21 times a week, with an average of 3 flights per day. Departure times vary between 07:10 - 18:43. The earliest flight departs at 07:10, the last flight departs at 18:43. However, this depends on the date you are flying so please check with the full flight schedule above to ... , This time of year offers the best deals on train tickets from Chicago to New York, with the average price at just $227. Train tickets on this route are most expensive in September, when the average price goes up to $305. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.