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    Book with confidence - We have plenty of flexible travel options to choose from in case you need to change your plans.

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    Find today's best discounts for

    Cheap flights from New York to Chicago

    from £39

    Check out our best offers departing from New York among more than 400 airlines now!

    Use the search-box to select your departure city or airport and get the best prices. Please, note these prices below are 'from'.

    Prices refer to lowest available return flight, and are per person for the dates shown. The flights are subject to seat availability as well as variations in the price and tariffs.

    Information about flights from New York to Chicago

    Cheap flights New York - Chicago

    Once you have your flight New York-Chicago booked you can always use lastminute.com to organise the rest of your trip just the way you want it. lastminute.com allows you to book a hotel, car hire, tours and activities in Chicago.

    Hi and welcome to your perfect solution to finding low cost flights in just a few clicks! When searching for a low cost flight from New York to Chicago, all you have to do is complete the search form and in no time you will be flying off to Chicago.

    Join lastminute.com’s facebook page and be informed on the latest travel giveaways and news. Make your trip a memorable one and then tell us about it!

    Not only can you use the lastminute.com website to search low cost flights, but we have even preselected some flight offers from New York to Chicago for you to save you time.

    lastminute.com App for iPhone and Android – the solution to your travelling needs. Perfect if you are always on the move, need to book your travel from anywhere quickly and easily. Take this practical and reliable tool with you on your travels.

    Maybe you are interested in Cheap flights to New York or search Cheap flights from Chicago to New York Nows your chance!

    Cheap flights from United Kingdom cities to Chicago

    Prices refer to lowest available return flight, and are per person for the dates shown. The flights are subject to seat availability as well as variations in the price and tariffs.

    Cheap flights from outside of United Kingdom to Chicago

    Prices refer to lowest available return flight, and are per person for the dates shown. The flights are subject to seat availability as well as variations in the price and tariffs.

    Frequently asked questions

    How do I buy tickets from different airlines at once and save money?

    Our system combines airlines automatically to find the cheapest flights available. That way you can save money and don't have to buy your tickets separately.

    Is lastminute.com a trustworthy travel brand?

    In 1998, lastminute.com was one of the first online travel agencies. Currently, we are selling over 380,000 flights per year – and working hard on bringing travellers wherever they want to go.

    What should I do if I have to change my flight?

    lastminute.com offers flexibility services for purchase at the time of your booking. These services entitle you to change or cancel your flights without handling fee.*

    *Flexibility services are available on selected flights only. Please read our T&Cs for more information.

    I am afraid to lose my luggage, every time I fly. What can I do?

    lastminute.com offers a range of baggage protection services, so that you are covered in case your luggage is delayed or lost.**

    **Baggage protection services are available on selected flights only. Please read our T&Cs for more information.

    How long is the flight from New York to Chicago?

    The average flight duration from New York to Chicago is 2 hours, 42 minutes.

    How much is the cheapest flight from New York to Chicago?

    Spirit Airlines offers the cheapest flight from New York to Chicago. A one-way ticket is £42.99, a round-trip is £93.00.

    Which is the cheapest month to fly to Chicago from New York?

    Flight prices drop in December.

    How far is Chicago from New York?

    From New York to Chicago, it is approximately 1,145 miles.

    How many airports are there in New York?

    You can find 4 airports in New York: JFK, New York La Guardia, New York and Newark.

    How many airports are there in Chicago?

    You can find 2 airports in Chicago: Chicago Midway and Chicago O'Hare.

    Which is the closest airport to Chicago's city centre?

    Chicago Midway (14 miles) is the closest airport, followed by Chicago O'Hare (25 miles).

    How much does a taxi cost in Chicago? How much is it in New York?

    A taxi in Chicago is about £3.00, in New York the average price is £2.00.

    How much is a single ticket for the public transport in Chicago? How much is it in New York?

    A single ticket for public transport in Chicago is £2.00. In New York, you pay £2.00.

    How many flights are there from New York to Chicago?

    On average, you can find up to 186 flights per week on this route.

    How many airlines fly from New York to Chicago?

    There are 4 airlines that offer flights from New York to Chicago, being the most competitive Spirit Airlines (£93.00), Delta Air Lines (£138.96) and United Airlines (£141.34).

    When is the first and the last flight from New York to Chicago?

    The first flight from New York is at 06:15. The last flight to Chicago leaves at 22:45.

    Which is the most expensive month to fly to Chicago from New York?

    May is the most expensive month to fly from Chicago to New York.

    Cost of living in New York compared with Chicago

    Food and drinks New York Chicago Difference
    Beer (0.5 litre) £2.00 £2.00 0%
    Coffee £4.00 £3.00 -25%
    Meal at McDonald's £7.00 £6.00 -14%
    Water (0.33 litre) £1.00 £1.00 0%
    Transportation New York Chicago Difference
    Monthly pass £104.00 £86.00 -17%
    One way tube ticket £2.00 £2.00 0%
    Taxi starting price (normal tariff) £2.00 £3.00 +50%
    Clothing New York Chicago Difference
    1 summer dress in a chain store (Zara, H&M,...) £31.00 £32.00 +3%
    1 pair of jeans (Levi's 501 or similar) £45.00 £43.00 -4%
    Salaries New York Chicago Difference
    Average monthly disposable salary (net) £4,037.00 £3,321.00 -18%

    Information provided by Numbeo.com

    Top airlines from New York to Chicago

    Chicago airports map

    Weather forecast for Chicago

    • Tuesday 14
      Max 26  ºC
      Min 16  ºC
    • Wednesday 15
      Max 28  ºC
      Min 17  ºC
    • Thursday 16
      Max 27  ºC
      Min 20  ºC
    • Friday 17
      Max 28  ºC
      Min 15  ºC

    Hotels in Chicago

    See all hotels in Chicago