Cheap flights Chicago — New York
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Find tickets to New York
The cheapest ticket
Frontier Airlines
07:30 - 10:30
2 hr 0 min. on the way
08 Mar, 2026
Direct
Chicago (MDW) — New York (EWR)
-68%
57 $ The cheapest ticket from Chicago to New York, found by users in the last 48 hr. Flight ticket prices are dynamic and may vary.
Discounts and promotions on airline tickets Chicago - New York
The discount is calculated with respect to the average of the minimum prices for the last 3 months.
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direction
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Ticket prices by month for 2026-2027
How much do airline tickets cost Chicago - New York depending on the month of departure.
month
one-way
price
round-trip
price
January
-
February
-
26 Feb, Thu - 28 Feb, Sat
March
-
08 Mar, Sun - 10 Mar, Tue
April
-
14 Apr, Tue - 16 Apr, Thu
May
-
02 May, Sat - 04 May, Mon
June
-
06 Jun, Sat - 13 Jun, Sat
July
-
11 Jul, Sat - 18 Jul, Sat
August
-
04 Aug, Tue - 05 Aug, Wed
September
-
19 Sep, Sat - 26 Sep, Sat
October
-
17 Oct, Sat - 22 Oct, Thu
November
-
December
-
Airfare prices found by users in the last 48 hours. Flight ticket prices are dynamic and may vary.
Buy tickets from Chicago to New York
Tripmydream will help you find and buy plane tickets from Chicago to New York at the cheapest price. With our service you can easily compare offers from different airlines, find the most convenient and favourable flights, and find out from which online seller it will be cheapest to buy the chosen ticket.
For the february, our users found direct and connecting flights from popular airlines such as:
Round-trip airline tickets: Chicago - New York - Chicago
$57 - is the minimum round-trip ticket price, from Chicago to New York, found by our users recently.
You can find out exactly how much an air ticket for Chicago - New York costs by looking at the ticket price for specific dates and then going to the online seller's website. Prices in our airfare comparison platform are updated with a slight delay and may change in the meantime.
What's the best time to buy a flight ticket?
The best time to buy a flight ticket Chicago – New York — is 6 days before departure. And the most expensive time to buy a ticket is 60 days before departure.
Plan your trip well and start tracking ticket prices in advance. This way, you will have a better chance of finding the best flight from Chicago to New York.
What is the best day to fly out?
According to the search statistics on tripmydream, the most affordable day of departure to New York — Monday.
What time of day is the cheapest flight?
The cheapest flights to New York depart in the morning.
Flight information
Airlines
Popular airlines operating flights Chicago - New York:
Direct flights
Direct flights from Chicago to New York operated by airlines Frontier Airlines (every day), Spirit (Monday, Tuesday, Wednesday, Friday, Saturday), United Airlines (every day)
Frontier Airlines Mon
Tue
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United Airlines Mon
Tue
Wed
Thu
Fri
Sat
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Spirit Mon
Tue
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Thu
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Airline Alliances
Flights from Chicago to New York are operated by airline alliances:
Change
Direct flights are the most convenient and fastest way to travel to anywhere. But if the cheapest ticket is important to you, we recommend you to look at flights from Chicago to New York with connections: in most cases, indirect flights take longer, but you can save a lot of money.
With connections
from 3074 $
Direct
from 57 $
Information about New York
The expression "See Paris and die!" can easily be rephrased to "Go to New York and be reborn!". And everyone who has been to the Big Apple at least once will agree with this statement. And how else, because even experienced travelers are surprised by this city. What exactly is it?
New York: prices, weather and transport
What else you should know before flying from Chicago to New York
Weather in New York
FAQs about traveling to New York
Useful information, statistics and facts about the flight from Chicago to New York
How much is the cheapest ticket from Chicago to New York?
Cheapest flight ticket from Chicago to New York, found by our users in the last 48 hours, costs 57 USD for a round trip.
When is the best time to purchase an airplane ticketChicago – New York?
The cheapest air tickets Chicago - New York are to be bought 64 days before departure.
When airplane tickets Chicago – New York are the cheapest?
January, February, March – months when airplane tickets from Chicago to New York will be cheapest. The most favorable day of departure is Monday, and the cheapest time is evening.
Which airlines offer the cheapest airline tickets Chicago – New York?
The most affordable plane tickets from Chicago to New York are offered by: Frontier Airlines, Spirit and United Airlines.
What airlines operate direct flights from Chicago to New York?
The following airlines offer non-stop flights on the route Chicago - New York: Frontier Airlines, Spirit and United Airlines.
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