Cheap flights Chicago — New York
The cheapest ticket
Frontier Airlines
13:11 - 20:59
7 hr 48 min. on the way
22 Dec, 2026
With connections
Chicago (MDW) — New York (LGA)
The cheapest ticket from Chicago to New York, found by users in the last 48 hr. 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 november, our users found direct and connecting flights from popular airlines such as:
Round-trip airline tickets: Chicago - New York - Chicago
$300 - is the minimum round-trip ticket price, from Chicago to New York, found by our users recently.
$94 - lowest one-way ticket price.
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 4 days before departure. And the most expensive time to buy a ticket is 2 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 — Friday.
What time of day is the cheapest flight?
The cheapest flights to New York depart in the morning.
Flight information
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 220 $
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
| Month | Day | Night |
|---|---|---|
| January | 9° | -7° |
| February | 10° | -6° |
| March | 14° | -3° |
| April | 19° | 2° |
| May | 24° | 8° |
| June | 29° | 13° |
| July | 33° | 17° |
| August | 32° | 16° |
| September | 29° | 12° |
| October | 23° | 7° |
| November | 17° | 1° |
| December | 12° | -4° |
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 300 USD for a round trip.
When is the best time to purchase an airplane ticket Chicago – New York?
The cheapest air tickets Chicago - New York are to be bought 28 days before departure.
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Find the best price for you
The cheapest flights to New York from other cities
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