The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 19h 10m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.
The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $45. A train from New York to Chicago is more expensive than a flight, with prices starting at $204. A bus from New York to Chicago is also an option, with an average price of $152.
Chicago is 710.8 mi away from New York. Typically, this will take 2h 15m by plane in normal conditions.
Prices for flights from New York to Chicago are updated daily.
As of August 2024, there are 7 operators available to choose from for flights from New York to Chicago.
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
PriceFrom $67 | Free Cancellation | Rating 6.3 8,323 reviews | |||
PriceFrom $85 | Free Cancellation | Rating 7.5 3,826 reviews | |||
PriceFrom $101 | Free Cancellation | Rating 8.0 9,384 reviews | |||
PriceFrom $119 | Free Cancellation | Rating 7.4 9,807 reviews | |||
PriceFrom $140 | Free Cancellation | Rating 7.3 10,000 reviews | |||
PriceFrom $151 | Free Cancellation | Rating 8.0 9,377 reviews | |||
PriceFrom $181 | Free Cancellation | Rating 8.1 5,467 reviews |
Southwest flight deals from New York to Chicago start from $181 round-trip. Over the 59 Southwest flights for this route in a normal week, average airfare is usually $273 round-trip - but some users have found much cheaper deals with momondo.
Another popular option for New York to Chicago flights is Delta (8.0/10, 9,384 ratings). Delta flies from New York to Chicago around 55 times per week, with deals starting from $101 round-trip and rising to an average price of around $438.
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Flights from New York to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.
If you are not ready to book a flight from New York to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.