Cheap flights from New York to Chicago from $43

1 adult
Economy
0 bags
From?
To?
Tue 10/3
Tue 10/10
Save money when you book flights with momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.

Deals available from 900+ travel sites.

Flight information for New York to Chicago
(NYC to CHI)

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Best Price Found

$43

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from New York in the past 72 hours is $43. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $87.
The fastest flight from New York to Chicago takes 2h 15m
Direct flights go from New York to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

How to get the cheapest flight ticket from New York to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

February. The cheapest time of year to fly to Chicago from New York is February. Most expensive is June

What is the cheapest day to depart New York for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from New York to Chicago?

In the morning. New York to Chicago flights are approximately 10% more expensive in the afternoon than in the morning

What is the cheapest airline that flies to Chicago from New York?

Spirit Airlines. Alaska Airlines, American Airlines, and Delta are the most popular carriers operating from New York to Chicago

What is the cheapest New York to Chicago flight route?

New York LaGuardia - Chicago O'Hare Intl. Fly from New York LaGuardia to Chicago O'Hare Intl for the best New York - Chicago flight prices

How far in advance should you book New York to Chicago flights?

27 days before. The cheapest time to buy a flight from New York to Chicago is approximately 27 days to departure

How many flights depart from New York to Chicago on average per day?

As of September 2023, 176 flights take off from New York and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 40% of daily flights taking off in the afternoon.

How many flights depart from New York to Chicago on average per week?

1,232 flights are operational weekly from New York to Chicago as of September 2023. The most popular departure day for this route is Monday, with 17% of flights per week taking off on this day.

What cabin class options are available on New York to Chicago flights?

There are 4 cabin classes available to choose from on New York to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New York to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

If you are looking to fly from New York to Chicago, you are most likely going to fly from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport, the most popular airports on that route. When booking your trip to Chicago, it is helpful to have an alternative airport to fly out of. Good options for departure airports when traveling to Chicago, you can try New York LaGuardia Airport (in New York), Newark Airport (in Newark), or New Windsor Stewart Airport (in New Windsor). When traveling from New York, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago Midway Airport (in Chicago) or Chicago Greater Rockford Airport (in Chicago). In September, $87 is typically the cheapest round trip price you’ll find from New York to Chicago which you can find when you fly LGA — ORD.

New York LaGuardia Airport (LGA) to Chicago O'Hare Intl Airport (ORD)$87
Search Flight Deals
Newark Airport (EWR) to Chicago O'Hare Intl Airport (ORD)$108
Search Flight Deals
New York John F Kennedy Intl Airport (JFK) to Chicago O'Hare Intl Airport (ORD)$158
Search Flight Deals
Newark Airport (EWR) to Chicago Midway Airport (MDW)$111
Search Flight Deals
New York John F Kennedy Intl Airport (JFK) to Chicago Midway Airport (MDW)$136
Search Flight Deals
New York LaGuardia Airport (LGA) to Chicago Midway Airport (MDW)$109
Search Flight Deals

Easily compare round-trip flights from New York to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from New York to Chicago by changing tabs
Spirit Airlines
Nov 28
LGA3:30 pmNew York LaGuardia
2h 31m
ORD5:01 pmChicago O'Hare Intl
Dec 1
ORD11:23 amChicago O'Hare Intl
2h 11m
LGA1:34 pmNew York LaGuardia
Multiple Airlines
Nov 6
LGA3:56 amNew York LaGuardia
2h 31m
ORD5:27 amChicago O'Hare Intl
Nov 8
ORD3:33 amChicago O'Hare Intl
12h 27m
1 stop
LGA4:00 pmNew York LaGuardia
Frontier
Oct 23
LGA6:50 pmNew York LaGuardia
8h 49m
1 stop
MDW2:39 amChicago Midway
Oct 25
MDW11:31 amChicago Midway
5h 29m
1 stop
LGA5:00 pmNew York LaGuardia
American Airlines
Jan 11
JFK3:25 amNew York John F Kennedy Intl
2h 58m
ORD5:23 amChicago O'Hare Intl
Jan 15
ORD12:05 pmChicago O'Hare Intl
2h 17m
JFK2:22 pmNew York John F Kennedy Intl
JetBlue
Dec 1
JFK4:13 amNew York John F Kennedy Intl
2h 58m
ORD6:11 amChicago O'Hare Intl
Dec 3
ORD6:46 amChicago O'Hare Intl
2h 13m
JFK8:59 amNew York John F Kennedy Intl
United Airlines
Oct 28
EWR6:18 amNewark
2h 34m
ORD7:52 amChicago O'Hare Intl
Nov 4
ORD7:54 amChicago O'Hare Intl
2h 11m
EWR10:05 amNewark

Find the cheapest one-way flights from New York to Chicago

If you're looking for one-way flights from New York to Chicago, view some of our deals below provided by Frontier and Spirit Airlines
Spirit Airlines
Nov 5
LGA3:54 amNew York LaGuardia
2h 31m
ORD5:25 amChicago O'Hare Intl
Frontier
Nov 1
LGA6:50 pmNew York LaGuardia
9h 26m
1 stop
ORD3:16 amChicago O'Hare Intl
Multiple Airlines
Oct 4
EWR9:25 amNewark
11h 07m
1 stop
MDW7:32 pmChicago Midway

Search last-minute flights to Chicago from New York

Find and compare round-trip flight prices for your last-minute flight from New York to Chicago
Multiple Airlines
Oct 3
EWR1:30 pmNewark
15h 05m
1 stop
ORD3:35 amChicago O'Hare Intl
Nov 13
ORD3:36 pmChicago O'Hare Intl
10h 44m
1 stop
EWR2:20 amNewark
Spirit Airlines
Oct 3
EWR1:30 pmNewark
16h 13m
1 stop
ORD4:43 amChicago O'Hare Intl
Nov 13
ORD3:36 pmChicago O'Hare Intl
23h 39m
2 stops
EWR3:15 pmNewark
JetBlue
Oct 3
JFK4:30 amNew York John F Kennedy Intl
2h 40m
ORD6:10 amChicago O'Hare Intl
Nov 14
ORD7:20 amChicago O'Hare Intl
2h 10m
JFK9:30 amNew York John F Kennedy Intl
Frontier
Oct 4
LGA7:03 pmNew York LaGuardia
9h 13m
1 stop
ORD3:16 amChicago O'Hare Intl
Oct 11
ORD4:05 pmChicago O'Hare Intl
20h 04m
1 stop
LGA12:09 pmNew York LaGuardia
American Airlines
Oct 3
JFK4:29 amNew York John F Kennedy Intl
2h 53m
ORD6:22 amChicago O'Hare Intl
Nov 3
ORD7:35 amChicago O'Hare Intl
2h 10m
JFK9:45 amNew York John F Kennedy Intl
Delta
Oct 4
EWR2:08 amNewark
3h 36m
1 stop
MDW4:44 amChicago Midway
Oct 7
MDW1:30 pmChicago Midway
6h 28m
1 stop
EWR7:58 pmNewark

Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $83Free CancellationRating
6.9
1,104 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $86Free CancellationRating
6.0
2,809 reviews
Search Spirit Airlines flights
DeltaPriceFrom $96Free CancellationRating
7.8
1,565 reviews
Search Delta flights
United AirlinesPriceFrom $107Free CancellationRating
7.2
2,716 reviews
Search United Airlines flights
American AirlinesPriceFrom $113Free CancellationRating
7.1
2,890 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $152Free CancellationRating
7.9
3,001 reviews
Search Alaska Airlines flights
  • Alaska Airlines Flights From New York to Chicago

    Alaska Airlines flight deals from New York to Chicago start from $152 round-trip. Over the 114 Alaska Airlines flights for this route in a normal week, average airfare is usually $278 round-trip - but some users have found much cheaper deals with momondo.

  • Delta Flights From New York to Chicago

    Another popular option for New York to Chicago flights is Delta (7.8/10, 1,565 ratings). Delta flies from New York to Chicago around 55 times per week, with deals starting from $96 round-trip and rising to an average price of around $471.


Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
Nov 28
LGA3:30 pmNew York LaGuardia
2h 31m
ORD5:01 pmChicago O'Hare Intl
Dec 1
ORD11:23 amChicago O'Hare Intl
2h 11m
LGA1:34 pmNew York LaGuardia
Spirit Airlines
Nov 5
LGA3:56 amNew York LaGuardia
2h 31m
ORD5:27 amChicago O'Hare Intl
Nov 9
ORD12:00 amChicago O'Hare Intl
2h 11m
LGA2:11 amNew York LaGuardia
Spirit Airlines
Nov 5
LGA3:54 amNew York LaGuardia
2h 31m
ORD5:25 amChicago O'Hare Intl
Nov 6
ORD12:00 amChicago O'Hare Intl
2h 09m
LGA2:09 amNew York LaGuardia

American Airlines flights from New York to Chicago

Our best American Airlines deals on New York to Chicago flight tickets
American Airlines
Jan 11
JFK3:25 amNew York John F Kennedy Intl
2h 58m
ORD5:23 amChicago O'Hare Intl
Jan 15
ORD12:05 pmChicago O'Hare Intl
2h 17m
JFK2:22 pmNew York John F Kennedy Intl
American Airlines
Oct 25
EWR2:59 amNewark
2h 36m
ORD4:35 amChicago O'Hare Intl
Oct 28
ORD1:15 pmChicago O'Hare Intl
2h 03m
EWR3:18 pmNewark
American Airlines
Nov 2
JFK5:00 amNew York John F Kennedy Intl
2h 54m
ORD6:54 amChicago O'Hare Intl
Nov 8
ORD11:47 amChicago O'Hare Intl
2h 12m
JFK1:59 pmNew York John F Kennedy Intl

Choose the best way to get from New York to Chicago


  • Is flying the fastest way to get from New York to Chicago?

    The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 55m 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.

  • Is flying the cheapest way to get from New York to Chicago?

    The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $86. A train from New York to Chicago is more expensive than a flight, with prices starting at $182. A bus from New York to Chicago is also an option, with an average price of $210.

  • How far is New York to Chicago by plane?

    Chicago is 710.8 mi away from New York. Typically, this will take 2h 25m by plane in normal conditions.

  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago are updated daily.

  • How many operators does momondo search for flights from New York to Chicago?

  • How old do you have to be to fly 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.

  • What documentation or ID do you need to fly 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.


Alternative routes for New York to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
New York to St. Louis Flights
Fastest flight time2h 45m
Cheapest price$99
Albany, New York to Chicago Flights
Fastest flight time2h 21m
Cheapest price$177
Rochester, New York to Chicago Flights
Fastest flight time1h 59m
Cheapest price$181
Buffalo to Chicago Flights
Fastest flight time3h 33m
Cheapest price$137
Syracuse to Chicago Flights
Fastest flight time3h 41m
Cheapest price$143
Islip to Chicago Flights
Fastest flight time9h 32m
Cheapest price$118

Similar New York to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your New York to Chicago route

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

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.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

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.

How can momondo help me find flights from New York to Chicago?

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.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

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.


An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.