Cheap flights from New York (NYC) to Chicago (CHI) from $44

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
NYC — CHI
Mar 24 — Mar 311

The best prices from New York to Chicago are usually found in February or January, booked 78 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from New York to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 19, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$223

One-way from

$60
High demand for flights, 26% potential price rise
Best time to find cheap flights, 29% potential price drop
From New York (NYC) to Chicago (CHI)
One-way flight from New York (NYC) to Chicago (CHI)

What is the cheapest day to fly round-trip from New York to Chicago?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 32% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from New York to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 48 days in advance, which can save you up to 76% on flights from New York to Chicago compared to booking the week you need them. Waiting 48 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $302. For sooner than that we have options available in the next 3 days from $415.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from New York in February are about $268 on average during February, but can be found for as low as $107.

When is the cheapest time to fly from New York to Chicago (NYC - CHI)?

It’s typically best to fly out from New York to Chicago in the evening. Doing so could potentially save you 14% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap Spirit Airlines flights from New York to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between New York and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a peek at the cheapest Spirit Airlines flights we've detected traveling from New York to Chicago. Make sure to double check the flight details before booking.
Sun 4/78:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$76
Tue 4/98:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/98:42 pmORD - LGA
1 stop11h 19mSpirit Airlines
Deal found 3/18$77
Fri 4/58:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$78
Sat 4/138:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/165:09 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$79
Tue 4/308:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Wed 5/87:20 amORD - LGA
1 stop6h 10mSpirit Airlines
Deal found 3/18$81
Tue 4/168:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/169:25 pmORD - LGA
1 stop10h 36mSpirit Airlines
Deal found 3/18$82
Wed 4/108:03 pmLGA - ORD
Nonstop2h 40mSpirit Airlines
Mon 4/1510:00 pmORD - LGA
1 stop9h 02mSpirit Airlines
Deal found 3/18$84
Tue 4/161:20 pmEWR - ORD
1 stop12h 00mSpirit Airlines
Tue 4/2310:38 amORD - EWR
1 stop8h 21mSpirit Airlines
Deal found 3/18$85
Thu 4/48:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Mon 4/811:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/17$87
  • If you’re traveling from New York to Chicago, one of the more common airlines traveling that route is Spirit Airlines. New York to Chicago flights are typically 27% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $278.36 RT. The cheapest Spirit Airlines flight found for this route was $148. When traveling from New York to Chicago on Spirit Airlines, the most popular airport to depart from is New York John F Kennedy Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from New York to Chicago, Spirit Airlines flights are 9% more popular than any other airline flying that same route.

Cheap JetBlue flights from New York to Chicago

Explore cheap flight options specifically provided by JetBlue for the route between New York and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Some of the lowest-priced JetBlue flights we've found at this time heading from New York to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Wed 5/88:00 amJFK - ORD
Nonstop2h 56mJetBlue
Tue 5/145:32 pmORD - JFK
Nonstop2h 28mJetBlue
Deal found 3/19$127
Sat 5/48:00 amJFK - ORD
Nonstop2h 56mJetBlue
Wed 5/85:32 pmORD - JFK
Nonstop2h 28mJetBlue
Deal found 3/18$133
Tue 5/71:29 pmJFK - ORD
1 stop6h 01mJetBlue
Wed 5/810:45 amORD - JFK
Nonstop2h 23mJetBlue
Deal found 3/18$146
Tue 5/78:00 amJFK - ORD
Nonstop2h 56mJetBlue
Thu 5/910:45 amORD - JFK
Nonstop2h 23mJetBlue
Deal found 3/18$148
Tue 4/97:05 amJFK - ORD
Nonstop2h 50mJetBlue
Tue 4/910:55 amORD - JFK
1 stop8h 11mJetBlue
Deal found 3/18$152
Tue 3/268:30 amJFK - ORD
Nonstop2h 51mJetBlue
Tue 4/910:55 amORD - JFK
1 stop8h 11mJetBlue
Deal found 3/18$232
Tue 3/268:30 amJFK - ORD
Nonstop2h 51mJetBlue
Thu 4/119:33 amORD - JFK
Nonstop2h 25mJetBlue
Deal found 3/18$234
Tue 3/262:59 pmJFK - ORD
1 stop5h 11mJetBlue
Wed 4/109:33 amORD - JFK
Nonstop2h 25mJetBlue
Deal found 3/18$236
Mon 3/258:30 amJFK - ORD
Nonstop2h 51mJetBlue
Wed 4/109:33 amORD - JFK
Nonstop2h 25mJetBlue
Deal found 3/18$248
  • JetBlue is one of the most popular airlines used for those traveling from New York to Chicago. Flights from JetBlue traveling this route typically cost $453.17 RT. This price is typically 28% more expensive than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $84. The most popular departure airport in New York when flying to Chicago is New York John F Kennedy Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from New York to Chicago, JetBlue flights are 8% more popular than any other airline flying that same route.

Cheap New York to Chicago flights in March & April 2024

Find cheap flight options from New York to Chicago specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
Scroll through some of the best deals on flights from New York to Chicago in 2024. For more flight deals, be sure to check back very soon.
Sun 4/78:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$76
Tue 4/98:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/98:42 pmORD - LGA
1 stop11h 19mSpirit Airlines
Deal found 3/18$77
Fri 4/58:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$78
Sat 4/138:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/165:09 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$79
Tue 4/308:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Wed 5/87:20 amORD - LGA
1 stop6h 10mSpirit Airlines
Deal found 3/18$81
Tue 4/168:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/169:25 pmORD - LGA
1 stop10h 36mSpirit Airlines
Deal found 3/18$82
Wed 4/108:03 pmLGA - ORD
Nonstop2h 40mSpirit Airlines
Mon 4/1510:00 pmORD - LGA
1 stop9h 02mSpirit Airlines
Deal found 3/18$84
Tue 4/28:03 pmLGA - ORD
Nonstop2h 48mSpirit Airlines
Tue 4/911:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/18$85
Thu 4/48:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Mon 4/811:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/17$87

New York to Chicago 2024 flight deals

Discover exclusive flight deals for travel between New York and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Scroll through some of the best deals on flights from New York to Chicago in 2024. For more flight deals, be sure to check back very soon.
Sun 4/78:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$76
Tue 4/98:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/98:42 pmORD - LGA
1 stop11h 19mSpirit Airlines
Deal found 3/18$77
Fri 4/58:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$78
Sat 4/138:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/165:09 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$79
Tue 4/308:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Wed 5/87:20 amORD - LGA
1 stop6h 10mSpirit Airlines
Deal found 3/18$81
Tue 4/168:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/169:25 pmORD - LGA
1 stop10h 36mSpirit Airlines
Deal found 3/18$82
Wed 4/108:03 pmLGA - ORD
Nonstop2h 40mSpirit Airlines
Mon 4/1510:00 pmORD - LGA
1 stop9h 02mSpirit Airlines
Deal found 3/18$84
Tue 4/28:03 pmLGA - ORD
Nonstop2h 48mSpirit Airlines
Tue 4/911:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/18$85
Thu 4/48:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Mon 4/811:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/17$87

Non-stop flights to Chicago from New York

Discover non-stop flight options from New York to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Consider booking one of these non-stop flights heading from New York to Chicago. Search for alternative flights from New York to Chicago by utilizing the search form above.
Sun 4/78:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$76
Fri 4/58:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$78
Sat 4/138:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Tue 4/165:09 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$79
Sat 5/188:04 pmLGA - ORD
Nonstop2h 37mSpirit Airlines
Wed 5/225:19 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$82
Tue 4/28:03 pmLGA - ORD
Nonstop2h 48mSpirit Airlines
Tue 4/911:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/18$85
Thu 4/48:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Mon 4/811:14 amORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 3/17$87
Mon 4/158:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Mon 5/65:09 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$88
Thu 4/48:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Sun 4/75:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$89
Fri 4/58:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Mon 4/85:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$90

New York to Chicago flights leaving soon

Find last-minute flight options from New York to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Have a look at some of the last-minute flights available departing from New York to Chicago. It's wise to confirm all flight details are correct before booking.
Tue 3/268:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$100
Tue 3/268:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Thu 4/1111:11 amORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 3/18$118
Mon 3/257:59 pmLGA - ORD
Nonstop2h 47mSpirit Airlines
Tue 4/95:20 pmORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 3/18$119
Tue 3/268:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Sat 3/304:30 pmORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 3/18$121
Mon 3/257:59 pmLGA - ORD
Nonstop2h 47mSpirit Airlines
Sat 3/304:30 pmORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 3/17$122
Tue 3/2610:50 amLGA - ORD
1 stop11h 20mMultiple Airlines
Sun 3/3111:11 amORD - LGA
Nonstop2h 06mMultiple Airlines
Deal found 3/17$123
Tue 3/268:30 amLGA - ORD
Nonstop2h 46mSpirit Airlines
Tue 4/98:42 pmORD - LGA
1 stop11h 19mSpirit Airlines
Deal found 3/18$124
Tue 3/2610:50 amLGA - ORD
1 stop11h 20mMultiple Airlines
Sat 3/304:30 pmORD - LGA
Nonstop2h 05mMultiple Airlines
Deal found 3/17$127
Tue 3/2610:50 pmLGA - ORD
1 stop10h 36mMultiple Airlines
Wed 4/1011:11 amORD - LGA
Nonstop2h 15mMultiple Airlines
Deal found 3/18$135

One-way flights to Chicago from New York

Search for one-way flight options from New York to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Users traveling one-way from New York to Chicago can select one of these great deals. Those seeking round-trip flights from New York to Chicago should utilize the search form at the the top of the page.
Thu 5/98:35 amLGA - ORD
Nonstop2h 39mSpirit Airlines
Deal found 3/18$44
Wed 4/179:55 amLGA - ORD
1 stop11h 14mSpirit Airlines
Deal found 3/18$45
Tue 4/161:20 pmEWR - ORD
1 stop12h 00mSpirit Airlines
Deal found 3/18$47
Wed 4/179:55 amLGA - ORD
1 stop11h 14mSpirit Airlines
Deal found 3/18$47
Wed 4/244:30 pmEWR - ORD
1 stop8h 01mSpirit Airlines
Deal found 3/18$48
Mon 5/68:37 amLGA - ORD
Nonstop2h 37mSpirit Airlines
Deal found 3/18$48
Tue 4/166:30 amLGA - ORD
1 stop12h 16mSpirit Airlines
Deal found 3/18$49
Wed 4/103:21 pmLGA - ORD
1 stop9h 10mSpirit Airlines
Deal found 3/18$50
Tue 4/96:49 pmLGA - ORD
1 stop14h 39mSpirit Airlines
Deal found 3/18$51

Find flights from New York to Chicago within your budget

Customize your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$76 - $138

Route

Depart

Return

Price

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Sun 4/7

Nonstop2h 46m

Chicago O'Hare Intl

Tue 4/9

Nonstop2h 09m

$76

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Tue 4/9

Nonstop2h 46m

Chicago O'Hare Intl

Tue 4/9

1 stop11h 19m

$77

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Fri 4/5

Nonstop2h 46m

Chicago O'Hare Intl

Tue 4/9

Nonstop2h 09m

$78

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Wed 4/17

2 stops19h 56m

Chicago O'Hare Intl

Wed 4/24

Nonstop2h 15m

$92

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Sat 5/4

1 stop13h 23m

Chicago O'Hare Intl

Tue 5/7

Nonstop2h 15m

$94

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 4/10

1 stop11h 21m

Chicago Midway

Wed 4/17

1 stop9h 47m

$104

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 5/8

Nonstop2h 56m

Chicago O'Hare Intl

Tue 5/14

Nonstop2h 28m

$127

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Tue 6/11

Nonstop2h 45m

Chicago O'Hare Intl

Tue 6/25

Nonstop2h 16m

$127

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 5/1

Nonstop3h 01m

Chicago O'Hare Intl

Sat 5/4

Nonstop2h 17m

$138

Flights are sorted by cheapest first

Deals found on 3/18

When is the best time to book a flight from New York to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from New York to Chicago. Price data was last updated on January 28, 2024.
To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from New York to Chicago. Price data was last updated on March 17, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from New York to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from New York to Chicago is currently $48 while a round-trip flight costs $101. Price data was last updated on March 10, 2024.

Currently, February is the cheapest month in which you can book a flight from New York to Chicago (average of $245). Flying from New York to Chicago in June is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$248

February

$245

March

$280

April

$288

May

$292

June

$361

July

$338

August

$276

September

$258

October

$248

November

$271

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 19, 2024.
Get a feel of what it's like to fly with Spirit Airlines, JetBlue and American Airlines from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Southwest
8.2
Very good
6,382 reviews
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.1
Very good
9,147 reviews
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.1
Very good
11,551 reviews
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.7
Good
4,921 reviews
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.6
Good
4,155 reviews
Southwest
8.2
Very good
6,382 reviews

Comfort

8.1

Food

7.4

Entertainment

7.9

Crew

8.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Related info for your journey

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Chicago, with its dramatic location along the shores of Lake Michigan, is the professional, business, educational and cultural hub of the Midwest. When in Chicago, you have a wealth of choices, whether you prefer to tour architectural masterpieces, take in the top comedy improv groups in the country, attend a Chicago Cubs game at Wrigley Field, or just get some business done. Not surprisingly, it's easy to find flights between the first and third-largest cities in the United States: New York City and Chicago.

  • How long is the flight from New York City to Chicago?

    The flight from New York City to Chicago, just over 700 miles, will take you slightly less than two hours. Add to that the time spent getting to and from your gate, which may vary depending on the airport you choose.

  • Which airlines operate flights from New York City to Chicago?

    With two airports to choose from in Chicago and three in the area of New York City, you have a wide variety of airlines to choose from when booking your flight. Check out flights from American, Delta, jetBlue, Spirit, United and Southwest to find the right combination of time and price.

  • How frequent are flights between New York City and Chicago?

    With almost 100 flights running from New York's three airports to Chicago each day, you should be able to find a flight that meets your schedule. Flights begin at 6 a.m. each day, with the last flight departing shortly before midnight.

  • Which airports serve New York City to Chicago?

    You can reach Chicago departing from any of New York's three major airports - JFK International, LaGuardia, and Newark Liberty International Airport. Most Chicago-bound flights head to O'Hare, the second-busiest airport in the country, though a few land at Midway.

  • Which direct flight route between New York City and Chicago is cheapest?

    You'll typically find cheaper flights when departing from LaGuardia than from JFK, though prices do fluctuate seasonally and even daily. Landing at O'Hare in Chicago is typically a cheaper choice than looking for a flight to Midway. Whether you're traveling for business or vacation, Chicago is a friendly, welcoming town that combines high-end urban style with Midwestern hospitality. Take a cruise down the Chicago River to marvel at the architecture of this city's startling skyscrapers, or head to the suburbs to explore some of Frank Lloyd Wright's greatest designs. The Art Institute of Chicago is home to some of the greatest Impressionist paintings in the world, and the Magnificent Mile along Michigan Avenue satisfies even the most demanding shopper. Finish a day in Chicago with uproarious laughter at one of the many improv performances around town. Your visit to Chicago can combine business and fun seamlessly. Just remember to bundle up against the wind that sweeps off Lake Michigan during all seasons. To find a cheap flight to Chicago from NYC at the perfect time of day, use our smart search engine.

  • How busy are the airports in New York and Chicago?

    Because New York and Chicago are two very large cities in the United States there are several airport options in each city that allow you to make the trip between these cities. Some of the choices when you are leaving from the New York City area include John F. Kennedy International Airport (JFK), Newark International Airport (EWR), and New York La Guardia Airport (LGA) and the choice of which airport to use often comes down to which one is most convenient for you depending on your departure point within the New York City area. In terms of airports that are available to you in Chicago, they include both Chicago O' Hare International Airport (ORD) and Chicago Midway (MDW) both of which offer excellent public transportation options to get from the airport to downtown Chicago after your flight to Chicago from New York.

  • Which airlines offer direct flights from New York to Chicago?

    If the airport you will be using in New York City is New York La Guardia Airport, some of your direct flight options include those aboard United Airlines and American Airlines that both offer nonstop service to the Chicago O' Hare International Airport. If instead, you will be departing from John F. Kennedy International Airport there are nonstop flights available aboard American Airlines, Delta Airlines, and JetBlue to Chicago O' Hare International Airport. When departing from Newark International Airport you can fly directly to Chicago O' Hare International Airport from John F. Kennedy International Airport aboard both United Airlines and American Airlines.

  • What are some of the layover options between New York to Chicago?

    There are also one-stop flights that offer a better value than some of these nonstop flights. Spirit Airlines offers one-stop service that departs from both Newark International Airport (EWR) and New York La Guardia Airport that has a layover at Orlando (MCO) that will add about five hours to your travel time. You can also travel on a one-stop flight that has a layover in Orlando or Frontier Airlines and this trip will add about four hours to your travel time. If you would like to travel to Chicago Midway, you can do so from both Newark International Airport and John F. Kennedy International Airport aboard Delta Airlines with a layover at Detroit Metropolitan Wayne County (DTW).

  • When I am flying from New York to Chicago will I require a visa or a passport?

    Since the cities of both Chicago and New York lie within the United States citizens of the United States do not need a passport or visa to travel to these two cities. Something important to remember on this flight route is that in the very near future airlines will require a REAL ID to make this trip.

  • Can I find flights from New York to Chicago for under $100 on Cheapflights?

    Yes, there are multiple flights from New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $76, but on average you can expect to pay $86.

  • Are there nonstop flights from New York to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from New York to Chicago under $100. A good price for a nonstop flight from New York to Chicago is less than $93.

  • Are there last-minute flights available from New York to Chicago for under $100?

    There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $100.

  • What days are nonstop flights available from New York to Chicago?

    Days when nonstop flights are available for this flight are: Sunday, Tuesday, Thursday, Friday, Saturday.

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

    Per day, 9 flights depart from New York to Chicago on average.
    Morning (6am - Noon) - 44% of flight departures
    Afternoon (Noon - 6pm) - 56% of flight departures

  • How long is the flight from New York to Chicago?

    Spirit Airlines can get you from New York to Chicago in just under 2h 46m. Your travel time will be generally consistent. The distance from New York to Chicago is about 742 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from New York to Chicago round-trip?

    According to our current data, Spirit Airlines ($76), offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 71% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from New York to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $44. Frontier flights start at $53 while deals on JetBlue start at $64 one-way.

  • What are the most popular routes from New York to Chicago?

  • What are the most popular airlines that fly from New York to Chicago?

  • What are the most reliable airlines from New York to Chicago?

    No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing Republic Airways (100%), Kenya Airways (97%) or GOL (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from New York to Chicago?

    On average you can expect to pay $434 for a flight from New York to Chicago. The cheapest flight overall is $70 while the most popular route, (Newark - Chicago O'Hare Intl) is currently priced at $85.

  • What does JFK to ORD mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport flight would often be abbreviated as a JFK to ORD flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • What are the most eco-friendly airlines from New York to Chicago?

    When you are traveling to Chicago from New York and you are looking for the most eco-friendly airlines to make the trip, some choices include American Airlines, Delta Air Lines, JetBlue Airlines, and United Airlines. Since 2013 American Airlines has retired and replaced over 600 aircraft with newer generation technologies that on average offer 10 to 15% improvements in their fuel efficiency. JetBlue offers a program to its passengers to allow them to offset the carbon footprint of their flight for about the price of a cup of coffee. Delta Air Lines has set a goal of replacing 10% of its jet fuel with sustainable aviation fuel by the end of 2030.

  • How can I fly more sustainably from New York to Chicago?

    In an effort to utilize sustainable travel methods, travelers have plenty of things they can do on trips to Chicago from New York. Start out at home by packing as little as possible to reduce the weight needed to carry you to your destination to save fuel. When booking your flight look for routes that employ newer advanced aircraft that are more fuel-efficient. As you are considering your ground transportation choices to get you to the airports in New York, think about one of the many light rail services offered by the Metropolitan Transit Authority of New York as this is one of the most fuel-efficient ways to get to the airport. Do the same thing when you arrive in Chicago by taking either the CTA Blue Line or the CTA Orange Line depending on which airport you arrive at in Chicago. During your time in Chicago do your best to shop locally so that the products that you consume during your stay have traveled the shortest distance to get to you, thus reducing their carbon footprint on the environment.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from New York to Chicago on these airlines
Choose from the following airlines for your flight from New York to Chicago. Flights are based on user searches made on Cheapflights and were last updated on March 19, 2024.

Top 6 airlines flying from New York to Chicago

Discover the top 6 airlines that operate flights from New York to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$41Average$167FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
JetBlueCheapest$79Average$341FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
DeltaCheapest$84Average$453FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$107Average$273FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$116Average$283FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Alaska AirlinesCheapest$148Average$278FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

Search flights from New York to Chicago by cabin class

Find flights from New York to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from New York to Chicago

Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2024.
8%of flight departuresEarly morningMidnight to 6 am
39%of flight departuresMorning6 am to noon
43%of flight departuresAfternoonNoon to 6 pm
10%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from New York to Chicago

Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 19, 2024.
Sunday147daily flights
Monday209daily flights
Tuesday191daily flights
Wednesday193daily flights
Thursday187daily flights
Friday204daily flights
Saturday101daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from New York to Chicago?

Cheapflights helps you search for flights from New York to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.

Can Cheapflights find flights from New York to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from New York? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from New York today and book when prices fit your budget.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.