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Cheap flights from New York to Chicago from $120

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Chicago departing on 21/3. 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
5 Mar — 12 Mar1
1 adult
Tue 5/3
Tue 12/3

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

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 29 February 2024.

Popular in

June

Cheapest in

February

Round-trip from

$2,789

One-way from

$326
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 return from New York to Chicago?

Users have found that flying from New York to Chicago on a Thursday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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 $464. For sooner than that we have options available in the next 3 days from $638.

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

Flights from New York to Chicago lean towards being more expensive in June. Prices are generally better when you fly from New York to Chicago in February, with the cheapest ticket starting at $164.

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

When flying from New York to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 46% versus a flight at midday.

Cheap Delta flights from New York to Chicago

Explore cheap flight options specifically provided by Delta 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 710,479 searches. Data last updated 29 February 2024.
Peruse some of the lowest-priced Delta flights we've found from New York to Chicago. Deals update often to give you more flight options matching your criteria
Wed 8/509:36EWR - ORD
1 stop4h 01mDelta
Sat 11/517:26ORD - EWR
1 stop4h 56mDelta
Deal found 29/2$240
Tue 30/413:00EWR - ORD
1 stop4h 35mDelta
Sat 4/509:45ORD - EWR
1 stop6h 20mDelta
Deal found 27/2$241
Wed 17/409:36EWR - ORD
1 stop4h 07mDelta
Mon 6/517:25ORD - EWR
1 stop4h 55mDelta
Deal found 28/2$243
Tue 30/413:00EWR - ORD
1 stop6h 35mDelta
Sat 12/1017:55ORD - EWR
1 stop4h 04mDelta
Deal found 29/2$264
Thu 21/306:00EWR - ORD
1 stop4h 32mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 28/2$266
Mon 25/317:53EWR - ORD
1 stop4h 16mDelta
Mon 1/417:35ORD - EWR
1 stop4h 43mDelta
Deal found 29/2$286
Sat 24/809:50EWR - ORD
1 stop3h 47mDelta
Sat 24/817:30ORD - EWR
1 stop4h 30mDelta
Deal found 28/2$289
Tue 30/413:00EWR - ORD
1 stop6h 35mDelta
Wed 16/1017:55ORD - EWR
1 stop6h 01mDelta
Deal found 29/2$300
Sat 23/306:00EWR - ORD
1 stop4h 32mDelta
Mon 1/417:35ORD - EWR
1 stop4h 43mDelta
Deal found 29/2$310

Cheap United Airlines flights from New York to Chicago

Explore cheap flight options specifically provided by United 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 710,479 searches. Data last updated 29 February 2024.
Some of the lowest-priced United Airlines 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.
Mon 25/321:00EWR - ORD
Nonstop2h 45mUnited Airlines
Thu 28/312:45ORD - EWR
Nonstop2h 13mUnited Airlines
Deal found 29/2$274
Sun 12/507:00EWR - ORD
Nonstop2h 39mUnited Airlines
Tue 14/521:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$315
Tue 7/520:15EWR - ORD
Nonstop2h 37mUnited Airlines
Wed 8/506:00ORD - EWR
Nonstop2h 17mUnited Airlines
Deal found 28/2$320
Wed 27/307:00EWR - ORD
Nonstop2h 49mUnited Airlines
Sun 31/310:45ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$321
Mon 25/319:23EWR - ORD
Nonstop2h 51mUnited Airlines
Thu 28/308:00ORD - EWR
1 stop4h 28mUnited Airlines
Deal found 29/2$326
Fri 12/420:37EWR - ORD
Nonstop2h 37mUnited Airlines
Sun 14/406:00ORD - EWR
Nonstop2h 17mUnited Airlines
Deal found 28/2$338
Wed 3/420:37EWR - ORD
Nonstop2h 37mUnited Airlines
Mon 8/421:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$340
Sun 12/507:00EWR - ORD
Nonstop2h 39mUnited Airlines
Tue 14/509:30ORD - EWR
1 stop5h 12mUnited Airlines
Deal found 28/2$341
Sun 24/321:00EWR - ORD
Nonstop2h 45mUnited Airlines
Sun 31/321:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$344

Cheap New York to Chicago flights in February & March 2024

Find cheap flight options from New York to Chicago specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 710,479 searches. Prices were last updated on 29 February 2024.
These are some of the most attractive deals on flights from New York to Chicago in 2024. Check back soon for alternative fares.
Mon 25/306:00EWR - ORD
1 stop4h 32mDelta
Wed 3/412:28ORD - EWR
1 stop4h 02mDelta
Deal found 27/2$243
Mon 25/306:00EWR - ORD
1 stop4h 32mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 29/2$264
Thu 21/306:00EWR - ORD
1 stop4h 32mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 28/2$266
Mon 25/317:53EWR - ORD
1 stop4h 16mDelta
Mon 1/417:35ORD - EWR
1 stop4h 43mDelta
Deal found 29/2$286
Sat 23/317:53EWR - ORD
1 stop4h 16mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 28/2$289
Tue 26/306:00EWR - ORD
1 stop4h 32mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 27/2$318
Wed 27/307:00EWR - ORD
Nonstop2h 49mUnited Airlines
Sun 31/321:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 29/2$321
Sun 24/321:00EWR - ORD
Nonstop2h 45mUnited Airlines
Sun 31/321:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$344
Sat 23/311:40EWR - ORD
Nonstop2h 43mUnited Airlines
Tue 26/315:35ORD - EWR
1 stop5h 10mUnited Airlines
Deal found 29/2$347

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 710,479 searches. Data last updated 29 February 2024.
These are some of the most attractive deals on flights from New York to Chicago in 2024. Check back soon for alternative fares.
Mon 15/420:30EWR - ORD
1 stop14h 08mSpirit Airlines
Tue 16/410:38ORD - EWR
1 stop9h 32mSpirit Airlines
Deal found 28/2$184
Tue 7/517:17EWR - ORD
1 stop16h 19mSpirit Airlines
Wed 8/520:40ORD - EWR
1 stop16h 16mSpirit Airlines
Deal found 28/2$209
Tue 7/517:17EWR - ORD
1 stop16h 19mSpirit Airlines
Wed 8/520:40ORD - EWR
1 stop16h 16mSpirit Airlines
Deal found 27/2$211
Wed 8/509:36EWR - ORD
1 stop4h 01mDelta
Sat 11/517:26ORD - EWR
1 stop4h 56mDelta
Deal found 29/2$240
Tue 30/413:00EWR - ORD
1 stop4h 35mDelta
Sat 4/509:45ORD - EWR
1 stop6h 20mDelta
Deal found 27/2$241
Wed 17/409:36EWR - ORD
1 stop4h 07mDelta
Mon 6/517:25ORD - EWR
1 stop4h 55mDelta
Deal found 28/2$243
Tue 30/413:00EWR - ORD
1 stop6h 35mDelta
Tue 15/1017:55ORD - EWR
1 stop4h 04mDelta
Deal found 29/2$264
Thu 21/306:00EWR - ORD
1 stop4h 32mDelta
Sat 30/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 28/2$266
Mon 25/317:53EWR - ORD
1 stop4h 16mDelta
Mon 1/417:35ORD - EWR
1 stop4h 43mDelta
Deal found 29/2$286

Direct flights to Chicago from New York

Discover direct flight options from New York to Chicago. Find direct flights with no stopovers, providing a convenient travel experience. Explore direct flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 710,479 searches. Data last updated 29 February 2024.
For a quicker trip, book one of these direct flights from New York to Chicago. Search for alternative flights from New York to Chicago by utilising the search form above.
Sun 12/507:00EWR - ORD
Nonstop2h 39mUnited Airlines
Tue 14/521:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$315
Tue 7/520:15EWR - ORD
Nonstop2h 37mUnited Airlines
Wed 8/506:00ORD - EWR
Nonstop2h 17mUnited Airlines
Deal found 28/2$320
Wed 27/307:00EWR - ORD
Nonstop2h 49mUnited Airlines
Sun 31/310:45ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$321
Thu 11/408:00EWR - ORD
Nonstop2h 36mUnited Airlines
Sun 14/406:00ORD - EWR
Nonstop2h 17mUnited Airlines
Deal found 29/2$338
Wed 3/420:37EWR - ORD
Nonstop2h 37mUnited Airlines
Mon 8/421:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 28/2$340
Sun 24/321:00EWR - ORD
Nonstop2h 45mUnited Airlines
Sun 31/321:33ORD - EWR
Nonstop2h 12mUnited Airlines
Deal found 29/2$344
Sun 28/407:00EWR - ORD
Nonstop2h 39mUnited Airlines
Thu 2/507:00ORD - EWR
Nonstop2h 16mUnited Airlines
Deal found 29/2$355
Tue 11/621:40EWR - ORD
Nonstop2h 35mUnited Airlines
Fri 14/621:35ORD - EWR
Nonstop2h 20mUnited Airlines
Deal found 29/2$367
Mon 18/319:23EWR - ORD
Nonstop2h 51mUnited Airlines
Wed 20/307:16ORD - EWR
Nonstop2h 14mUnited Airlines
Deal found 28/2$372

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 710,479 searches. Data last updated 29 February 2024.
Book one of these great deals on flights from New York to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Tue 5/309:50EWR - ORD
1 stop4h 27mDelta
Tue 5/317:45ORD - EWR
1 stop4h 39mDelta
Deal found 27/2$409
Sat 9/306:00EWR - ORD
1 stop4h 04mDelta
Sat 6/412:28ORD - EWR
1 stop4h 02mDelta
Deal found 29/2$433
Sat 9/306:00EWR - ORD
1 stop4h 04mDelta
Sat 16/317:45ORD - EWR
1 stop4h 34mDelta
Deal found 29/2$469
Sun 10/306:00EWR - ORD
1 stop4h 32mDelta
Wed 13/312:28ORD - EWR
1 stop4h 02mDelta
Deal found 28/2$484
Tue 5/309:50EWR - ORD
1 stop4h 27mDelta
Fri 5/412:28ORD - EWR
1 stop4h 02mDelta
Deal found 27/2$509
Fri 8/309:50EWR - ORD
1 stop4h 27mDelta
Sat 8/607:10ORD - EWR
1 stop6h 57mDelta
Deal found 27/2$530
Wed 6/309:50EWR - ORD
1 stop4h 27mDelta
Sat 9/317:45ORD - EWR
1 stop4h 39mDelta
Deal found 28/2$532
Sat 9/315:26EWR - ORD
1 stop16h 10mUnited Airlines
Sun 10/310:56ORD - EWR
Nonstop2h 14mUnited Airlines
Deal found 29/2$544
Fri 8/311:37EWR - ORD
Nonstop2h 43mUnited Airlines
Fri 15/321:20ORD - EWR
Nonstop2h 04mUnited Airlines
Deal found 29/2$547

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 710,479 searches. Data last updated 29 February 2024.
Users in need of a one-way flight from New York to Chicago can choose from these deals. Users needing a return flight from New York to Chicago should utilise the search form above.
Thu 21/306:00EWR - ORD
1 stop4h 32mDelta
Deal found 29/2$120
Fri 22/306:00EWR - ORD
1 stop4h 32mDelta
Deal found 28/2$121
Sat 23/317:53EWR - ORD
1 stop4h 16mDelta
Deal found 28/2$144
Wed 27/308:00EWR - ORD
Nonstop2h 49mUnited Airlines
Deal found 29/2$161
Sat 1/607:00EWR - ORD
1 stop8h 22mDelta
Deal found 28/2$168
Thu 30/506:00EWR - ORD
1 stop4h 20mDelta
Deal found 29/2$181
Thu 30/506:00EWR - ORD
1 stop4h 20mDelta
Deal found 28/2$183
Sun 24/321:00EWR - ORD
Nonstop2h 45mUnited Airlines
Deal found 28/2$184
Thu 4/406:00EWR - ORD
1 stop4h 45mUnited Airlines
Deal found 29/2$189

Find flights from New York to Chicago within your budget

Customise 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 710,479 searches. Data last updated 29 February 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$184 - $507

Route

Depart

Return

Price

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Mon 15/4

1 stop14h 08m

Chicago O'Hare Intl

Tue 16/4

1 stop9h 32m

$184

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 7/5

1 stop16h 19m

Chicago O'Hare Intl

Wed 8/5

1 stop16h 16m

$209

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 7/5

1 stop16h 19m

Chicago O'Hare Intl

Wed 8/5

1 stop16h 16m

$211

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Wed 8/5

1 stop4h 01m

Chicago O'Hare Intl

Sat 11/5

1 stop4h 56m

$240

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 30/4

1 stop4h 35m

Chicago O'Hare Intl

Sat 4/5

1 stop6h 20m

$241

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Wed 17/4

1 stop4h 07m

Chicago O'Hare Intl

Mon 6/5

1 stop4h 55m

$243

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Mon 25/3

Nonstop2h 45m

Chicago O'Hare Intl

Thu 28/3

Nonstop2h 13m

$274

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Sun 12/5

Nonstop2h 39m

Chicago O'Hare Intl

Tue 14/5

Nonstop2h 12m

$315

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Fri 19/4

1 stop9h 43m

Chicago O'Hare Intl

Sun 21/4

1 stop13h 39m

$507

Flights are sorted by cheapest first

Deals found on 28/2

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 return flight from New York to Chicago. Price data was last updated on 28 January 2024.
The best time to book flights from New York to Chicago is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

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

Use this chart to determine the cheapest time to fly return from New York to Chicago. Price data was last updated on 25 February 2024.
Morning
Midday
Afternoon
Evening
All times are departure.
Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Friday mornings 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 $161 while a return flight costs $269. Price data was last updated on 25 February 2024.

Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of $0). Flying from New York to Chicago in December is currently the most expensive (average of $1,602). 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.

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

-5 - 23 °C

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 29 February 2024.
Get a feel of what it's like to fly with Delta, United Airlines and Spirit Airlines from New York to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very Good
9,264 reviews

Entertainment

7.4

Boarding

8.2

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very Good
9,264 reviews
8.1
Very Good
9,264 reviews

Entertainment

7.4

Boarding

8.2

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very Good
11,818 reviews
8.1
Very Good
9,264 reviews

Entertainment

7.4

Boarding

8.2

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.4
Good
11,794 reviews
8.1
Very Good
9,264 reviews

Entertainment

7.4

Boarding

8.2

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.3
Good
727 reviews
8.1
Very Good
9,264 reviews

Entertainment

7.4

Boarding

8.2

Comfort