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Cheap flights from New York to Chicago from C$ 88

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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
26 Nov — 3 Dec1
1 adult

The best prices from New York to Chicago are usually found in September or January, booked 30 days in advance, depart on a Tuesday or Thursday 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 21 November 2024.

Round-trip from

C$ 205

One-way from

C$ 88

Popular in

December

Cheapest in

September
United Airlines
  • United Airlines
  • 31/1-2/2
  • Nonstop
  • 4h 55m total
  • New York to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 7/12
  • Nonstop
  • 2h 41m total
  • New York to Chicago
Search Deals
High demand for flights, 20% potential price rise
Search Deals
Best time to find cheap flights, 23% potential price drop
Search Deals

Find flight deals from New York to Chicago

Cheapest flights from New York to Chicago
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 November 2024.

Fri 13/129:15 p.m.LGA - ORD
Nonstop2h 38mUnited Airlines
Wed 18/123:00 p.m.ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 20/11C$ 205
Sat 14/127:30 a.m.LGA - ORD
Nonstop2h 42mDelta
Sun 15/1210:35 a.m.ORD - LGA
Nonstop2h 13mDelta
Deal found 20/11C$ 212
Thu 12/1211:44 a.m.EWR - ORD
Nonstop2h 31mUnited Airlines
Sun 15/127:20 a.m.ORD - EWR
Nonstop2h 14mUnited Airlines
Deal found 21/11C$ 219
Wed 4/129:33 a.m.EWR - ORD
1 stop4h 17mDelta
Sat 7/125:20 p.m.ORD - EWR
1 stop4h 56mDelta
Deal found 20/11C$ 246
Tue 17/129:30 a.m.LGA - ORD
1 stop7h 23mJetBlue
Sun 12/17:00 a.m.ORD - LGA
1 stop5h 20mJetBlue
Deal found 19/11C$ 277
Thu 5/125:27 a.m.EWR - ORD
1 stop7h 51mSpirit Airlines
Mon 9/121:13 p.m.ORD - EWR
1 stop10h 57mSpirit Airlines
Deal found 21/11C$ 309
Sat 23/1110:59 p.m.LGA - ORD
1 stop14h 08mMultiple Airlines
Mon 25/114:29 p.m.ORD - LGA
Nonstop1h 55mMultiple Airlines
Deal found 20/11C$ 340
Thu 5/123:05 p.m.LGA - ORD
1 stop10h 28mSpirit Airlines
Mon 9/125:25 a.m.ORD - LGA
1 stop9h 04mSpirit Airlines
Deal found 20/11C$ 368
Tue 10/1210:25 a.m.LGA - ORD
2 stops12h 35mSouthwest
Wed 11/127:00 a.m.ORD - LGA
1 stop7h 55mSouthwest
Deal found 20/11C$ 421
Sat 23/1110:59 p.m.LGA - ORD
1 stop14h 08mFrontier
Mon 25/116:00 a.m.ORD - LGA
1 stop10h 00mFrontier
Deal found 20/11C$ 491
Wed 4/121:31 p.m.EWR - ORD
Nonstop2h 41mAmerican Airlines
Thu 5/126:47 p.m.ORD - EWR
Nonstop2h 19mAmerican Airlines
Deal found 21/11C$ 526
Mon 2/126:50 p.m.LGA - ORD
Nonstop2h 42mAmerican Airlines
Tue 3/125:43 p.m.ORD - LGA
1 stop4h 45mAmerican Airlines
Deal found 20/11C$ 566

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 645,034 searches. Data last updated 21 November 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 31/1

8:00 a.m.-9:40 a.m.

Nonstop2h 40m

Chicago O'Hare Intl

Sun 2/2

7:10 a.m.-10:25 a.m.

Nonstop2h 15m

C$ 205

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 17/1

6:00 a.m.-7:42 a.m.

Nonstop2h 42m

Chicago O'Hare Intl

Mon 20/1

6:00 a.m.-9:10 a.m.

Nonstop2h 10m

C$ 205

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 14/12

7:30 a.m.-9:12 a.m.

Nonstop2h 42m

Chicago O'Hare Intl

Sun 15/12

10:35 a.m.-1:48 p.m.

Nonstop2h 13m

C$ 212

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 31/1

3:59 p.m.-8:48 p.m.

1 stop5h 49m

Chicago O'Hare Intl

Sun 2/2

6:55 a.m.-12:11 p.m.

1 stop4h 16m

C$ 232

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 17/12

10:59 a.m.-3:53 p.m.

1 stop5h 54m

Chicago O'Hare Intl

Wed 8/1

7:00 a.m.-3:28 p.m.

1 stop7h 28m

C$ 277

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 5/12

5:27 a.m.-12:18 p.m.

1 stop7h 51m

Chicago O'Hare Intl

Mon 9/12

1:13 p.m.-1:10 a.m.

1 stop10h 57m

C$ 309

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 2/1

9:05 p.m.-10:43 p.m.

Nonstop2h 38m

Chicago O'Hare Intl

Sun 5/1

4:45 p.m.-8:00 p.m.

Nonstop2h 15m

C$ 341

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 15/1

7:20 a.m.-4:45 p.m.

2 stops10h 25m

Chicago O'Hare Intl

Wed 22/1

7:30 a.m.-5:20 p.m.

1 stop8h 50m

C$ 342

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 25/4

11:38 a.m.-6:39 p.m.

1 stop8h 01m

Chicago O'Hare Intl

Sun 27/4

6:50 p.m.-10:45 a.m.

1 stop14h 55m

C$ 398

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 4/12

11:30 a.m.-3:40 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Fri 6/12

8:25 p.m.-11:37 p.m.

Nonstop2h 12m

C$ 472

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/11

Showing 1-10 of 22 results
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Best time to book a flight from New York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from New York to Chicago

Get recent, data-driven insights about flights from New York to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I 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 15 November 2024.

Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from New York to Chicago?

Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of C$ 261). Flying from New York to Chicago in May is currently the most expensive (average of C$ 342). 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.

What is the cheapest time of day to fly from NYC to CHI?

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 21 November 2024.

It’s typically best to fly out from New York to Chicago in the morning. Doing so could potentially save you 54% on the flight price compared to flying at noon, which is usually more expensive.

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 21 November 2024.

The most flights from NYC to CHI are scheduled on a Thursday (179 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (68 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 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 21 November 2024.
Get a feel of what it's like to fly with United Airlines, Delta and JetBlue from New York to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,015 reviews
Check prices

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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.

  • What are the cheapest airlines flying from New York to Chicago round-trip?

    Currently priced at C$ 205, United Airlines will fly you from New York to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and JetBlue - these airlines can fly you to your destination from C$ 212 and C$ 277, respectively. United Airlines is priced at 35% 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?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as C$ 88. Users have also found prices from C$ 103 and C$ 109 on United Airlines and Delta, respectively.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from New York to Chicago on time: Malaysia Airlines (96%), China Airlines (95%), SkyWest Airlines (95%).

  • Can I find deals for flights from New York to Chicago that include hotel bookings?

    Yes. In addition to deals on New York to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

  • Can I find deals for business class flights from New York to Chicago?

    Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New York to Chicago?

    Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of C$ 261). Flying from New York to Chicago in May is currently the most expensive (average of C$ 342). 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.

See more FAQs

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Alternative routes for New York to Chicago

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from New York.

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

Certainly. Search results for flights to Chicago from New York shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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.

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