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Cheap flights from New York to Chicago

NYC — CHI
4 May — 11 May1
1 adult

Cheapflights Tip: The best prices from New York to Chicago are usually found in September or January, booked 35 days in advance, depart on a Wednesday or Saturday and return on a Thursday

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 April 2025.

Round-trip from

₹ 10,224

One-way from

₹ 5,879

Popular in

December

Cheapest in

September

Average price

₹ 20,193

Good round-trip deal

₹ 11,927 or less

Good one-way deal

₹ 5,128 or less
Spirit Airlines
  • Spirit Airlines
  • 14/6-15/6
  • Nonstop
  • 4h 55m total
  • New York to Chicago
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United Airlines
  • United Airlines
  • 26/5
  • Nonstop
  • 2h 39m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (₹ 44,123 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 35,542 potential savings vs. average return price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from New York (NYC) to Chicago (CHI).
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Price to beat on a one-way flight from New York (NYC) to Chicago (CHI).
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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 return 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.

Cheapflights Insights

Everything you need to know about your flight from New York to Chicago

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

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 April 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very Good
9,961 reviews
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very Good
4,295 reviews
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very Good
7,929 reviews
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very Good
9,961 reviews
Check prices

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Newark to O'Hare Intl flights

Top 2 airlines flying from New York to Chicago

Discover the top 2 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 454,620 searches. Data last updated 29 April 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest₹ 10,486Average₹ 17,342FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest₹ 20,116Average₹ 26,445FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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