New York to Chicago
One-way flight prices over the last 60 days
$30
Lowest Price
$564
Highest Price
$203
Average Price
3
Airlines
Available Flights
Showing 20 of 495 flightsAbout New York to Chicago Flights
Find the best flight deals from New York to Chicago. This page shows real-time price data from 3 airlines, helping you track price trends and find the cheapest time to fly. Over the last 60 days, prices have ranged from $30 to $564, with an average of $203.
Price Trends for New York to Chicago
Our 60-day price history chart above shows how flight prices fluctuate over time. Use this data to identify the best booking windows and spot price drops. Prices on this route typically vary based on seasonality, day of week, and how far in advance you book.
Airlines Flying New York to Chicago
Compare prices across F9, B6, SY. Each carrier offers different amenities, baggage policies, and cabin classes. Filter by specific airports above to narrow your search.
Tips for Booking
For the best prices on New York to Chicago flights, consider booking midweek departures, comparing multiple airlines, and setting up price alerts to be notified when fares drop. Being flexible with your travel dates can also help you find significant savings.
Frequently Asked Questions
What is the cheapest flight from New York to Chicago?
The lowest price we've tracked for flights from New York to Chicago in the last 60 days is $30. Prices vary by airline, date, and cabin class.
How many airlines fly from New York to Chicago?
We track 3 airlines operating flights from New York to Chicago. Compare prices across different carriers to find the best deal.
What is the average flight price from New York to Chicago?
Based on our 60-day price history, the average flight price from New York to Chicago is $203. Prices range from $30 to $564.
When is the best time to book flights from New York to Chicago?
Check our price history chart above to identify pricing trends. Generally, booking during off-peak periods and being flexible with dates can help you find lower prices.
What is the best day to fly from New York to Chicago?
Midweek flights (Tuesday, Wednesday, Thursday) are typically cheaper than weekend flights. Use our price history data to compare prices across different departure dates.
How far in advance should I book flights from New York to Chicago?
For domestic flights, booking 1-3 months in advance often yields the best prices. For international routes, 2-6 months ahead is recommended. Monitor our price tracker to spot deals.
Which airlines operate flights from New York to Chicago?
Airlines flying this route include F9, B6, SY. Compare prices above to find the best carrier for your trip.
Are there direct flights from New York to Chicago?
Direct flight availability varies by airline and season. Check the flight listings above to see current options, including both direct and connecting flights.
Get Price Drop Alerts for New York to Chicago
Set up personalized alerts and we'll notify you when prices drop below your target. Never miss a deal on this route.