Flights from New York to CHI from $60

NYC

New York

4h 48m avg

CHI

Flights from

$60

Compare 4 options across 2 airlines

Updated 1 month ago

$60

Cheapest Flight

$105

Average Price

Direct Flights

Airlines

Looking for the return flight? CHI to New York from $98

CHI → NYC Flights

Compare All NYC to CHI Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

4 of 4 flights

Airline	Schedule	Stops	Duration	Price
F9 F9 · 1413	Schedule on partner site	Direct	—	$60 Best	Book →
NK NK · 153	17:01 NYC 21:49 CHI	Direct	4h 48m	$101	Book →
NK NK · 153	17:01 NYC 21:49 CHI	0 stop(s)	4h 48m	$101	Book →
NK NK · 1452	Schedule on partner site	1 stop(s)	—	$159	Book →

Tips for New York to CHI Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book NYC–CHI flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $105, but prices as low as $60 are available. That’s a potential saving of 62% compared to the most expensive option.

✈ Direct vs Connecting

2 direct flight(s) available on this route . Direct flights save you 2–5 hours of travel time.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on NYC–CHI is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Frequently Asked Questions

Everything you need to know about flying NYC to CHI

What is the cheapest flight from New York to CHI?

The cheapest flight from New York (NYC) to CHI (CHI) currently starts at $60 with F9. Prices are updated regularly and may vary by date and availability.

How many airlines fly from NYC to CHI?

We found 2 airline(s) operating on the NYC–CHI route, including F9, NK.

Are there direct flights from New York to CHI?

Yes, there are 2 direct flight(s) available from NYC to CHI, with prices starting at $60.

What is the average flight price on this route?

The average flight price from New York to CHI is approximately $105. Prices range from $60 to $159 depending on airline, time, and class.

How long is the flight from NYC to CHI?

The average flight duration from New York to CHI is approximately 4 hours 48 minutes. Direct flights are typically shorter than connecting options.

What is the baggage allowance on NYC–CHI flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.

From $60

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