Flights from New York to CHI
NYC
New York
4h 48m avg
CHI
CHI
Flights from
$60
Compare 6 options across 4 airlines
Updated 16 hours ago
$60
Cheapest Flight
$123
Average Price
4
Direct Flights
4
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.
6 of 6 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 → |
UA
UA · 530
|
Schedule on partner site | Direct | — | $145 | Book → |
|
NK
NK · 1452
|
Schedule on partner site | 1 stop(s) | — | $159 | Book → |
B6
B6 · 905
|
Schedule on partner site | Direct | — | $172 | Book → |
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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 $123, but prices as low as $60 are available. That’s a potential saving of 65% compared to the most expensive option.
Direct vs Connecting
4 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 4 airline(s) operating on the NYC–CHI route, including F9, NK, UA and 1 more.
Are there direct flights from New York to CHI?
Yes, there are 4 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 $123. Prices range from $60 to $172 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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