Cheap flights from New York to Chicago
✈️ Fares in October 2026 start from €110 — found by real travellers in the last 48 hours.
Compare all New York → Chicago flights
Cheapest day to fly in October 2026
| Date | From | Stops | |
|---|---|---|---|
| Thu 1 Oct | €120 | Direct | Book → |
| Sat 3 Oct | €116 | 1 stop | Book → |
| Tue 6 Oct | €111 | Direct | Book → |
| Wed 7 Oct | €110 | Direct | Book → |
| Thu 8 Oct | €128 | 1 stop | Book → |
| Fri 9 Oct | €223 | 1 stop | Book → |
| Sat 10 Oct | €114 | Direct | Book → |
| Mon 12 Oct | €120 | Direct | Book → |
| Tue 13 Oct | €118 | Direct | Book → |
| Thu 15 Oct | €117 | Direct | Book → |
| Mon 19 Oct | €114 | Direct | Book → |
| Tue 27 Oct | €117 | 1 stop | Book → |
| Fri 30 Oct | €122 | 1 stop | Book → |
| Sat 31 Oct | €116 | Direct | Book → |
Popular flights from New York
Flights to Chicago from other cities
Frequently asked questions
How much is a flight from New York to Chicago?
Cached market fares for October 2026 start from €110 one-way. Prices are found by real travellers in the last 48 hours and confirmed at checkout.
Which airlines fly from New York to Chicago?
Recent fares on this route are offered by B6 and others. ScanFlyGo compares 1,200+ airlines and agencies.
What is the cheapest day to fly from New York to Chicago?
ScanFlyGo shows the cheapest fare for each day of October 2026 — check the price table above to pick the cheapest date, then book directly with the provider.
Is New York to Chicago a direct flight?
Both direct and connecting options may be available. Use the ScanFlyGo search to filter by stops, airline and time.
Can I track my New York to Chicago flight live?
Yes. ScanFlyGo has a built-in live flight tracker with a real-time map, so you can follow your aircraft on the day by flight number.
Does ScanFlyGo charge booking or service fees?
No. ScanFlyGo is a free flight metasearch — we compare fares and send you to the airline or agency to book. The price is confirmed at their checkout with no extra fee from us.
About New York to Chicago flights
ScanFlyGo compares New York (John F. Kennedy International Airport, JFK) to Chicago (O'Hare International Airport, ORD) fares across 1,200+ airlines and agencies via the Aviasales network. The cheapest fare found for October 2026 is €110. Prices shown are the lowest cached market fares; the final price is always confirmed at the partner's checkout. You can also search the return route Chicago → New York, or use the full live search for exact dates, stops, airline filters and a live map to track your flight on the day.
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