Cheap flights from New York to Chicago
Cheapest return fare right now: $168Nov 3 – Nov 10 · Frontier Airlines
- Direct flights
- Yes
- Typical flight time
- 2 h 20 min
- Price range seen
- $168 – $356
- Cheapest month (next 3 months)
- November 2026
Best dates
| Dates | Nights | Airline | Stops | From | Price | |
|---|---|---|---|---|---|---|
| Nov 3 – Nov 10 | 7 | Frontier Airlines | 1 | New York LaGuardia | $168 | Book → |
| Nov 3 – Nov 10 | 7 | United Airlines | Direct | Newark | $178 | Book → |
| Dec 8 – Dec 16 | 8 | Frontier Airlines | 1 | Newark | $180 | Book → |
| Nov 17 – Nov 19 | 2 | Southwest Airlines | Direct | New York LaGuardia | $184 | Book → |
| Nov 17 – Nov 24 | 7 | American Airlines | Direct | New York JFK | $193 | Book → |
| Nov 18 – Nov 25 | 7 | American Airlines | Direct | New York LaGuardia | $193 | Book → |
Prices checked on October 12, 2026.
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