Cheap flights from New York to Chicago
The lowest fare found is €111. The cheapest month to fly is October.
Search live pricesSearch round-trip pricesLowest price by month
| October | €111 |
| November | €119 |
| December | €116 |
| January | €126 |
| March | €141 |
When is the cheapest time to fly from New York to Chicago?
Fares are typically lowest in October, starting from €111.
Popular routes
- New York → New Delhi
- New York → Shanghai
- New York → Paris
- New York → Jakarta
- New York → Bangkok
- New York → Seoul
- New York → Guangzhou
- New York → Amsterdam
- New York → Frankfurt
- New York → Madrid
- New York → Las Vegas
- New York → Orlando
Prices updated 2026-09-08