Every route into Chicago we cover so far, priced for the jet size most groups pick on that trip.
| Route | Usual jet | Time in the air | One way, estimate |
|---|---|---|---|
| New York to Chicago | Light jet | about 1 hr 55 min | $10,500–$14,000 |
2026 estimates, typical fees included. See how we estimate prices.
Airports in Chicago
- Chicago Midway International Airport (MDW). On the southwest side, closer to the Loop than O'Hare.
- Chicago Executive Airport (PWK). In Wheeling, convenient for the North Shore suburbs.