By air
Flights from Chicago to Boston
Fly from Chicago to Boston (BOS), direct — then arrive and explore.
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Flight details and fares
Chicago to Boston at a glance
- Arrival airport
- BOS
- Routing
- Direct found
- Recent fare from
- £107
- Fare found
- 2026-09-13
£107 is the cheapest recent one-way fare our flight-data partner found for Chicago to Boston; live prices move daily by date and demand. Check current Chicago to Boston fares and pick your dates:
Are there direct flights from Chicago to Boston?
Yes, our latest harvest found a direct, non-stop fare for Chicago to Boston (found 2026-09-13). Direct availability varies by season and airline, so confirm non-stop routings for your exact dates in the search above.
Keep planning Boston
The fare is the cheapest our flight-data partner (Travelpayouts) found for Chicago to Boston, found around 2026-09-13: a recent SIGNAL, NOT a live or guaranteed quote, always check current fares before booking. The direct/indirect status reflects the routing found at that check and can vary by season and date. Airport codes from OurAirports. How Head Your Way compiles its data.