Cheap flights from Chicago to Boston
From 156 USD — compare hundreds of airlines
Vuelos directosMás barato: 2026-07 · 93 US$
Precios por fecha
126 US$
07-03
129 US$
07-04
132 US$
07-05
128 US$
07-06
93 US$
07-07
93 US$
07-08
93 US$
07-09
93 US$
07-10
Aerolíneas en esta ruta
American AirlinesAlaska AirlinesjetBlueSpirit AirlinesUnited AirlinesSilk AviaSouthwest Airlines
Preguntas frecuentes
What's the cheapest month to fly Chicago to Boston?
Usually 2026-07, from 93 USD.
Are there direct flights from Chicago to Boston?
We show both direct and connecting options — filter to compare.