Route Price Intelligence
Cheap Flights From Chicago to Boston
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$205
Deals From
$177
Usually Costs
$177 – $212
Lowest We've Seen
$94
Based on 8,507 price pointshigh confidence
Monthly Price Guide
Jan
$205
Feb
$223
Mar
$215
Apr
$191
May
$172
Jun
$181
Jul
$186
Aug
$177
Sep
$205
Oct
$205
Nov
$205
Dec
$205
Cheapest Average Expensive
Best Time to Fly from Chicago to Boston
The cheapest time to fly from Chicago to Boston is typically May, when fares average around $172. The most expensive month tends to be February at around $223. For the best deals, consider flying in May, August, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9190 price checksWorst: $160