Route Price Intelligence
Cheap Flights From Chicago to Boston
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$152
Deals From
$142
Usually Costs
$142 – $187
Lowest We've Seen
$94
Based on 8,455 price pointshigh confidence
Monthly Price Guide
Jan
$135
Feb
$137
Mar
$160
Apr
$142
May
$151
Jun
$183
Jul
$172
Aug
$138
Sep
$145
Oct
$146
Nov
$145
Dec
$155
Cheapest Average Expensive
Best Time to Fly from Chicago to Boston
The cheapest time to fly from Chicago to Boston is typically January, when fares average around $135. The most expensive month tends to be June at around $183. For the best deals, consider flying in January, February, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9162 price checksWorst: $137