Route Price Intelligence
Cheap Flights From Chicago to Boston
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$190
Deals From
$165
Usually Costs
$165 – $206
Lowest We've Seen
$94
Based on 8,530 price pointshigh confidence
Monthly Price Guide
Jan
$205
Feb
$230
Mar
$211
Apr
$167
May
$167
Jun
$177
Jul
$181
Aug
$167
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 April, when fares average around $167. The most expensive month tends to be February at around $230. For the best deals, consider flying in April, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9190 price checksWorst: $157