Route Price Intelligence
Cheap Flights From Chicago to Boston
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$205
Great Deal
Under $186
Typical Range
$186 – $207
Lowest We've Seen
$94
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$205
Feb
—
Mar
—
Apr
$234
May
$172
Jun
$181
Jul
$186
Aug
$186
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 April at around $234. For the best deals, consider flying in May, June, July.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: August43,785 fares analyzedTypical low: $157