Route Price Intelligence
Cheap Flights From Hartford to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$355
Deals From
$304
Usually Costs
$304 – $408
Lowest We've Seen
$136
Based on 8,555 price pointshigh confidence
Monthly Price Guide
Jan
$408
Feb
$433
Mar
$333
Apr
$312
May
$314
Jun
$355
Jul
$355
Aug
$332
Sep
$298
Oct
$370
Nov
$408
Dec
$408
Cheapest Average Expensive
Best Time to Fly from Hartford to Chicago
The cheapest time to fly from Hartford to Chicago is typically September, when fares average around $298. The most expensive month tends to be February at around $433. For the best deals, consider flying in September, April, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $13686 price checksWorst: $239