Route Price Intelligence
Cheap Flights From Houston to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$177
Great Deal
Under $98
Typical Range
$98 – $220
Lowest We've Seen
$56
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$284
Feb
—
Mar
—
Apr
$182
May
$134
Jun
$139
Jul
$190
Aug
$149
Sep
$174
Oct
$177
Nov
$244
Dec
$289
Cheapest Average Expensive
Best Time to Fly from Houston to Chicago
The cheapest time to fly from Houston to Chicago is typically May, when fares average around $134. The most expensive month tends to be December at around $289. For the best deals, consider flying in May, June, August.
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: August44,133 fares analyzedTypical low: $157