Route Price Intelligence
Cheap Flights From Houston to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$299
Deals From
$250
Usually Costs
$250 – $365
Lowest We've Seen
$69
Based on 4,503 price pointshigh confidence
Monthly Price Guide
Jan
$335
Feb
$449
Mar
$619
Apr
$228
May
$225
Jun
$270
Jul
$270
Aug
$250
Sep
$309
Oct
$323
Nov
$456
Dec
$426
Cheapest Average Expensive
Best Time to Fly from Houston to Chicago Midway
The cheapest time to fly from Houston to Chicago Midway is typically May, when fares average around $225. The most expensive month tends to be March at around $619. For the best deals, consider flying in May, April, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9176 price checksWorst: $180