Route Price Intelligence
Cheap Flights From Houston to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
🔥 Fire DealFound 3d ago
$62Major savings to Chicago! United connecting service from Houston to Chicago O'Hare for just $62 - incredible value for this busy business route.
✓ 4 date combinations found at this price
Search Google FlightsTypical Price
$216
Deals From
$164
Usually Costs
$164 – $279
Lowest We've Seen
$56
Based on 8,564 price pointshigh confidence
Monthly Price Guide
Jan
$297
Feb
$289
Mar
$232
Apr
$134
May
$131
Jun
$170
Jul
$179
Aug
$170
Sep
$279
Oct
$279
Nov
$289
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 $131. The most expensive month tends to be January at around $297. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5690 price checksWorst: $207