Route Price Intelligence
Cheap Flights From Washington, D.C. to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$266
Deals From
$215
Usually Costs
$215 – $290
Lowest We've Seen
$58
Based on 8,555 price pointshigh confidence
Monthly Price Guide
Jan
$289
Feb
$299
Mar
$253
Apr
$180
May
$190
Jun
$241
Jul
$250
Aug
$230
Sep
$289
Oct
$289
Nov
$299
Dec
$294
Cheapest Average Expensive
Best Time to Fly from Washington, D.C. to Chicago
The cheapest time to fly from Washington, D.C. to Chicago is typically April, when fares average around $180. The most expensive month tends to be February at around $299. For the best deals, consider flying in April, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $5889 price checksWorst: $160