Route Price Intelligence
Cheap Flights From Cleveland to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$277
Deals From
$234
Usually Costs
$234 – $297
Lowest We've Seen
$118
Based on 8,592 price pointshigh confidence
Monthly Price Guide
Jan
$297
Feb
$297
Mar
$325
Apr
$181
May
$191
Jun
$257
Jul
$277
Aug
$277
Sep
$277
Oct
$277
Nov
$328
Dec
$302
Cheapest Average Expensive
Best Time to Fly from Cleveland to Chicago Midway
The cheapest time to fly from Cleveland to Chicago Midway is typically April, when fares average around $181. The most expensive month tends to be November at around $328. For the best deals, consider flying in April, May, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $11889 price checksWorst: $180