Route Price Intelligence
Cheap Flights From San Francisco Bay Area to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$353
Deals From
$306
Usually Costs
$306 – $390
Lowest We've Seen
$160
Based on 8,749 price pointshigh confidence
Monthly Price Guide
Jan
$375
Feb
$434
Mar
$418
Apr
$314
May
$260
Jun
$320
Jul
$335
Aug
$308
Sep
$344
Oct
$355
Nov
$439
Dec
$436
Cheapest Average Expensive
Best Time to Fly from San Francisco Bay Area to Chicago Midway
The cheapest time to fly from San Francisco Bay Area to Chicago Midway is typically May, when fares average around $260. The most expensive month tends to be November at around $439. For the best deals, consider flying in May, August, April.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $16090 price checksWorst: $341