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Route Price Intelligence

Cheap Flights From San Diego to Chicago Midway

Live pricing benchmarks, monthly patterns, and historical lows for this route.

Typical Price
$347
Deals From
$316
Usually Costs
$316$367
Lowest We've Seen
$136
Based on 8,529 price pointshigh confidence

Monthly Price Guide

Jan
$393
Feb
$493
Mar
$519
Apr
$267
May
$276
Jun
$347
Jul
$347
Aug
$347
Sep
$347
Oct
$357
Nov
$393
Dec
$367
Cheapest Average Expensive

Best Time to Fly from San Diego to Chicago Midway

The cheapest time to fly from San Diego to Chicago Midway is typically April, when fares average around $267. The most expensive month tends to be March at around $519. 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

$136$163$191$218$245Jan 7Feb 22Apr 5
Best: $13685 price checksWorst: $245
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