Route Price Intelligence
Cheap Flights From Orlando to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$262
Great Deal
Under $195
Typical Range
$195 – $388
Lowest We've Seen
$46
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$165
Feb
$195
Mar
$336
Apr
$239
May
$219
Jun
$250
Jul
$250
Aug
$230
Sep
$262
Oct
$262
Nov
$241
Dec
$222
Cheapest Average Expensive
Best Time to Fly from Orlando to Chicago Midway
The cheapest time to fly from Orlando to Chicago Midway is typically January, when fares average around $165. The most expensive month tends to be March at around $336. For the best deals, consider flying in January, February, May.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: January6,708 fares analyzedTypical low: $469
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