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Route Price Intelligence

Cheap Flights From Orlando to Chicago Midway

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

Typical Price
$339
Deals From
$230
Usually Costs
$230$457
Lowest We've Seen
$46
Based on 8,554 price pointshigh confidence

Monthly Price Guide

Jan
$477
Feb
$588
Mar
$250
Apr
$181
May
$204
Jun
$250
Jul
$250
Aug
$230
Sep
$437
Oct
$437
Nov
$517
Dec
$487
Cheapest Average Expensive

Best Time to Fly from Orlando to Chicago Midway

The cheapest time to fly from Orlando to Chicago Midway is typically April, when fares average around $181. The most expensive month tends to be February at around $588. 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

$46$67$88$108$129Jan 16Mar 2Apr 15
Best: $4690 price checksWorst: $129
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