Route Price Intelligence
Cheap Flights From Fort Myers to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
⭐ Great DealFound 2d ago
$129Fort Myers to Chicago usually costs around $320 round trip, but Frontier has it down to $129 right now. Dates are open through the fall and into winter, a solid trade of Florida sun for deep dish pizza and skyline views on the cheap.
✓ 5 date combinations found at this price
Search Google FlightsTypical Price
$306
Great Deal
Under $129
Typical Range
$129 – $336
Lowest We've Seen
$56
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$320
Feb
—
Mar
—
Apr
$294
May
$308
Jun
$295
Jul
$295
Aug
$295
Sep
$300
Oct
$306
Nov
$320
Dec
$325
Cheapest Average Expensive
Best Time to Fly from Fort Myers to Chicago
The cheapest time to fly from Fort Myers to Chicago is typically April, when fares average around $294. The most expensive month tends to be December at around $325. For the best deals, consider flying in April, June, July.
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: September13,942 fares analyzedTypical low: $295