Chicago to Orlando flight prices by month
In our check on 6 Nov, January had the lowest fares from Chicago to Orlando: a typical one-way fare of $83, with the lowest at $68 on 5 Jan. April was the most expensive month, with a typical fare of $189.
Last checked · one way · economy · 1 adult · 200 departure days
Cheapest month to fly Chicago to Orlando
| Month | Typical fare | Lowest fare |
|---|---|---|
| November 2026 | $145 | $85 |
| December 2026 | $109 | $68 |
| January 2027 | $83 | $68 |
| February 2027 | $83 | $62 |
| March 2027 | $164 | $69 |
| April 2027 | $189 | $69 |
| May 2027 | $189 | $85 |
Typical fare: the middle price of all departure days that month.
Cheapest day of the week
Mondays and Wednesdays had the lowest typical fares in our check: $104 and $104 one way. Sundays were the most expensive at $165.
Cheapest dates in our check
- Mon, 8 Feb 2027 $62
- Tue, 8 Dec 2026 $68
- Wed, 9 Dec 2026 $68
- Tue, 15 Dec 2026 $68
- Tue, 5 Jan 2027 $68
What target price should I set?
Try about $83. In our check on 6 Nov, about one in four departure days in the next three months was at or below that price, so it is low but reachable. A target far below the lowest fares we saw may never be reached. More in how to set a realistic target price.
Questions
What is the cheapest month to fly from Chicago to Orlando?
In our check on 6 Nov, January had the lowest typical one-way economy fare from Chicago to Orlando: $83, with the lowest at $68. April was the most expensive at a typical $189.
What is the cheapest day of the week to fly from Chicago to Orlando?
Mondays had the lowest typical fare in our check on 6 Nov ($104 one way), and Sundays the highest ($165).
How much is a one-way flight from Chicago to Orlando?
In our check on 6 Nov, one-way economy fares for one adult over the next 7 months started at $62 (8 Feb), and the typical fare was $122. Fares change daily, so check the price for your dates.
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How we get these numbers: the lowest one-way economy fare for one adult on each departure day, from Trigger's daily checks with travel data partners. Prices are in US dollars, converted to your currency in the table. Fares change often; confirm the price on the booking site before you pay.