Chicago to Orlando flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are low right now
$166 is $42 (20%) below the usual $208 for Chicago → Orlando.
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when Chicago → Orlando drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | No fares found yet |
| October 2026 | $166 (cheapest month) |
| November 2026 | $191 |
| December 2026 | $249 |
| January 2027 | $208 |
| February 2027 | No fares found yet |
| March 2027 | $306 |
Cheapest dates in the next 4 months
Round trip, per person-
Oct 28 – Nov 4 7 nights · leave Wed$166 −20% vs usual$166 −20% vs usual Book
Allegiant Air Nonstop · 2h 30m -
Oct 31 – Nov 4 4 nights · leave Sat$185 −11% vs usual$185 −11% vs usual Book
Frontier Airlines 1 stop · 3h 57m -
Nov 7 – 11 4 nights · leave Sat$191 −8% vs usual$191 −8% vs usual Book
Frontier Airlines 1 stop · 3h 52m
-
Nov 13 – 16 3 nights · leave Fri$206$206 Book
Allegiant Air 1 stop · 2h 36m
-
Nov 9 – 16 7 nights · leave Mon$212$212 Book
Frontier Airlines 1 stop · 3h 56m
-
Nov 10 – 16 6 nights · leave Tue$212$212 Book
Frontier Airlines 1 stop · 3h 56m
-
Nov 28 – Dec 3 5 nights · leave Sat$246 +18% vs usual$246 +18% vs usual Book
Frontier Airlines 1 stop · 2h 43m
-
Dec 31 – Jan 3, 2027 3 nights · leave Thu$249 +20% vs usual$249 +20% vs usual Book
Frontier Airlines 1 stop · 3h 43m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Orlando
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Airport transfer to Orlando
Fixed prices from MCO on KiwitaxiTo see transfer prices here, turn on partner content in .
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Plan the rest of your trip
Orlando · Oct 28 – Nov 4Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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Chicago to Orlando: questions
How much is a flight from Chicago to Orlando?
The cheapest round trip we have found right now is $166, leaving October 28 and returning November 4. The usual price on this route is about $208, so this fare is 20% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to Orlando?
October 2026, with round trips from $166. The most expensive month in our data is March (from $306). Based on the 5 months ahead we have prices for.
Are there nonstop flights from Chicago to Orlando?
Yes. Nonstop from $166 round trip. 44% of the 18 date combinations we track are nonstop.
About this route
We track round-trip economy fares from Chicago (United States) to Orlando (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $166, departing October 28 and returning November 4 on a nonstop flight, about 20% below the usual $208. Right now we're following 18 upcoming date combinations on this route. The cheapest month to fly in our data is October, from $166. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.