Chicago to Orlando flights
The cheapest round trip we found from Chicago to Orlando is $153 (Jan 7 – 12, 2027, 1 stop), 22% below the usual $197.
CHI to ORL · Round trip · Economy · Prices per person in USD · Price found (2 days ago)
Cheapest found
Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $218 |
| December 2026 | $176 |
| January 2027 | $134 (cheapest month) |
| February 2027 | $197 |
| March 2027 | $247 |
| April 2027 | $280 |
Cheapest dates in the next 4 months
Round trip, per person-
Jan 7 – 12, 2027 5 nights · leave Thu$153 −22% vs usual$153 −22% vs usual Book
Frontier Airlines 1 stop · 4h 02m -
Dec 2 – 5 3 nights · leave Wed$196$196 Book
Frontier Airlines 1 stop · 3h 57m
-
Dec 7 – 14 7 nights · leave Mon$198$198 Book
Allegiant Air Nonstop · 2h 36m -
Nov 17 – 20 3 nights · leave Tue$218 +11% vs usual$218 +11% vs usual Book
Frontier Airlines Nonstop · 2h 56m
-
Dec 2 – 4 2 nights · leave Wed$222 +13% vs usual$222 +13% vs usual Book
Frontier Airlines 1 stop · 3h 57m
-
Nov 15 – 26 11 nights · leave Sun$278 +41% vs usual$278 +41% vs usual Book
Frontier Airlines 1 stop · 3h 56m
-
Dec 26 – 30 4 nights · leave Sat$334 +70% vs usual$334 +70% vs usual Book
Frontier Airlines 1 stop · 3h 55m
-
Dec 26 – 29 3 nights · leave Sat$343 +74% vs usual$343 +74% vs usual Book
Frontier Airlines 1 stop · 3h 55m
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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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.
Plan the rest of your trip
Orlando · Jan 7 – 12, 2027Partner links: we may earn a commission if you book, at no extra cost to you.
Good to know
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Chicago to Orlando: questions
How much does a flight from Chicago to Orlando cost?
The cheapest round trip we have found right now is $153, leaving January 7 and returning January 12. The usual price on this route is about $197, so this fare is 22% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to Orlando?
January 2027, with round trips from $134. The most expensive month in our data is April (from $280). Based on the 6 months ahead we have prices for.
Are there nonstop flights from Chicago to Orlando?
Yes. Nonstop from $198 round trip. 33% of the 9 date combinations we track are nonstop.
Which airports do Chicago to Orlando flights use?
Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). Orlando airports include Orlando International (MCO), Orlando Sanford International (SFB) and Orlando Executive (ORL). The prices on this page cover every airport in both cities (CHI and ORL are the city codes).
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 $153, departing January 7 and returning January 12, about 22% below the usual $197. Right now we're following 9 upcoming date combinations on this route. The cheapest month to fly in our data is January, from $134. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.