Orlando to Chicago in November 2026
ORL to CHI · Round trips departing in November · Economy · Prices per person in USD
Prices updated
Typical in November
$189
Median of 5 date combinations
Usual on this route
$200
November's cheapest is 41% less
Buy now or wait? We're still learning this route. We have 2 days of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when November fares drop below your price.November 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | ||||||
| 2 | 3 | 4 | 5 | 6 $119 | 7 | 8 |
| 9 | 10 | 11 | 12 | 13 | 14 $181 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 $189 | 26 | 27 | 28 $372 | 29 $370 |
| 30 |
Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.
Cheapest dates in November 2026
Round trip, per person-
Nov 6 – 9 3 nights · leave Fri$119Allegiant Air Nonstop · 2h 48mBook
-
Nov 14 – 17 3 nights · leave Sat$181Frontier Airlines 1 stop · 4h 02mBook
-
Nov 25 – Dec 2 7 nights · leave Wed$189Frontier Airlines 1 stop · 3h 01mBook
-
Nov 29 – Dec 9 10 nights · leave Sun$370Frontier Airlines 1 stop · 4h 01mBook
-
Nov 28 – Dec 9 11 nights · leave Sat$372Frontier Airlines Nonstop · 3h 09mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
2–4 nights
$119
Nov 6 – 9 · 2 options
5–7 nights
$189
Nov 25 – Dec 2 · 1 option
8–14 nights
$370
Nov 29 – Dec 9 · 2 options
Good to know for November
Airlines with cheap fares
2 airlines
Most often: Frontier Airlines, Allegiant Air.
November vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| October 2026 | $224 |
| November 2026 | $119 (cheapest month) |
| December 2026 | $217 |
Orlando to Chicago in November: questions
What's the cheapest date to fly from Orlando to Chicago in November 2026?
Leaving Friday, November 6 and returning Monday, November 9 (3 nights) for $119 round trip on Allegiant Air, the cheapest of the 5 date combinations we track that month.
How much is a round trip from Orlando to Chicago in November 2026?
From $119. Half of the 5 date combinations we track are under $189. Prices are per person in USD and change often.