Tampa to Chicago in October 2026
Round trips departing in October · Economy · Prices per person in USD
Prices updated
Typical in October
$182
Median of 9 date combinations
Usual on this route
$177
October's cheapest is 6% less
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 October fares drop below your price.October 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | |||
| 5 | 6 | 7 $221 | 8 $321 | 9 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 $220 |
| 26 $194 | 27 $167 | 28 $167 | 29 $181 | 30 | 31 |
Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.
Cheapest dates in October 2026
Round trip, per person-
Oct 27 – Nov 3 7 nights · leave Tue$167Frontier Airlines 1 stop · 4h 11mBook
-
Oct 28 – Nov 3 6 nights · leave Wed$167Frontier Airlines 1 stop · 4h 11mBook
-
Oct 28 – Nov 2 5 nights · leave Wed$175Breeze Airways 1 stop · 4h 25mBook
-
Oct 29 – Nov 1 3 nights · leave Thu$181Frontier Airlines 2 stops · 6h 17mBook
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Oct 29 – Nov 2 4 nights · leave Thu$182Frontier Airlines 1 stop · 4h 19mBook
-
Oct 26 – Nov 3 8 nights · leave Mon$194Frontier Airlines 1 stop · 4h 06mBook
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Oct 25 – Nov 1 7 nights · leave Sun$220Frontier Airlines 1 stop · 6h 31mBook
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Oct 7 – 11 4 nights · leave Wed$221Allegiant Air 1 stop · 2h 44mBook
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Oct 8 – 12 4 nights · leave Thu$321Frontier Airlines 1 stop · 4h 48mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
2–4 nights
$181
Oct 29 – Nov 1 · 4 options
5–7 nights
$167
Oct 27 – Nov 3 · 4 options
8–14 nights
$194
Oct 26 – Nov 3 · 1 option
Good to know for October
Airlines with cheap fares
3 airlines
Most often: Frontier Airlines, Breeze Airways, Allegiant Air.
October vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | No fares found yet |
| October 2026 | $167 (cheapest month) |
| November 2026 | $173 |
Tampa to Chicago in October: questions
What's the cheapest date to fly from Tampa to Chicago in October 2026?
Leaving Tuesday, October 27 and returning Tuesday, November 3 (7 nights) for $167 round trip on Frontier Airlines, the cheapest of the 9 date combinations we track that month.
How much is a round trip from Tampa to Chicago in October 2026?
From $167. Half of the 9 date combinations we track are under $182. Prices are per person in USD and change often.