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Tampa to Chicago flights

The cheapest round trip we found from Tampa to Chicago is $138 (Jan 8 – 10, 2027, 1 stop), 24% below the usual $182.

TPA to CHI · Round trip · Economy · Prices per person in USD · Price found (1 day ago)

Cheapest found

$138 24% less
Jan 8 – 10, 2027 · 1 stop · Usually $182
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Good price — book if the dates work 24% below the usual $182. Based on 46 days of prices.
Not ready to book? We'll email you when Tampa → Chicago drops below $130.
Jan – Feb · 2–4 nights · Change

Cheapest round trip by month

Lowest fare found per departure month
Cheapest month Below usual Usual price $182
Cheapest round trip from Tampa to Chicago by departure month
MonthCheapest round trip
November 2026$249
December 2026$192
January 2027$138 (cheapest month)

Cheapest dates in the next 4 months

Round trip, per person
  • Jan 8 – 10, 2027 2 nights · leave Fri
    $138 −24% vs usual
    Frontier Airlines 1 stop · 4h 17m
    Book
  • Jan 15 – 19, 2027 4 nights · leave Fri
    $140 −23% vs usual
    Allegiant Air 1 stop · 2h 52m
    Book
  • Dec 2 – 9 7 nights · leave Wed
    $192 +5% vs usual
    Breeze Airways 1 stop · 4h 37m
    Book
  • Dec 18 – 20 2 nights · leave Fri
    $237 +30% vs usual
    Frontier Airlines 1 stop · 4h 12m
    Book
  • Dec 25 – 27 2 nights · leave Fri
    $242 +33% vs usual
    Frontier Airlines 1 stop · 3h 59m
    Book
  • Nov 25 – Dec 2 7 nights · leave Wed
    $249 +37% vs usual
    Frontier Airlines 1 stop · 3h 04m
    Book
  • Nov 20 – 22 2 nights · leave Fri
    $274 +51% vs usual
    Southwest Airlines Nonstop · 2h 50m
    Book

Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert

Things to do in Chicago

One Go City pass for Shedd Aquarium, Skydeck Chicago, 360 CHICAGO and more

More things to do in Chicago →

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

Chicago · Jan 8 – 10, 2027

Airport transfer · Kiwitaxi

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Good to know

Airlines with cheap fares 4 airlines Most often: Frontier Airlines, Allegiant Air, Breeze Airways.

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Tampa to Chicago: questions

How much does a flight from Tampa to Chicago cost?

The cheapest round trip we have found right now is $138, leaving January 8 and returning January 10. The usual price on this route is about $182, so this fare is 24% less. Prices are per person, economy, in USD.

What is the cheapest month to fly from Tampa to Chicago?

January 2027, with round trips from $138. The most expensive month in our data is November (from $249). Based on the 3 months ahead we have prices for.

Which airports do Tampa to Chicago flights use?

Tampa airports include St. Petersburg-Clearwater International (PIE) and Tampa International (TPA). Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). The prices on this page cover every airport in both cities (TPA and CHI are the city codes).

About this route

We track round-trip economy fares from Tampa (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $138, departing January 8 and returning January 10, about 24% below the usual $182. Right now we're following 7 upcoming date combinations on this route. The cheapest month to fly in our data is January, from $138. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

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