Chicago to St. Pete / Clearwater: what the flight costs
In the last 60 days we checked this route 5 times. The typical return was £283 per person and the lowest £265, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £265 |
| Typical (median) | £283 |
| Price checks, 60 days | 5 |
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Trips we picked on this route
The weekend after · from ChicagoLowest in 30 daysWorth it, if
St. Pete / Clearwater
23 – 25 Oct 2026 · 2 nights
- Frontier at $352 per person, $23 below the typical fare
- Gulf highs of 85–86°F with rain chances of 16–32%
- Clearwater Beach Hotel, 7.6 from 2,682 reviews, free cancellation
£799 for two · 2 nights · flights, hotel, taxes & fees
Flights £531 + hotel £268, taxes in · a checked bag each adds about £181
Frontier · with a stop · 17h 33m
The catch: With one stop on Frontier, the outbound takes 17h 33m and lands at 12:33 AM Saturday, so Friday of a 2-night weekend goes to travel.
Worth it if you'll trade a long Friday of travel for a warm beach Saturday; skip it if every hour of the weekend counts.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 13 Oct 2026 | 23 – 25 Oct 2026 | £323 | F9 | with a stop | 22h 13m | Kiwi.com |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £265 | Frontier | with a stop | 17h 33m | Google Flights |
| 13 Oct 2026 | 16 – 18 Oct 2026 | £265 | Frontier | with a stop | 9h 22m | Google Flights |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £283 | F9 | with a stop | 17h 33m | Kiwi.com |
| 13 Oct 2026 | 16 – 18 Oct 2026 | £283 | F9 | with a stop | 9h 22m | Kiwi.com |
About St. Pete / Clearwater
Clearwater and St.
St. Pete / Clearwater from every city: when to go, where to stay, what to do
Questions about Chicago to St. Pete / Clearwater
What does a return from Chicago to St. Pete / Clearwater usually cost?
Over the last 60 days the typical price we found was £283 per person, taxes and fees included, across 5 checks; the lowest was £265.
When is the best time to fly from Chicago to St. Pete / Clearwater?
St. Pete / Clearwater is at its best in February, March, April, May, October, November and December. Avoid August, September: Hurricane season peak and daily thunderstorms
Do I need a passport to fly from Chicago to St. Pete / Clearwater?
No passport needed for travellers from the United States: a government photo ID is enough for St. Pete / Clearwater.
Prices converted from US dollars at the rate of 15 Oct 2026.