Philadelphia to Chicago: what the flight costs
In the last 60 days we checked this route 14 times. The typical return was £251 per person and the lowest £214, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £214 |
| Typical (median) | £251 |
| Price checks, 60 days | 14 |
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Trips we picked on this route
Just found · from Philadelphia
Chicago
23 – 25 Oct 2026 · 2 nights
- Nonstop on Frontier, 2h 30m
- £14 per person below the typical fare on this route
- Highs 55–71°F, a small chance of rain
£867 for two · 2 nights · flights, hotel, taxes & fees
Flights £473 + hotel £393, taxes in · a checked bag each adds about £181
Frontier · nonstop · 2h 30m
The catch: The best-value hotel is rated 7.9; a better one costs more.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 15 Oct 2026 | 23 – 25 Oct 2026 | £273 | F9 | with a stop | 13h 7m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £237 | Frontier | nonstop | 2h 30m | Google Flights |
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £280 | F9 | nonstop | 2h 34m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £248 | F9 | nonstop | 2h 30m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £269 | F9 | with a stop | 9h 19m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £237 | Frontier | nonstop | 2h 30m | Google Flights |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £249 | F9 | nonstop | 2h 30m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £273 | F9 | with a stop | 13h 7m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £253 | Frontier | nonstop | 2h 30m | Google Flights |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £257 | F9 | with a stop | 9h 31m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £214 | Frontier | nonstop | 2h 30m | Google Flights |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £265 | F9 | nonstop | 2h 30m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £222 | F9 | nonstop | 2h 30m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £237 | F9 | nonstop | 2h 30m | Kiwi.com |
About Chicago
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Chicago from every city: when to go, where to stay, what to do
Questions about Philadelphia to Chicago
What does a return from Philadelphia to Chicago usually cost?
Over the last 60 days the typical price we found was £251 per person, taxes and fees included, across 14 checks; the lowest was £214.
When is the best time to fly from Philadelphia to Chicago?
Chicago is at its best in May, June, July, August, September and October. Avoid December, January, February, March: Bitter cold and wind off the lake
Do I need a passport to fly from Philadelphia to Chicago?
No passport needed for travellers from the United States: a government photo ID is enough for Chicago.
Prices converted from US dollars at the rate of 15 Oct 2026.