Cheap flights to Chicago
Best observed return fare to Chicago (United States): €466 from Brussels in November 2026. The table compares plane tickets to Chicago from 4 departure cities, from our daily readings of fares actually observed (recorded on Oct 4). To weigh Chicago against other trips within the same budget, open the interactive cheap flights map.
Fares to Chicago by departure city
| From | October 2026 | November 2026 | December 2026 | 90-day low |
|---|---|---|---|---|
| Brussels | 643 € | 466 € | 597 € | 458 € |
| Paris | 627 € | 509 € | — | 335 € |
| Nice | 680 € | — | — | 531 € |
| Toulouse | — | — | 698 € | — |
Return, per person, latest fare recorded for each city and month — the green cell is the best price. Click a city for its full 12-month calendar. The final price is confirmed with the partner at booking time.
When to go to Chicago: weather month by month
- -6 °Jan
- -3 °Feb
- 5 °Mar
- 9 °Apr
- 13 °May
- 22 °Jun
- 25 °Jul
- 23 °Aug
- 20 °Sep
- 15 °Oct
- 6 °Nov
- -2 °Dec
Average monthly temperatures observed over the last full year (Open-Meteo), not a forecast. Months above 20 °C: June, July, August.
Costs on the ground
Budget around €160 per person per day in Chicago for simple accommodation, meals and local transport (country average, activities excluded). For five days departing from Brussels at the best observed fare, the total comes to about €1266, flight included. Breakdown by trip length, travel style and departure city: how much do 5 days in Chicago cost?
Things to do in Chicago
Plan your trip
Frequently asked questions
Which city has the cheapest flights to Chicago?
From our readings over the last three days, the best return fare to Chicago is €466 departing from Brussels, for a trip in November 2026. Fares from the other cities we track go up to €698.
How much is a plane ticket to Chicago?
In recent searches, a return flight to Chicago costs between €466 and €698 depending on the departure city and the month. These fares are actually observed and dated; the final price is confirmed with the partner at booking time.
When is the best time to visit Chicago?
The warmest months in Chicago are July, August, June. Compare that with the price calendar of each route: the cheapest months are usually outside school holidays.
All routes to Chicago
Brussels to Chicago · Paris to Chicago · Nice to Chicago · Toulouse to Chicago
Where do these prices come from?
The fares shown are real observed prices from recent flight searches (round trip, per person), refreshed continuously. They give a reliable snapshot of the market, but can change hour to hour: the final price is always verified with the booking partner when you book.
To go further, the Fareaway interactive map puts all these destinations on a world map: set your budget and dates and instantly see where you can go — including that month's weather, local cost of living and visa requirements.