Find cheap flights to Chicago from CA$199
Trusted by millions
Kiwi.com Guarantee for stress-free travel
One search, all the best deals
Explore deals for your Chicago getaway
Prices updated:
Prices updated:
Weather in Chicago
Average Weather
| Month | Average monthly max temperature | Average monthly min temperature |
| January | -1°C | -6°C |
| February | 0°C | -5°C |
| March | 6°C | 0°C |
| April | 11°C | 4°C |
| May | 17°C | 10°C |
| June | 22°C | 16°C |
| July | 26°C | 20°C |
| August | 25°C | 19°C |
| September | 22°C | 16°C |
| October | 15°C | 10°C |
| November | 8°C | 3°C |
| December | 2°C | -1°C |
14 day forecast
Cheapest month to fly to Chicago
Explore price trends for trips to Chicago
Showing prices in CAD
| Annual Avg. Price | 181 CAD |
| September 2025 | 162 CAD |
| October 2025 | 112 CAD |
| November 2025 | 147 CAD |
| December 2025 | 155 CAD |
| January 2026 | 303 CAD |
| February 2026 | 184 CAD |
| March 2026 | 146 CAD |
| April 2026 | 146 CAD |
| May 2026 | 146 CAD |
| June 2026 | 184 CAD |
| July 2026 | 146 CAD |
| August 2026 | 338 CAD |
Direct flights to Chicago
Find direct flights from anywhere to Chicago
- Edmonton to Chicago from CA$265
- Quebec City to Chicago from CA$273
- San Francisco to Chicago from CA$287
- Winnipeg to Chicago from CA$326
- Ottawa to Chicago from CA$340
- Halifax to Chicago from CA$409
- Zürich to Chicago from CA$801
- Barcelona to Chicago from CA$988
- Vienna to Chicago from CA$999
- Copenhagen to Chicago from CA$1,264
- Paris to Chicago from CA$1,388
- New Delhi to Chicago from CA$1,861
Airlines flying to Chicago
Best airlines flying to Chicago
- NouvelAir
- Air New Zealand
- EVA Air
- IndiGo Airlines
- WestJet
- ITA Airways
- JetBlue Airways
- Air Tahiti Nui
- Air Serbia
- Ryanair
- Wizz Air Malta
- Jetstar Airways
- Air France
- Lufthansa
- Hawaiian Airlines
- ASL Airlines France
- Hong Kong Airlines
- LOT Polish Airlines
- VivaAerobus
- Porter Airlines
