Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Oakland to Chicago is Spirit Airlines.
Cheapest Month
April
Travel Period: April 2025 - March 2026
The cheapest month(s) to fly from Oakland to Chicago is April.
Cheapest Day of the Week
Friday
The cheapest day(s) of the week to fly from Oakland to Chicago is Friday.
How far is Chicago from Oakland?
The flight distance between Oakland and Chicago is 2972km. Check all available flights on Wego.
Popular Destinations From Chicago
Popular Destinations From Oakland
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- The Royal Sonesta Chicago Downtown
- Club Quarters Hotel Central Loop
- The Ritz-Carlton, Chicago
- Fairmont Chicago at Millennium Park Gold Experience
- Swissôtel Chicago
- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel
