Good to know - Cheap tickets Chicago — Oakland
| Minimal flight time | 4h 7m |
|---|---|
| Flight distance | 2972 km |
| Most popular airline | UPS |
| Round-trip from | $76 |
Airfare Chicago – Oakland by month
Here you can find out in what months how much a ticket Chicago – Oakland costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| July 2026 | ||
| June 2026 | ||
| May 2026 | ||
| April 2026 | ||
| March 2026 | ||
| February 2026 | ||
| January 2026 | ||
| December 2025 | ||
| November 2025 | ||
| October 2025 | ||
| September 2025 | ||
| August 2025 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Oakland
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 15:10 | 17:20 | tue, wed, thu | 5X2956 | UPS | 4h 10m | Chicago Rockford International Airport — Metropolitan Oakland International Airport | Select dates |
| 15:10 | 17:17 | mon | 5X2956 | UPS | 4h 7m | Chicago Rockford International Airport — Metropolitan Oakland International Airport | Select dates |
| 15:10 | 17:25 | tue | 5X2956 | UPS | 4h 15m | Chicago Rockford International Airport — Metropolitan Oakland International Airport | Select dates |
| 15:10 | 17:21 | mon | 5X2956 | UPS | 4h 11m | Chicago Rockford International Airport — Metropolitan Oakland International Airport | Select dates |
| 15:45 | 17:55 | sun | 5X5942 | UPS | 4h 10m | Chicago Rockford International Airport — Metropolitan Oakland International Airport | Select dates |
Popular airlines flying Chicago — Oakland
Flight Chicago – Oakland is served by 9 airlines. 1 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Chicago — Oakland by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Oakland
The graph shows that booking flights Chicago — Oakland is best planned for March and flights Chicago — Oakland — Chicago in the month of May.
Flights Chicago — Oakland
The selection of cheap flights Chicago — Oakland
The price of the flight Chicago — Oakland (United States) — Chicago from $76 (round-trip).
The average price of the flight Chicago — Oakland (United States) — Chicago $371 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Oakland
- IATA code of the destination city: OAK
- Destination airports: Metropolitan Oakland International Airport, Convention Center Heliport
- Destination country: United States
Low cost flights Chicago — Oakland (CHI — OAK)
The distance between Chicago and Oakland 1847 miles (or 2972 kilometres).
The time difference between Chicago and Oakland is 2 h.
Minimal flight time from Chicago to Oakland 4h 7m.
Routes from nearby cities to Oakland
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Oakland are in Milwaukee.
Popular International routes from Chicago
Popular routes from Oakland
If you are going to fly from Oakland, then study the popular flights. The most popular flights from Oakland:
Popular domestic routes from Chicago
FAQ about Chicago — Oakland
Are there any direct flights Chicago — Oakland?
Yes, they do: 5X2956, 5X5942
Can we fly from Chicago to Oakland?
Yes, you can fly from Chicago to Oakland. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. UPS departs from Chicago on mon, tue, wed, thu, sun. There are non-direct flights through Air Canada, Allegiant Air, Contour Aviation, FedEx, Jet Linx Aviation, NetJets, Phoenix Air, SkyWest Charter, Southwest Airlines.
How long does it take to fly from Chicago to Oakland?
A direct flight lasts an average of 4h 7m, during which time the aircraft covers a distance of 2972 km.
How much do flights Chicago — Oakland cost?
The price of flights Chicago — Oakland starts from $76.
What days does the plane fly Chicago — Oakland?
Planes fly Chicago — Oakland 5 times a week on the following days: mon, tue, wed, thu, sun
What airports are there in Chicago and Oakland?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Oakland — Metropolitan Oakland International Airport, Convention Center Heliport.
What flights are currently flying from Chicago to Oakland?
The following flights fly between Chicago and Oakland: 5X2956, 5X2956, 5X2956, 5X2956, 5X5942
What month is the cheapest to fly from Chicago to Oakland?
High season is considered to be October and the cheapest month is March. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Oakland flight deals.
Which airlines direct fly from Chicago to Oakland?
Only one airline operates a direct flight Chicago — Oakland: UPS.
Which airlines fly from Chicago to Oakland?
All the following airlines flights Chicago — Oakland: Air Canada, Allegiant Air, Contour Aviation, FedEx, Jet Linx Aviation, NetJets, Phoenix Air, SkyWest Charter, Southwest Airlines, UPS.