Latest Flight Deals from Oakland to Chicago
Book one-way or return flights from Oakland to Chicago from as little as £55. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- OAK05:3014h 25m1 stopORD21:55Wed, May 15|Oakland - Chicago|Spirit Airlines£55£7426% OFF26% OFF£74£55
- OAK13:0713h 28m1 stopORD04:35Sat, May 18|Oakland - Chicago|Spirit Airlines£56£7425% OFF25% OFF£74£56
- OAK11:2216h 38m1 stopORD06:00Tue, May 21|Oakland - Chicago|Spirit Airlines£56£7425% OFF25% OFF£74£56
- OAK21:297h 1m1 stopORD06:30Tue, May 14|Oakland - Chicago|Spirit Airlines£56£56
- OAK13:155h 57m1 stopORD21:12Wed, Jun 5|Oakland - Chicago|Spirit Airlines£56£56
- OAK05:057h 27m1 stopORD14:32Tue, May 7|Oakland - Chicago|Spirit Airlines£57£57
- OAK05:3014h 25m1 stopORD21:55Wed, May 8|Oakland - Chicago|Spirit Airlines£57£57
- OAK13:2515h 15m1 stopORD06:40Mon, May 13|Oakland - Chicago|Spirit Airlines£62£62
- OAK23:5915h 19m1 stopORD17:18Sun, Jun 2|Oakland - Chicago|Sun Country Airlines£66£66
- OAK23:5917h 7m1 stopORD19:06Sun, Jun 16|Oakland - Chicago|Sun Country Airlines£66£66
- OAK13:003h 5mDirectCHI14:00Fri, May 10|Oakland - Chicago|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Find more flights and airlines
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Oakland to Chicago.
- CheapestOAK05:3014h 25m1 transferORD21:55Oakland International Airport - O'Hare International AirportWed, May 15Spirit Airlines£55
- OAK21:2912h 7m1 transferMDW11:36Oakland International Airport - Midway International AirportTue, May 14Spirit Airlines£60
- OAK12:026h 46m1 transferRFD20:48Oakland International Airport - Chicago Rockford International AirportThu, May 30Spirit Airlines£148
- OAK12:026h 46m1 transferRFD20:48Oakland International Airport - Chicago Rockford International AirportThu, May 30Spirit Airlines£148Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from Oakland to Chicago
Cheapest direct flight price | £55 |
---|---|
Cheapest return ticket price | £251 |
Cheapest month | February |
Peak season for travel | July |
Flight distance | 2,969.56km |
Average flight time | 5 hours 22 minutes |
Popular airline | Alaska Airlines |
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