Flights from Oakland, California to Chicago, United States

Did you mean flights from Chicago to Oakland, California?

Oakland, California to Chicago Last modified: Jan 22, 2024 8:38 -05:00

We've scanned 115,678,683 round trip itineraries and found the cheapest flights to Chicago. Multiple Airlines & Spirit frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Multiple Airlines
OAKCHI
Tue 1/30
nonstop
CHIOAK
Wed 1/31
nonstop
$154
Spirit
OAKCHI
Thu 2/29
1 stop
CHIOAK
Wed 3/6
1 stop
$172
Alaska
OAKCHI
Tue 4/16
1 stop
CHIOAK
Wed 4/24
1 stop
$228
Major Airlines
OAKCHI
Sat 2/10
1 stop
CHIOAK
Mon 2/12
1 stop
$236
American
OAKCHI
Mon 1/22
1 stop
CHIOAK
Wed 1/24
1 stop
$1,557

How Much is a Flight from Oakland, California to Chicago?

We have collected flight cost data from across the web for travel from Oakland, California to Chicago, and have found the average flight price for this trip to be $194.

Where To Buy Cheap Flights from Oakland, California to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Oakland, California to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

Cheapest Day To Fly from Oakland, California to Chicago

We've examined 231,357,366 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Oakland, California to Chicago is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$198$198$192$192$192 $192

Cheap Last Minute Flights from Oakland, California to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Oakland, California to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$318
14 15 16 17 18 19 20
$318 $236
21 22 23 24 25 26 27
$236 $216
28 29 30 31 1 2 3
$216 $192
4 5 6 7 8 9 10
$192 $198
11 12 13 14 15 16 17
$198

Connecting Flights vs Direct Flights from Oakland, California to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Oakland, California to Chicago is $214.

The average price for direct flights from Oakland, California to Chicago is $444.

One Way Flights vs Round Trip Flights from Oakland, California to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Oakland, California to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Oakland, California to Chicago is $128.

The average price for round trip flights from Oakland, California to Chicago is $233.

Oakland, California to Chicago Flight Questions

Oakland, California to Chicago Airports

These are the major commercial airports we're currently monitoring in Oakland, California and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Oakland - OAK Last modified: Jan 22, 2024 8:38 -05:00

Cheap International Flights to Chicago - CHI Last modified: Jan 22, 2024 8:38 -05:00

FlightsLowest Price
San Francisco to Toronto$217
Cheap Flights from Oakland, California to Chicago