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Did you mean flights from Oakland to Chicago?

Cheap Flights from Chicago to Oakland, CA, United States - CHI to OAK Last modified: Jun 28, 2016 6:54 PM

Popular flights from Chicago to Oakland Last modified: Jun 28, 2016 6:54 PM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Spirit
CHIOAK
Sat 10/8
nonstop
OAKCHI
Sat 10/15
nonstop
$211
Select
United
CHIOAK
Wed 9/14
nonstop
OAKCHI
Sat 9/17
nonstop
$253
Select
United
CHIOAK
Wed 9/14
nonstop
OAKCHI
Mon 9/19
nonstop
$253
Select
American
CHIOAK
Sat 10/8
nonstop
OAKCHI
Tue 10/18
nonstop
$262
Select
Alaska
CHIOAK
Sat 10/8
1 stop
OAKCHI
Sat 10/15
1 stop
$279
Select

How Much Does it Cost to Fly from Chicago to Oakland (CHI to OAK)?

We have collected flight cost data from across the web for travel from Chicago to Oakland, and have found the average flight price for this trip to be $219.

When Can I Buy the Cheapest Flight from Chicago to Oakland (CHI to OAK)?

Airlines can adjust prices for plane tickets from Chicago to Oakland based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Oakland

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Oakland should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $367 $410
7-14 days $267 $315
14-21 days $292 $310
21-30 days $282 $315
30-60 days $217 $260
60-90 days $217 $260
90+ days $211 $253

Cheapest Day To Fly from Chicago to Oakland

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Oakland.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$217 $217 $217 $217 $217 $217 $227

Lowest Fares Chart By Month from Chicago to Oakland

The chart below shows the lowest fare by month when flying from Chicago to Oakland.

Month Origin Destination Carrier Depart Date Return Date Stops Price
June Chicago Oakland Spirit 6/30/16 7/8/16 0 $367
July Chicago Oakland Spirit 7/6/16 7/12/16 0 $267
August Chicago Oakland Spirit 8/23/16 8/26/16 0 $217
September Chicago Oakland Spirit 9/1/16 9/5/16 0 $217
October Chicago Oakland Spirit 10/8/16 10/15/16 0 $211
November Chicago Oakland Spirit 11/1/16 11/8/16 0 $217
December Chicago Oakland Spirit 12/1/16 12/4/16 0 $217
January Chicago Oakland Spirit 1/13/17 1/17/17 0 $257

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Oakland

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Oakland.

Next 30 Days

SunMonTueWedThuFriSat
26 27 28 29 30 1 2
$397
3 4 5 6 7 8 9
$397 $272
10 11 12 13 14 15 16
$272 $292
17 18 19 20 21 22 23
$292 $287
24 25 26 27 28 29 30
$287 $292
31 1 2 3 4 5 6
$292
TIPSave $50 by flying into San Francisco instead of Oakland from Chicago

Non-Stop vs Connecting Flights from Chicago to Oakland (CHI to OAK)

Your Chicago to Oakland flight can be significantly cheaper by choosing 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 Chicago to Oakland is $300.

The average price for non-stop flights from Chicago to Oakland is $274.

The chart below shows up to date information regarding non-stop flights from Chicago to Oakland.

Nonstop Flight Details from Chicago to Oakland
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Spirit 1 1 1 1 1 1 1 13:39 13:39

Round Trip vs One Way Flights from Chicago to Oakland (CHI to OAK)

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 Chicago to Oakland. 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 Chicago to Oakland is $129.

The average price for round trip flights from Chicago to Oakland is $270.

Chicago to Oakland Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Oakland?
Answer: The average Chicago to Oakland flight time is 4 hours and 37 minutes.
Question: How many miles are there between Chicago and Oakland?
Answer: The distance from Chicago to Oakland is 1830 miles.
Question: How common are direct flights from Chicago to Oakland?
Answer: There are 7 direct flights from Chicago to Oakland.
Question: What is the most popular airline for non-stop flights from Chicago to Oakland?
Answer: Spirit Airlines provides 100% of the non-stop flights between Chicago and Oakland.

Airports for Your Route

These pages contain information about the major airports in Chicago and Oakland, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $227
Chicago to San Jose American, Alaska, United $240
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $81
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $133
Chicago to Sacramento American, Alaska, United $228
Chicago to New York American, Alaska, JetBlue, Spirit, United $81

Cheap Domestic Flights to Oakland - OAK

FlightsAirlineLowest Price
Indianapolis to Oakland American, Alaska, United $418
Milwaukee to Oakland American, Alaska, United $308
Madison to Oakland American, Alaska, United $546
Grand Rapids to Oakland American, United $632
Ft Wayne to Oakland American, Alaska, United $660
Moline to Oakland American, Alaska, United $402
Peoria to Oakland American, United $650
South Bend to Oakland United $740
Green Bay to Oakland American, Alaska, United $684
Toledo to Oakland American $498
Lansing to Oakland American, Alaska, United $526
Bloomington - Normal to Oakland American $531
Appleton to Oakland Alaska, United $616
Kalamazoo to Oakland American, United Check Dates
Springfield to Oakland American, United Check Dates
Champaign to Oakland American $523
Milwaukee to San Francisco American, Alaska, Frontier, United $289
Indianapolis to San Francisco American, Alaska, Frontier, United $348
Grand Rapids to San Francisco American, Alaska, United $345
Madison to San Francisco American, Alaska, Frontier, United $310
Lansing to San Francisco American, Alaska, United $390
Moline to San Francisco American, Alaska, United $334
Bloomington - Normal to San Francisco American $364
South Bend to San Francisco American, Alaska, United $364
Cheap Flights from Chicago to Oakland, CA, United States, from $211 Round trip from CHI to OAK