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Did you mean flights from Chicago to Oakland?

Cheap Flights from Oakland to Chicago, IL, United States - OAK to CHI Last modified: Aug 25, 2016 1:24 AM

Popular flights from Oakland to Chicago Last modified: Aug 25, 2016 1:24 AM

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
OAKCHI
Sat 9/10
nonstop
CHIOAK
Tue 9/13
nonstop
$177
Select
Spirit
OAKCHI
Tue 9/13
nonstop
CHIOAK
Tue 9/20
nonstop
$177
Select
Spirit
OAKCHI
Wed 9/14
nonstop
CHIOAK
Tue 9/20
nonstop
$177
Select
Spirit
OAKCHI
Wed 9/21
nonstop
CHIOAK
Sat 9/24
nonstop
$177
Select
Spirit
OAKCHI
Tue 9/27
nonstop
CHIOAK
Sat 10/1
nonstop
$177
Select
American
OAKCHI
Sun 9/11
nonstop
CHIOAK
Wed 9/14
nonstop
$187
Select
Alaska
OAKCHI
Mon 9/12
1 stop
CHIOAK
Thu 9/15
1 stop
$285
Select
JetBlue
OAKCHI
Wed 9/21
1 stop
CHIOAK
Sat 9/24
1 stop
$564
Select

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

We have collected flight cost data from across the web for travel from Oakland to Chicago, and have found the average flight price for this trip to be $183.

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

Airlines can adjust prices for plane tickets from Oakland to Chicago 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 Oakland to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $237 $320
7-14 days $187 $207
14-21 days $177 $205
21-30 days $177 $240
30-60 days $177 $202
60-90 days $177 $240
90+ days $237 $304

Cheapest Day To Fly from Oakland to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$187 $177 $177 $187 $187 $177 $187

Lowest Fares Chart By Month from Oakland to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
August Oakland Chicago Spirit 8/30/16 9/4/16 0 $237
September Oakland Chicago Spirit 9/10/16 9/13/16 0 $177
October Oakland Chicago Spirit 10/1/16 10/4/16 0 $177
November Oakland Chicago Spirit 11/5/16 11/9/16 0 $177
December Oakland Chicago Spirit 12/2/16 12/5/16 1 $304
January Oakland Chicago Alaska 1/20/17 1/26/17 1 $310
February Oakland Chicago Alaska 2/9/17 2/13/17 1 $410
March Oakland Chicago Alaska 3/4/17 3/11/17 1 $385

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

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 Oakland to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
28 29 30 31 1 2 3
$316
4 5 6 7 8 9 10
$316 $177
11 12 13 14 15 16 17
$177 $217
18 19 20 21 22 23 24
$217 $187
25 26 27 28 29 30 1
$187 $177
2 3 4 5 6 7 8
$177

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

Your Oakland to Chicago 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 Oakland to Chicago is $327.

The average price for non-stop flights from Oakland to Chicago is $242.

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

Nonstop Flight Details from Oakland to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Spirit 1 1 1 1 1 1 1 09:15 09:15

Oakland to Chicago Flight Questions

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

Question: How long is a direct flight from Oakland to Chicago?
Answer: The average Oakland to Chicago flight time is 4 hours and 9 minutes.
Question: How many miles are there between Oakland and Chicago?
Answer: The distance from Oakland to Chicago is 1830 miles.
Question: How common are direct flights from Oakland to Chicago?
Answer: There are 7 direct flights from Oakland to Chicago.
Question: What is the most popular airline for non-stop flights from Oakland to Chicago?
Answer: Spirit Airlines provides 100% of the non-stop flights between Oakland and Chicago.
Question: What are the most popular connecting cities when flying from Oakland to Chicago?
Answer: Salt Lake City, UT

Airlines Flying from Oakland to Chicago (OAK to CHI) Number of flights searched: 213Last modified: Aug 25, 2016 1:24 AM

Below are the different airlines that fly from Oakland to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Oakland to Chicago.

Oakland to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American PHX X X X X X X X
Alaska SEA X X X X X X X
Delta SLC X X X X X X X
Delta LAX / MSP X X X X X X X
Spirit - X X X X X X X
Spirit LAS X X X X X X X
Southwest - X X X X X X X
Southwest SLC X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Oakland and Chicago, 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 Oakland - OAK

FlightsAirlineLowest Price
Oakland to Milwaukee American, Alaska, Delta $320
Oakland to New York American, Alaska, JetBlue, Delta, Spirit $292

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
San Francisco to Chicago American, Alaska, JetBlue, Delta, Frontier, United, Virgin America $167
Sacramento to Chicago American, Alaska, JetBlue, Delta, United $261
San Jose to Chicago American, Alaska, JetBlue, Delta, United $187
Fresno to Chicago American, Alaska, Delta, United $287
Reno to Chicago American, Alaska, Delta, United $284
Monterey to Chicago American, Alaska, United $376
San Luis Obispo to Chicago American, Alaska, United $352
Modesto to ChicagoCheck Dates
Chico to ChicagoCheck Dates
Redding to Chicago Alaska, United $440
Santa Rosa to Chicago American, Alaska, Delta $370
San Francisco to New York American, Alaska, JetBlue, Delta, Frontier, Sun Country, United, Virgin America $233
San Francisco to Atlanta American, Alaska, Delta, Frontier, United $217
San Francisco to Milwaukee American, Alaska, Delta, Frontier, United $244
San Francisco to Detroit American, Alaska, Delta, Frontier, United $244
San Francisco to Indianapolis American, Alaska, Delta, Frontier, United $244
Sacramento to Milwaukee American, Alaska, Delta, United $376
San Francisco to Dallas - Ft Worth American, Alaska, Delta, Frontier, United, Virgin America $185
San Francisco to Minneapolis - St Paul American, Alaska, Delta, Frontier, Sun Country, United $198
San Francisco to Los Angeles American, Alaska, Delta, United, Virgin America $120
San Francisco to Madison American, Alaska, Delta, Frontier, United $264
San Jose to Milwaukee American, Alaska, Delta, United $330
San Jose to New York American, Alaska, JetBlue, Delta, United $233
Sacramento to Atlanta American, Alaska, Delta, United $380
San Francisco to St Louis American, Alaska, Delta, Frontier, United $244
Sacramento to New York American, Alaska, JetBlue, Delta, United $256
San Francisco to Denver American, Alaska, Delta, Frontier, United, Virgin America $150

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
San Francisco to Toronto American, Air Canada, AeroMexico, Alaska, Copa, Delta, United, WestJet $317
Cheap Flights from Oakland to Chicago, IL, United States, from $177 Round trip from OAK to CHI