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Did you mean flights from Oakland to Chicago?

Flights from Chicago to Oakland, United States Last modified: Sep 29, 2016 1:00 AM

TIPSave $50 by flying into San Francisco instead of Oakland from Chicago

Chicago to Oakland Last modified: Sep 29, 2016 1:00 AM

We've scanned 25,716,102,982 round trip itineraries and found the cheapest flights from Chicago to Oakland. Spirit & American frequently offer the best deals on Chicago to Oakland flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
CHIOAK
Wed 10/5
nonstop
OAKCHI
Wed 10/12
nonstop
$167
Select
Spirit
CHIOAK
Tue 10/11
nonstop
OAKCHI
Tue 10/18
nonstop
$167
Select
Spirit
CHIOAK
Wed 10/12
nonstop
OAKCHI
Wed 10/19
nonstop
$167
Select
Spirit
CHIOAK
Wed 10/19
nonstop
OAKCHI
Tue 10/25
nonstop
$167
Select
Spirit
CHIOAK
Tue 11/1
nonstop
OAKCHI
Tue 11/8
nonstop
$167
Select
American
CHIOAK
Thu 1/19
1 stop
OAKCHI
Mon 1/23
1 stop
$244
Select
American
CHIOAK
Tue 1/24
1 stop
OAKCHI
Thu 1/26
1 stop
$244
Select
Alaska
CHIOAK
Wed 1/4
1 stop
OAKCHI
Tue 1/10
1 stop
$284
Select

How Much is a Flight from Chicago to Oakland?

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 $192.

Where To Buy Cheap Flights from Chicago to Oakland?

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 thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 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.

How far in advance should I book tickets from Chicago to Oakland?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Oakland.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $167 $250
7-14 days $167 $250
14-21 days $167 $250
21-30 days $177 $250
30-60 days $167 $250
60-90 days $0 $263
90+ days $247 $243

Cheapest Day To Fly from Chicago to Oakland

We've examined 25,724,431,429 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Oakland is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$232 $167 $167 $177 $202 $177 $222

Compare Flight Prices from Chicago to Oakland by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Oakland flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Chicago Oakland Spirit 9/30/16 10/3/16 0 $382
October Chicago Oakland Spirit 10/5/16 10/12/16 0 $167
November Chicago Oakland Spirit 11/1/16 11/8/16 0 $167
December Chicago Oakland American 12/2/16 12/5/16 1 $263
January Chicago Oakland American 1/19/17 1/23/17 1 $244
February Chicago Oakland American 2/1/17 2/5/17 1 $243
March Chicago Oakland Alaska 3/3/17 3/6/17 1 $365
April Chicago Oakland Spirit 4/29/17 5/7/17 0 $248

Cheap Last Minute Flights from Chicago to Oakland

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

Next 30 Days

SunMonTueWedThuFriSat
2 3 4 5 6 7 8
$197
9 10 11 12 13 14 15
$197 $202
16 17 18 19 20 21 22
$202 $177
23 24 25 26 27 28 29
$177 $177
30 31 1 2 3 4 5
$177 $202
6 7 8 9 10 11 12
$202

Connecting Flights vs Direct Flights from Chicago to Oakland

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 Chicago to Oakland is $275.

The average price for direct flights from Chicago to Oakland is $167.

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

Weekly Direct Flights from Chicago to Oakland - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Spirit 1 1 1 1 1 1 1 13:30 13:30
Southwest 4 4 4 4 4 3 4 08:35 19:40

One Way Flights vs Round Trip Flights from Chicago to Oakland

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 not available.

The average price for round trip flights from Chicago to Oakland is $247.

Chicago to Oakland Flight Questions

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

Question: How long is the flight from Chicago to Oakland?
Answer: The average Chicago to Oakland flight time is 4 hours and 36 minutes.
Question: How far is Oakland from Chicago?
Answer: The distance from Chicago to Oakland is 1,830 miles (2,945 kilometers).
Question: How common are direct flights from Chicago to Oakland?
Answer: There are 34 direct flights from Chicago to Oakland.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Oakland?
Answer: Southwest Airlines provides 79% of the non-stop flights between Chicago and Oakland.
Question: What are the most popular connecting cities when flying from Chicago to Oakland?
Answer: Los Angeles, CA

Airlines in Chicago flying to Oakland Last modified: Sep 29, 2016 1:00 AMNumber of routes searched: 227Number of itineraries searched: 180,058

Wondering which airlines fly out of Chicago to Oakland? We've gathered the average price of Chicago airlines with flights to Oakland. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Oakland
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American PHX
Spirit LAS
American SEA
American IND
American MCI
American PDX
Alaska SNA
Delta ATL
Delta MSP
Delta DTW
Spirit MSY
Alaska SAN
JetBlue BOS
Delta CVG
Frontier DEN
United BOI
United PSP
United TUS

Chicago to Oakland Airports

These are the major commercial airports we're currently monitoring in Chicago and Oakland. 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 Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $116
Flights from Chicago to San Jose American, Alaska, Delta $205
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $110
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Sacramento American, Alaska, Delta, United $264
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $99

Cheap Domestic Flights to Oakland - OAK

Cheap Flights from Chicago to Oakland