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Did you mean flights from Chicago to Oakland, California?

Flights from Oakland, California to Chicago, United States

Oakland, California to Chicago Last modified: Feb 20, 2017 2:30 -05:00Prices shown were found by travelers like you over the past 30 days

We've scanned 24,776,132,623 round trip itineraries and found the cheapest flights to Chicago. American & Spirit frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

American
OAKCHI
Mon 5/1
1 stop
CHIOAK
Sat 5/6
1 stop
$234
Spirit
OAKCHI
Tue 5/2
nonstop
CHIOAK
Tue 5/9
nonstop
$239
Alaska
OAKCHI
Tue 3/28
1 stop
CHIOAK
Wed 3/29
1 stop
$306
JetBlue
OAKCHI
Wed 3/22
1 stop
CHIOAK
Tue 3/28
1 stop
$473

How Much is a Flight from Oakland, California to Chicago? Prices shown were found by travelers like you over the past 30 days

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 $257.

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.

How far in advance should I book tickets from Oakland, California to Chicago? Prices shown were found by travelers like you over the past 30 days

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $280
7-14 days $0 $347
14-21 days $0 $368
21-30 days $0 $348
30-60 days $0 $306
60-90 days $239 $234
90+ days $239 $332

Cheapest Day To Fly from Oakland, California to Chicago Prices shown were found by travelers like you over the past 30 days

We've examined 24,790,690,144 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 Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$234$239$239$259$259$306$259

Compare Flight Prices from Oakland, California to Chicago by Month Prices shown were found by travelers like you over the past 30 days

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 Oakland, California to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Oakland, California Chicago American 2/23/17 2/27/17 1 $280
March Oakland, California Chicago Alaska 3/28/17 3/29/17 1 $306
April Oakland, California Chicago American 4/25/17 5/3/17 2 $250
May Oakland, California Chicago American 5/1/17 5/6/17 1 $234
June Oakland, California Chicago Spirit 6/3/17 6/6/17 0 $259
July Oakland, California Chicago Spirit 7/26/17 8/1/17 0 $299
August Oakland, California Chicago Spirit 8/24/17 8/28/17 0 $239
September Oakland, California Chicago Spirit 9/1/17 9/4/17 0 $459

Cheap Last Minute Flights from Oakland, California to Chicago Prices shown were found by travelers like you over the past 30 days

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
19 20 21 22 23 24 25
$280
26 27 28 1 2 3 4
$280 $358
5 6 7 8 9 10 11
$358 $408
12 13 14 15 16 17 18
$408 $426
19 20 21 22 23 24 25
$426 $361
26 27 28 29 30 31 1
$361

Connecting Flights vs Direct Flights from Oakland, California to Chicago Prices shown were found by travelers like you over the past 30 days

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 $359.

The average price for direct flights from Oakland, California to Chicago is $292.

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

Weekly Direct Flights from Oakland, California to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Major Airlines 2 2 2 2 2 2 2 06:25 15:10

One Way Flights vs Round Trip Flights from Oakland, California to Chicago Prices shown were found by travelers like you over the past 30 days

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 $140.

The average price for round trip flights from Oakland, California to Chicago is $337.

Oakland, California to Chicago Flight Questions

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

Question: How long is the flight from Oakland, California to Chicago?
Answer: The average Oakland, California to Chicago flight time is 4 hours and 6 minutes.
Question: How far is Chicago from Oakland, California?
Answer: The distance from Oakland, California to Chicago is 1,838 miles (2,957 kilometers).
Question: How common are direct flights from Oakland, California to Chicago?
Answer: There are 14 direct flights from Oakland, California to Chicago.
Question: What are the most popular Oakland, California airlines for direct flights from Oakland, California to Chicago?
Answer: Major Airlines provides 100% of the non-stop flights between Oakland, California and Chicago.
Question: What are the most popular connecting cities when flying from Oakland, California to Chicago?
Answer: Los Angeles, CA

Airlines in Oakland, California flying to Chicago Last modified: Feb 20, 2017 2:30 -05:00Number of routes searched: 293Number of itineraries searched: 234,645

Wondering which airlines fly out of Oakland, California to Chicago? We've gathered the average price of Oakland, California airlines with flights to Chicago. 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.

Oakland, California to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Alaska -
Spirit -
United -
Virgin America -
American CMH
American DEN
American OMA
American PDX
Alaska PDX
Alaska SEA
Alaska LAX
Alaska SNA
JetBlue BOS
JetBlue JFK
Major Airlines ATL
Major Airlines SLC
Major Airlines DTW
Major Airlines MSP
Major Airlines CVG
Frontier DEN
Spirit BWI
Spirit DEN
Spirit DFW
Spirit LAS
United ASE
United ATL
United AUS
United BOI
Virgin America LAX

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: Feb 20, 2017 2:30 -05:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights to Chicago - CHI Last modified: Feb 20, 2017 2:30 -05:00Prices shown were found by travelers like you over the past 30 days

FlightsLowest Price
San Francisco to Toronto$360
Cheap Flights from Oakland, California to Chicago