Airfare Deals Oakland to Chicago

On you will find 0 direct and 0 connecting flights from Oakland to Chicago at a price of from $52. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out OAK - CHI flight schedule to find best flight time, convenient departure and arrival airports.

The cost of airline tickets from Oakland to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

One way flight from Oakland to Chicago

Below are the prices of tickets for direct one-way flights from Oakland to Chicago. The cheapest flight from Oakland to Chicago starts from $ 52 – the departure date for this flight is 30 October 2020.

Sort by: Departure dateCheap flightsFast flightsDirect flights
01.10.2020 Thursday
from $ 64 MyHolidays
Economy Found 2020-09-14
1 transfer 6 hours 54 min
17.10.2020 Saturday
from $ 70 MyHolidays
Economy Found 2020-09-09
1 transfer 12 hours 55 min
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Oakland to Chicago

You can buy a round-trip ticket from Oakland to Chicago (United States) and back using the table below. The best offer starts from $ 110, the flight dates are: there on 01 October 2020 year and back on 04 October 2020 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 188 Morning flight
Departure 01.10.20 08:00, Th
1 transfer Trip 3 days
Return 04.10.20 17:27, Su
Spirit Airlines NK 144 Evening flight
Departure 01.12.20 20:02, Tu
1 transfer Trip 14 days
Return 15.12.20 15:02, Tu
Allegiant Air G4 75 Evening flight
Departure 20.12.20 21:03, Su
1 transfer Trip 8 days
Return 28.12.20 22:10, Mo
Southwest Airlines WN 1762 Evening flight
Departure 21.12.20 20:00, Mo
1 transfer Trip 6 days
Return 27.12.20 10:15, Su
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Oakland to Chicago 2020

The current flight schedule for the route from Oakland to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 4 flights every day, from 4hours 0min. Local departure and arrival times are indicated.
Southwest Airlines WN2169 Southwest Airlines WN2169
- - - - - Sa -
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Southwest Airlines WN1143 Southwest Airlines WN1143
- - - - - - Su
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Southwest Airlines WN5543 Southwest Airlines WN5543
Mo Tu We Th Fr - -
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Southwest Airlines WN3902 Southwest Airlines WN3902
- - - - - - Su
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Southwest Airlines WN6184 Southwest Airlines WN6184
Mo Tu We Th Fr - -
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Southwest Airlines WN2396 Southwest Airlines WN2396
- - - - - Sa -
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Southwest Airlines WN889 Southwest Airlines WN889
- - - - - Sa -
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Southwest Airlines WN595 Southwest Airlines WN595
Mo Tu We Th Fr - -
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Spirit Airlines NK2947 Spirit Airlines NK2947
Mo Tu We Th Fr Sa Su
Check price
Southwest Airlines WN6173 Southwest Airlines WN6173
Mo Tu We Th Fr - -
Check price
Southwest Airlines WN2552 Southwest Airlines WN2552
- - - - - - Su
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Southwest Airlines WN4082 Southwest Airlines WN4082
- - - - - - Su
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Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Oakland takes 04:29 minutes (excluding transfers). The distance between Oakland and Chicago is 1842 miles (2966 kilometers). Planes depart from Oakland between and . The fastest flight from the company with flight number . Flies for just minutes with departure from and arrival in .


Average flight time

04:29 min



1842 mi

The earliest flight

The earliest flight

The latest flight

The latest flight


The fastest flight


Direct flight

There are 0 airlines that fly directly from Oakland to Chicago. The most popular company carrying out non-stop flights is .

*Flight number

Flights with Transfers

Flights with transfers from Oakland to Chicago can be bought from 0 airlines:

*Transit cities


Airports serving the air communication between Oakland and Chicago. You can fly to Chicago from Oakland airports. Planes arrive at airport in Chicago.

Oakland airports:

Chicago airports:

*Distance from the airport to the city center


You can fly from Oakland to Chicago on board of airlines that utilize aircraft models.

Connecting cities

The list of cities on transfer flights to Chicago from Oakland. The best options are to fly through: .

Cheap airline tickets from Oakland to United States

Here is a list of flights from Oakland to United States purchased on in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

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All flights from Oakland

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
from $ 25 03 October 2020
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
from $ 39 04 October 2020
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
from $ 25 02 December 2020
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
from $ 51 23 September 2020
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
from $ 17 25 September 2020

All flights to Chicago

Tips for buying a ticket

Oakland – Chicago – Oakland round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Oakland to Chicago
Chicago city

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