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Cheap flights from Oakland to Chicago (OAK - CHI)

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The best prices from Oakland to Chicago are usually found in September or October, booked 60 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

$360
$320
$270
$225
Price
$225 - $326
Temperature
34 - 84 °F
Rainfall
1 - 4 inches
Most popular in July High demand for flights, 13% potential price rise
Cheapest in September Best time to find cheap flights, 2% potential price drop
Average price $234 Price for this month
Cheapest price $225 From Oakland to Chicago

Cheap flights from Oakland to Chicago in February 2020

The best prices found for OAK to ORD flights for February
4 Feb - 6 Feb
$113pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
6 Feb - 10 Feb
$126pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
5 Feb - 8 Feb
$130pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland

Oakland to Chicago 2020 flight deals

Cheap flights to Chicago from Oakland found for this year
22 Apr - 25 Apr
$123pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
20 Apr - 22 Apr
$128pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
23 Apr - 27 Apr
$133pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland

Non-stop flights to Chicago from Oakland

Save time with Oakland to Chicago direct flight deals
22 Apr - 25 Apr
$123pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
28 Apr - 2 May
$134pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
23 Apr - 27 Apr
$143pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland

Last minute flights from Oakland to Chicago

Late deals on round-trip flights to Chicago from Oakland, departing today and this week
4 Feb - 6 Feb
$113pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
5 Feb - 8 Feb
$130pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
3 Feb - 6 Feb
$160pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland

Alternative routes for Oakland to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Oakland to Chicago
Flight duration
4h 18m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing Oakland

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)
Weekly flight availability
from Oakland to Chicago
Sunday
0 flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
0 flights

Related info for your journey

Useful info, stats and facts about Oakland to Chicago flights.

Flight FAQs

From Oakland to Chicago

What days are nonstop flights available from Oakland to Chicago?

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

This flight path from Oakland to Chicago was viewed by 142 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What percent of flights are delayed?

Based on our current data flights from Oakland to Chicago are usually on time.

How many passenger seats are available on a flight on this route?

On average, there are a total of 75,276,031 seats offered from Oakland to Chicago per day.

What is the cheapest airline for this route?

Southwest Airlines Co. offers the cheapest flights from Oakland to Chicago. Per day you can find on average 316 flights for this route and airline.

How long does the flight from Oakland to Chicago take?

You can expect a flight time of up to 4 hours for nonstop. Airlines will travel a distance of up to 1,150 miles.

How many flights depart from Oakland to Chicago on average per day?

6 flight departures from Oakland to Chicago per day on average.
Early Morning (Midnight to 6am) - 50% of flight departures
Morning (6am - Noon) - 17% of flight departures
Afternoon (Noon - 6pm) - 17% of flight departures
Evening (6pm - Midnight) - 17% of flight departures

Is Oakland weather warmer or cooler than Chicago?

With an average temperature of 84 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago are hotter than in Oakland.