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Cheap flights from Oakland International to Chicago (OAK - ORD)

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

OAK - CHI
Price
$223 - $326
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in July High demand for flights, 18% potential price rise
Cheapest in October Best time to find cheap flights, 17% potential price drop
Round-trip from $223 From Oakland International to Chicago
One-way from $96 One-way flight from Oakland International to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheap flights from Oakland International to Chicago in May, June 2020

The best prices found for OAK to ORD flights for May, June
4 Jun - 7 Jun
$112pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
4 Jun - 8 Jul
$115pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
4 Jun - 7 Jun
$117pp
OAK
Oakland
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OAK
Oakland

Oakland International to Chicago 2020 flight deals

Cheap flights to Chicago from Oakland International found for this year
8 Jul - 10 Jul
$75pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
11 Aug - 18 Aug
$87pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
6 Jul - 17 Jul
$90pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland

Non-stop flights to Chicago from Oakland International

Save time with Oakland International to Chicago direct flight deals
8 Jul - 10 Jul
$104pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
11 Aug - 18 Aug
$116pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
6 Aug - 11 Aug
$118pp
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 International to Chicago

Late deals on round-trip flights to Chicago from Oakland International, departing today and this week
27 May - 9 Jun
$396pp
OAK
Oakland
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OAK
Oakland
29 May - 12 Jun
$446pp
OAK
Oakland
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OAK
Oakland
24 May - 26 May
$570pp
OAK
Oakland
$self.airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
OAK
Oakland

One-way flights to Chicago from Oakland International

The cheapest one-way flights from Oakland International to Chicago
12:30 pm - 3:10 pm
Spirit Airlines
2 Stops
24h 40m
OAK - ORD
Spirit Airlines
$96
Kiwi.com
1:07 pm - 3:10 pm
Multiple Airlines
2 Stops
24h 03m
OAK - ORD
Multiple Airlines
$100
Kiwi.com
2:55 pm - 2:00 am
Major Airline
1 Stop
9h 05m
OAK - ORD
Major Airline
$103
StudentUniverse

Related info for your journey

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

Flight FAQs

From Oakland International to Chicago

Are flight prices decreasing from Oakland to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Oakland and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Oakland International to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Oakland International to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $75, but on average you can expect to pay $112.

Are there nonstop flights from Oakland International to Chicago for under $200 on Cheapflights?

Cheapflights has at least 3 direct flights from Oakland International to Chicago under $200. A good price for a nonstop flight from Oakland International to Chicago is less than $112.

Are there last-minute flights available from Oakland International to Chicago for under $400?

There are currently 3+ open flights from Oakland International to Chicago within the next 7 days for less than $400.

What days are nonstop flights available from Oakland to Chicago?

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

How popular is this flight route?

This flight path from Oakland to Chicago was viewed by 134 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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.

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.

Alternative routes for Oakland International to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Oakland International to Chicago
Flight duration
4h 22m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Oakland

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Oakland International to Chicago

Morning 6 AM to noon 100% of OAK to ORD departures
Early morning Midnight to 6 AM 0% of OAK to ORD departures
Afternoon Noon to 6 PM 0% of OAK to ORD departures
Evening 6 PM to midnight 0% of OAK to ORD departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Oakland International to Chicago
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
3 daily flights