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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 October or September, booked 60 days in advance, depart on a Wednesday or Tuesday 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, 15% potential price rise
Cheapest in October Best time to find cheap flights, 20% potential price drop
Average price $307 Average for round-trip flights in April 2020
Round-trip from $223 From Oakland to Chicago

Cheap flights from Oakland to Chicago in April 2020

The best prices found for OAK to ORD flights for April
24 Apr - 27 Apr
$35pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
23 Apr - 30 Apr
$37pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
28 Apr - 30 Apr
$38pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland

Oakland to Chicago 2020 flight deals

Cheap flights to Chicago from Oakland found for this year
8 May - 10 May
$34pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
17 May - 21 May
$35pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
5 May - 12 May
$37pp
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
8 May - 10 May
$34pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
1 May - 3 May
$35pp
OAK
Oakland
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
23 Apr - 30 Apr
$37pp
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
2 Apr - 30 Apr
$45pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
OAK
Oakland
3 Apr - 6 Apr
$52pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland
9 Apr - 12 Apr
$53pp
OAK
Oakland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
OAK
Oakland

One-way flights to Chicago from Oakland

The cheapest one-way flights from Oakland to Chicago
11:25 am - 5:35 pm
Spirit Airlines
Nonstop
4h 10m
OAK - ORD
Spirit Airlines
$21
CheapOair
11:25 am - 5:35 pm
Spirit Airlines
Nonstop
4h 10m
OAK - ORD
Spirit Airlines
$26
CheapOair
11:25 am - 5:35 pm
Spirit Airlines
Nonstop
4h 10m
OAK - ORD
Spirit Airlines
$61
Bookingwiz.co.th

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 19m
Average temperature for April in Chicago
62.6 °F
Avg rainfall for April in Chicago
2.3 ″

Airports servicing Oakland

Airports servicing Chicago

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

Related info for your journey

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

Flight FAQs

From Oakland 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 to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Oakland to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $35, but on average you can expect to pay $36.

Are there nonstop flights from Oakland to Chicago for under $100 on Cheapflights?

Cheapflights has 3 direct flights from Oakland to Chicago under $100. A good price for a nonstop flight from Oakland to Chicago is less than $36.

Are there last-minute flights available from Oakland to Chicago for under $100?

There are currently just 3 open flights from Oakland to Chicago within the next 7 days for less than $100.

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 130 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.

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?

5 flight departures from Oakland to Chicago per day on average.
Early Morning (Midnight to 6am) - 60% of flight departures
Afternoon (Noon - 6pm) - 40% 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.