Cheap flights from Oakland to Chicago

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Easily compare round-trip flights from Oakland to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Oakland to Chicago by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
17 Sep
OAK
1:59 pm
Oakland airport
7h 12m
1 Stop
11:11 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
19 Sep
ORD
3:05 pm
Chicago O'Hare Intl airport
4h 41m
5:46 pm
OAK
Oakland airport
134 USD
Spirit Airlines
Spirit Airlines
21 Sep
OAK
4:40 pm
Oakland airport
4h 18m
10:58 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
24 Sep
ORD
2:30 am
Chicago O'Hare Intl airport
7h 59m
1 Stop
8:29 am
OAK
Oakland airport
134 USD
Spirit Airlines
Spirit Airlines
30 Oct
OAK
7:10 am
Oakland airport
7h 42m
1 Stop
4:52 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
05 Nov
ORD
5:40 am
Chicago O'Hare Intl airport
10h 31m
1 Stop
2:11 pm
OAK
Oakland airport
136 USD
Spirit Airlines
Spirit Airlines
15 Sep
OAK
4:40 pm
Oakland airport
4h 18m
10:58 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
21 Sep
ORD
3:05 pm
Chicago O'Hare Intl airport
4h 41m
5:46 pm
OAK
Oakland airport
153 USD
Spirit Airlines
Spirit Airlines
21 Sep
OAK
4:40 pm
Oakland airport
4h 18m
10:58 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
28 Sep
ORD
3:05 pm
Chicago O'Hare Intl airport
4h 41m
5:46 pm
OAK
Oakland airport
153 USD
Spirit Airlines
Spirit Airlines
26 Sep
OAK
4:40 pm
Oakland airport
4h 18m
10:58 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
27 Sep
ORD
3:05 pm
Chicago O'Hare Intl airport
4h 41m
5:46 pm
OAK
Oakland airport
153 USD

How to get the cheapest flight ticket from Oakland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
September
The cheapest time of year to fly to Chicago from Oakland is September. Most expensive is December
What is the cheapest day to fly to Chicago?
Saturday
The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
When is the cheapest time to fly to Chicago?
in the evening
Oakland to Chicago flights are approximately 21% more expensive at noon than in the evening
What is the cheapest airline that flies to Chicago?
Frontier
Frontier, Spirit Airlines, and Alaska Airlines are the most popular carriers operating from Oakland to Chicago
What is the cheapest route?
Oakland - Chicago O'Hare Intl
Fly from Oakland to Chicago O'Hare Intl for the best Oakland - Chicago flight prices
When is the cheapest time to book a flight to Chicago?
60 days before
The cheapest time to buy a flight from Oakland to Chicago is approximately 60 days to departure
60
Days before departure
0

Flight information for Oakland to Chicago (CHI - OAK)

Find info about flight duration, direct flights, and airports for your flight from Oakland to Chicago
Fastest flight time 4h 0m The fastest flight from Oakland to Chicago takes 4h 0m.
Direct flights Every day Direct flights go from Oakland to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for Oakland to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
San Francisco to Indianapolis
Fastest flight time
4h 10m
Cheapest price
200 USD
San Francisco to Chicago
Fastest flight time
3h 58m
Cheapest price
216 USD

Flights from Oakland to:

  • Chicago
  • Illinois
  • United States
  • North America

Flights to Chicago from:

  • Oakland
  • California
  • United States
  • North America