Flights North America United States Illinois Chicago Oakland, California to Chicago

Cheap flights from Oakland, California to Chicago

Round-trip
Economy
San Francisco (SFO)
Chicago (CHI)
Fri 6/4
Fri 6/11
Any month
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Flight information for Oakland, California to Chicago
(OAK to CHI)

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Chicago
Best Price Found$100The best flight deal from Oakland, California to Chicago found on momondo in the last 72 hours is $100
Fastest flight time4h 0mThe fastest flight from Oakland, California to Chicago takes 4h 0m
Direct flightsNoneThere are no direct flights from Oakland, California to Chicago. Popular non-direct routes for this connection are Oakland - Chicago Midway, Oakland - Chicago Greater Rockford and Oakland - Chicago O'Hare Intl.
Airports in Chicago3 airportsThere are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Oakland, California 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 from Oakland, California to Chicago?

August
The cheapest time of year to fly to Chicago from Oakland, California is August. Most expensive is December

What is the cheapest day to depart Oakland, California for Chicago?

Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from Oakland, California to Chicago?

in the evening
Oakland, California to Chicago flights are approximately 18% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from Oakland, California?

Frontier
Frontier, Alaska Airlines, and Spirit Airlines are the most popular carriers operating from Oakland, California to Chicago

What is the cheapest Oakland, California to Chicago flight route?

Oakland - Chicago O'Hare Intl
Fly from Oakland to Chicago O'Hare Intl for the best Oakland, California - Chicago flight prices

How far in advance should you book Oakland, California to Chicago flights?

53 days before
The cheapest time to buy a flight from Oakland, California to Chicago is approximately 53 days to departure
60
Days before departure
0

Easily compare round-trip flights from Oakland, California 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, California to Chicago by changing tabs
Spirit Airlines
Jun 9
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl
Jun 30
ORD12:02 pmChicago O'Hare Intl
4h 39m
OAK4:41 pmOakland
Spirit Airlines
Jun 9
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl
Jun 19
ORD12:02 pmChicago O'Hare Intl
4h 39m
OAK4:41 pmOakland
Spirit Airlines
Jun 23
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl
Jun 30
ORD12:02 pmChicago O'Hare Intl
4h 39m
OAK4:41 pmOakland

Find the cheapest one-way flights from Oakland, California to Chicago

If you're looking for one-way flights from Oakland, California to Chicago, view some of our deals below provided by Spirit Airlines
Spirit Airlines
Jun 16
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl
Spirit Airlines
Jun 9
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl
Spirit Airlines
Jun 19
OAK7:00 pmOakland
4h 00m
ORD11:00 pmChicago O'Hare Intl

Best airlines flying from Oakland, California to Chicago

Compare and see reviews for airlines that fly from Oakland, California to Chicago with momondo
AirlineRatingFree CancellationPrice
Alaska Airlines
PriceFrom $123
Free Cancellation
Rating
8.2
8.7

Boarding

8.5

Comfort

8.8

Crew

8.0

Entertainment

7.4

Food

Reviews

Pros: Accommodated to an earlier flight without questions asked.

Cons: Always been a delight!

1 / 10
American Airlines
PriceFrom $138
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.9

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Yes made sure mask was in place

Cons: No

1 / 10
United Airlines
PriceFrom $138
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.0

Food

Reviews

Pros: everything

Cons: nono

1 / 10
Spirit Airlines
PriceFrom $143
Free Cancellation
Rating
7.1
7.5

Boarding

6.8

Comfort

7.7

Crew

6.3

Entertainment

6.4

Food

Reviews

Pros: Nothing

Cons: There’s no entertainment. Can’t even charge the phone. Can’t even recline the seat very uncomfortable flight

1 / 10
Delta
PriceFrom $147
Free Cancellation
Rating
8.1
8.2

Boarding

8.4

Comfort

8.2

Crew

7.8

Entertainment

8.0

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10

Which airlines flying from Oakland to Chicago have COVID-19 safety policies in place?

Airlines such as Alaska Airlines and Delta have taken additional precautions to make sure you’re safer while traveling. Usage of HEPA filters, scheduled sanitation, enhanced cleaning of aircrafts, pre-flight testing, and mask policies are some of the implemented practices made by airlines to help keep you safe as you depart from Oakland to Chicago. Keep in mind that policies will vary by airline.

Are airlines flying from Oakland to Chicago offering flexible cancellation due to COVID-19?

Some of our partner airlines flying from Oakland to Chicago are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are Spirit Airlines, United Airlines, and Delta. You can search for the full list of airlines like Spirit Airlines that are offering this flexibility.

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