Cheap flights from Chicago (CHI) to Oakland (OAK) from $69
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
The best prices from Chicago to Oakland are usually found in February or September, booked 21 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap flight deals from Chicago to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 16, 2024.
Popular in | March |
|---|---|
Cheapest in | February |
Round-trip from | $267 |
One-way from | $105 |
What is the cheapest day to fly round-trip from Chicago to Oakland, California?
Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 71% on your flight compared to booking on days when demand is much higher.
How far in advance should I book a flight from Chicago to Oakland, California?
To save up to 54% on this flight, we recommend booking at least 52 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Oakland, California from $298 1-2 weeks out and tickets from $449 for flights departing within the next 72 hours.
What is the cheapest month to fly from Chicago to Oakland, California?
Our data shows that September tends to be the cheapest month to fly to Oakland, California from Chicago. Users have commonly found prices around $307 for the month, but tickets can be as low as $114. Due to multiple factors, prepare for potentially higher prices in March.
When is the cheapest time to fly from Chicago to Oakland, California (CHI - OAK)?
It’s typically best to fly out from Chicago to Oakland, California in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying in the evening, which is usually more expensive.
Cheap Spirit Airlines flights from Chicago to Oakland
Explore cheap flight options specifically provided by Spirit Airlines for the route between Chicago and Oakland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Consider these cheap Spirit Airlines flights we've found departing from Chicago to Oakland. Be sure to come back soon if the deals available don't appeal to you at this time.
Cheap Sun Country Air flights from Chicago to Oakland
Explore cheap flight options specifically provided by Sun Country Air for the route between Chicago and Oakland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Some of the lowest-priced Sun Country Air flights we've found at this time heading from Chicago to Oakland. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Cheap Chicago to Oakland flights in May & June 2024
Find cheap flight options from Chicago to Oakland specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Scroll through some of the best deals on flights from Chicago to Oakland in 2024. Check back in a little while for more flight options.
Chicago to Oakland 2024 flight deals
Discover exclusive flight deals for travel between Chicago and Oakland in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Scroll through some of the best deals on flights from Chicago to Oakland in 2024. Check back in a little while for more flight options.
Chicago to Oakland flights leaving soon
Find last-minute flight options from Chicago to Oakland for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Oakland. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
One-way flights to Oakland from Chicago
Search for one-way flight options from Chicago to Oakland. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Oakland. Those seeking round-trip flights from Chicago to Oakland should utilize the search form at the the top of the page.
Find flights from Chicago to Oakland within your budget
Customize your flight search to find flights from Chicago to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Fly from
Fly to
Budget
$126 - $236
Route
Depart
Return
Price
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 6/4
1 stop14h 20m
Oakland
Tue 6/11
1 stop10h 57m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sat 6/1
1 stop8h 50m
Oakland
Tue 6/4
1 stop6h 42m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 6/4
1 stop10h 44m
Oakland
Tue 6/11
1 stop10h 57m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Wed 6/5
1 stop15h 30m
Oakland
Wed 6/12
1 stop14h 02m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 5/30
1 stop9h 55m
Oakland
Sun 6/2
1 stop15h 19m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 5/30
1 stop9h 55m
Oakland
Sun 6/2
1 stop15h 19m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sun 5/26
1 stop16h 14m
Oakland
Thu 5/30
1 stop6h 08m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sun 5/26
1 stop16h 14m
Oakland
Thu 5/30
1 stop9h 39m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 9/5
1 stop10h 55m
Oakland
Sat 9/28
1 stop6h 32m
When is the best time to book a flight from Chicago to Oakland, California?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Oakland. Price data was last updated on May 10, 2024.
To ensure you get the cheapest price possible for a flight from Chicago to Oakland, California, you should look to book at least 21 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
When is the cheapest time to fly from Chicago to Oakland, California?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Oakland. Price data was last updated on May 12, 2024.
Average price of flights to Oakland by month
Plan your trip from Chicago to Oakland by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Oakland is currently $77 while a round-trip flight costs $163. Price data was last updated on May 12, 2024.
Currently, October is the cheapest month in which you can book a flight from Chicago to Oakland, California (average of $168). Flying from Chicago to Oakland, California in June is currently the most expensive (average of $238). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$201
February
$218
March
$218
April
$182
May
$180
June
$238
July
$210
August
$181
September
$181
October
$168
November
$201
December
$208
Temperature and rainfall in Oakland by month
Plan your trip to Oakland by taking into account the average temperature and rainfall totals by month.
SFO Temperature | 51.8 - 62.6 °F |
|---|
Reviews of airlines servicing Oakland
Get insights into the airlines that provide service to Oakland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oakland. Reviews last updated May 16, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Sun Country Air and Delta from Chicago to Oakland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Related info for your journey
Find useful and relevant information for your journey from Chicago to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to OaklandSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Chicago to Oakland
Discover the top 6 airlines that operate flights from Chicago to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Search flights from Chicago to Oakland by cabin class
Find flights from Chicago to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Chicago to Oakland
Find hourly flight availability from Chicago to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 16, 2024.
| 15%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 19%of flight departures | Morning6 am to noon |
| 52%of flight departures | AfternoonNoon to 6 pm |
| 14%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Chicago to Oakland
Explore weekly flight availability from Chicago to Oakland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 16, 2024.
| Sunday | 1daily flight |
|---|---|
| Monday | 4daily flights |
| Tuesday | 3daily flights |
| Wednesday | 3daily flights |
| Thursday | 4daily flights |
| Friday | 4daily flights |
| Saturday | 3daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
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How does Cheapflights help users find flights from Chicago to Oakland?
When you search for this flight from Chicago to Oakland, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
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Can Cheapflights find flights from Chicago to Oakland with no change fees?
Certainly. Search results for flights to Oakland from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
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Yes! Start tracking prices for Chicago to Oakland flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.