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Cheap flights from Oakland (OAK) to Chicago (CHI) from $53

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.
OAK — CHI
maj 13 — maj 201
From?
To?
pon. 5/13
pon. 5/20
1 adult, Economy
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The best prices from Oakland to Chicago are usually found in April or March, booked 8 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from Oakland to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Chicago (CHI). 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 Maj 8, 2024.

Popular in

June

Cheapest in

April

Round-trip from

$223

One-way from

$94
High demand for flights, 32% potential price rise
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Best time to find cheap flights, 67% potential price drop
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From Oakland to Chicago (CHI)
Search Deals
One-way flight from Oakland to Chicago (CHI)
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What is the cheapest day to fly round-trip from Oakland, California to Chicago?

Flying to your destination on a Monday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Oakland, California to Chicago?

Find a great deal and save up to 40% by booking at least 47 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Oakland, California to Chicago within the next two weeks, with the cheapest ticket starting at $324.

What is the cheapest month to fly from Oakland, California to Chicago?

The best pricing can be found in the month of October. Prices to Chicago from Oakland, California average $321. You can even find prices in October for less than $321, as users have found deals to Chicago from as low as $88. The month of June appears to be one of the more expensive times to travel to Chicago from Oakland, California. Flying in the targeted month can save you up to 22%.

When is the cheapest time to fly from Oakland, California to Chicago (OAK - CHI)?

One of the essential ways to save on airfare from Oakland, California to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 5% on airfare.

Cheap Spirit Airlines flights from Oakland to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Oakland and Chicago. 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 2,749,864 searches. Data last updated Maj 8, 2024.
Check out some of the cheapest Spirit Airlines flights we've come across from Oakland to Chicago. It's recommended that users confirm their flight details before booking.
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 5/5$111
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$113
wt. 6/45:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$114
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/5$115
wt. 5/289:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$119
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
śr. 6/512:32 pmORD - OAK
1 stop12h 17mSpirit Airlines
Deal found 5/5$123
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/41:13 pmORD - OAK
1 stop8h 19mSpirit Airlines
Deal found 5/6$124
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/6$126
wt. 5/145:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 5/2110:52 pmORD - OAK
1 stop14h 20mSpirit Airlines
Deal found 5/7$127

Cheap Sun Country Air flights from Oakland to Chicago

Explore cheap flight options specifically provided by Sun Country Air for the route between Oakland and Chicago. 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 2,749,864 searches. Data last updated Maj 8, 2024.
Take a gander at the lowest prices we've found on Sun Country Air flights from Oakland to Chicago. Deals are refreshing constantly so come back soon for more options.
czw. 5/236:09 pmOAK - ORD
1 stop15h 29mSun Country Air
ndz. 5/268:30 amORD - OAK
1 stop16h 14mSun Country Air
Deal found 5/7$258
czw. 5/236:09 pmOAK - ORD
1 stop15h 29mSun Country Air
ndz. 5/268:30 amORD - OAK
1 stop16h 14mSun Country Air
Deal found 5/5$275

Cheap Oakland to Chicago flights in May & June 2024

Find cheap flight options from Oakland to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on Maj 8, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 5/5$111
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$113
wt. 6/45:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$114
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/5$115
wt. 5/289:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$119
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
śr. 6/512:32 pmORD - OAK
1 stop12h 17mSpirit Airlines
Deal found 5/5$123
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/41:13 pmORD - OAK
1 stop8h 19mSpirit Airlines
Deal found 5/6$124
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/6$126
wt. 5/145:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 5/2110:52 pmORD - OAK
1 stop14h 20mSpirit Airlines
Deal found 5/7$127

Oakland to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Oakland and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated Maj 8, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
1 stop15h 11mSpirit Airlines
Deal found 5/5$111
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$113
wt. 6/45:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$114
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/5$115
wt. 5/289:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
wt. 6/410:52 pmORD - OAK
2 stops15h 33mSpirit Airlines
Deal found 5/6$119
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
śr. 6/512:32 pmORD - OAK
1 stop12h 17mSpirit Airlines
Deal found 5/5$123
śr. 5/2912:02 pmOAK - ORD
1 stop7h 53mSpirit Airlines
wt. 6/41:13 pmORD - OAK
1 stop8h 19mSpirit Airlines
Deal found 5/6$124
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
wt. 6/1110:01 pmORD - OAK
2 stops16h 24mSpirit Airlines
Deal found 5/6$126
wt. 5/145:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 5/2110:52 pmORD - OAK
1 stop14h 20mSpirit Airlines
Deal found 5/7$127

Non-stop flights to Chicago from Oakland

Discover non-stop flight options from Oakland to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated Maj 8, 2024.
For a quicker trip, book one of these direct flights from Oakland to Chicago. Select from other flights from Oakland to Chicago by using the search form above.
pt. 7/196:55 pmOAK - MDW
Nonstop4h 00mSouthwest
pon. 7/225:35 amMDW - OAK
Nonstop4h 25mSouthwest
Deal found 5/7$363

Oakland to Chicago flights leaving soon

Find last-minute flight options from Oakland to Chicago 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 2,749,864 searches. Data last updated Maj 8, 2024.
Users seeking a last-minute flight from Oakland to Chicago should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
wt. 5/145:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 5/2110:52 pmORD - OAK
1 stop14h 20mSpirit Airlines
Deal found 5/7$127
wt. 5/145:30 amOAK - ORD
1 stop6h 42mSpirit Airlines
wt. 5/1410:57 pmORD - OAK
1 stop11h 55mSpirit Airlines
Deal found 5/6$139
śr. 5/155:30 amOAK - ORD
1 stop14h 25mSpirit Airlines
wt. 5/2110:57 pmORD - OAK
1 stop11h 55mSpirit Airlines
Deal found 5/6$141
wt. 5/1411:22 amOAK - ORD
1 stop16h 38mSpirit Airlines
wt. 5/2110:57 pmORD - OAK
1 stop11h 55mSpirit Airlines
Deal found 5/6$145
pon. 5/131:25 pmOAK - ORD
1 stop15h 15mSpirit Airlines
wt. 5/1410:57 pmORD - OAK
1 stop11h 55mSpirit Airlines
Deal found 5/6$147
pon. 5/131:25 pmOAK - ORD
1 stop15h 15mSpirit Airlines
wt. 5/217:00 amORD - OAK
3 stops34h 23mSpirit Airlines
Deal found 5/6$148
pon. 5/131:25 pmOAK - ORD
1 stop15h 15mSpirit Airlines
wt. 5/2110:52 pmORD - OAK
2 stops18h 31mSpirit Airlines
Deal found 5/6$152
wt. 5/149:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
wt. 5/212:56 pmORD - OAK
2 stops19h 56mSpirit Airlines
Deal found 5/6$161
wt. 5/149:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
sob. 5/181:13 pmORD - OAK
1 stop12h 42mSpirit Airlines
Deal found 5/7$167

One-way flights to Chicago from Oakland

Search for one-way flight options from Oakland to Chicago. 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 2,749,864 searches. Data last updated Maj 8, 2024.
Users traveling one-way from Oakland to Chicago can select one of these great deals. Users needing a return flight from Oakland to Chicago should utilize the search form above.
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 5/5$53
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 5/5$54
wt. 6/49:29 pmOAK - ORD
1 stop7h 07mSpirit Airlines
Deal found 5/7$59
wt. 5/1411:22 amOAK - ORD
1 stop16h 38mSpirit Airlines
Deal found 5/6$69
śr. 6/51:15 pmOAK - ORD
1 stop6h 02mSpirit Airlines
Deal found 5/6$71
śr. 6/51:15 pmOAK - ORD
1 stop6h 02mSpirit Airlines
Deal found 5/6$72
ndz. 6/211:59 pmOAK - ORD
1 stop15h 19mSun Country Air
Deal found 5/6$76
sob. 5/255:52 pmOAK - ORD
1 stop10h 48mSpirit Airlines
Deal found 5/7$77
pon. 6/31:25 pmOAK - ORD
1 stop15h 15mSpirit Airlines
Deal found 5/6$79

Find flights from Oakland to Chicago within your budget

Customize your flight search to find flights from Oakland to Chicago 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 2,749,864 searches. Data last updated Maj 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$111 - $258

Route

Depart

Return

Price

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

wt. 6/4

1 stop7h 07m

Chicago O'Hare Intl

wt. 6/11

1 stop15h 11m

$111

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

śr. 5/29

1 stop7h 53m

Chicago O'Hare Intl

wt. 6/4

2 stops15h 33m

$113

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

wt. 6/4

1 stop6h 42m

Chicago O'Hare Intl

wt. 6/4

2 stops15h 33m

$114

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

wt. 6/4

1 stop7h 07m

Chicago O'Hare Intl

wt. 6/11

2 stops16h 24m

$115

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

wt. 5/28

1 stop7h 01m

Chicago O'Hare Intl

wt. 6/4

2 stops15h 33m

$119

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

ndz. 6/9

1 stop17h 07m

Chicago O'Hare Intl

wt. 6/11

2 stops16h 24m

$153

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

śr. 6/12

1 stop7h 02m

Chicago O'Hare Intl

pon. 6/17

2 stops27h 35m

$156

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

ndz. 6/9

1 stop17h 07m

Chicago O'Hare Intl

wt. 6/11

1 stop15h 11m

$158

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

czw. 5/23

1 stop15h 29m

Chicago O'Hare Intl

ndz. 5/26

1 stop16h 14m

$258

Flights are sorted by cheapest first

Deals found on 5/5

When is the best time to book a flight from Oakland, California to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Oakland to Chicago. Price data was last updated on May 3, 2024.
The best time to book flights from Oakland, California to Chicago is 8 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Oakland to Chicago. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Oakland, California to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Oakland to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Oakland to Chicago is currently $68 while a round-trip flight costs $144. Price data was last updated on May 5, 2024.

Currently, February is the cheapest month in which you can book a flight from Oakland, California to Chicago (average of $244). Flying from Oakland, California to Chicago in June is currently the most expensive (average of $348). 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

$248

February

$244

March

$280

April

$258

May

$278

June

$348

July

$330

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated Maj 8, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Sun Country Air and Southwest from Oakland to Chicago 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.
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Southwest
8.2
Very good
6,075 reviews
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Alaska Airlines
8.1
Very good
9,147 reviews
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Delta
8.1
Very good
10,810 reviews
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Sun Country Air
7.3
Good
641 reviews
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Volaris
6.7
Okay
1,516 reviews
Southwest
8.2
Very good
6,075 reviews
Check prices

Boarding

8.3

Entertainment

7.8

Food

7.3

Overall

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oakland to Chicago?

    Located just 7.0 mi from the city center, Oakland is the airport most travelers will use when flying to Chicago from Oakland. Booking flights from Oakland (OAK) to Chicago should be relatively easy as there are 7 daily outbound flights to Chicago from 6 different airlines.

  • Can I find flights from Oakland, California to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Oakland, California to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $111, but on average you can expect to pay $132.

  • Are there nonstop flights from Oakland, California to Chicago for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Oakland, California to Chicago under $400. A good price for a nonstop flight from Oakland, California to Chicago is less than $363.

  • Are there last-minute flights available from Oakland, California to Chicago for under $200?

    There are currently 20+ open flights from Oakland, California to Chicago within the next 7 days for less than $200.

  • What is the cheapest airline to fly from Oakland, California to Chicago round-trip?

    Cheapflights users have booked flights from Oakland, California to Chicago round-trip from $111. Users have found that Spirit Airlines is 61% cheaper than the other options available to this destination.

  • What are the most popular routes from Oakland, California to Chicago?

    The most popular flight routes from Oakland, California to Chicago are Oakland - Chicago O'Hare Intl, Oakland - Chicago Midway and Oakland - Chicago Greater Rockford.

  • What are the most popular airlines that fly from Oakland, California to Chicago?

    American Airlines, Alaska Airlines and Delta are the most popular airlines when flying from Oakland, California to Chicago.

  • What does OAK to ORD mean?

    This is defined as Oakland Airport (OAK) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Oakland to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Oakland to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oakland to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oakland to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Oakland to Chicago that include hotel bookings?

    Yes. In addition to deals on Oakland to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Chicago.

  • Can I find deals for business class flights from Oakland to Chicago?

    Yes. Cheapflights offers flight deals from Oakland to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Oakland to Chicago that allow pets onboard?

    Many airlines flying from Oakland to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oakland to Chicago?

    Yes, you can often find last-minute deals on Oakland to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oakland, California to Chicago flight deals updated?

    The Oakland, California to Chicago flight deals you see on this page were last updated on 5/7.

See more FAQs

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Alternative routes for Oakland to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 6 airlines flying from Oakland to Chicago

Discover the top 6 airlines that operate flights from Oakland to Chicago. 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 2,749,864 searches. Data last updated Maj 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$167FlexibilityNo cancel feeOn-time62%
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American AirlinesCheapest$153Average$365FlexibilityNo cancel feeOn-time71%
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Spirit AirlinesCheapest$157Average$292FlexibilityNo cancel feeOn-time65%
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United AirlinesCheapest$186Average$394FlexibilityNo cancel feeOn-time69%
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Alaska AirlinesCheapest$193Average$438FlexibilityNo cancel feeOn-time75%
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DeltaCheapest$237Average$496FlexibilityNo cancel feeOn-timeN/A
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Hourly flight availability from Oakland to Chicago

Find hourly flight availability from Oakland to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Maj 8, 2024.
59%of flight departuresEarly morningMidnight to 6 am
12%of flight departuresMorning6 am to noon
29%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Oakland to Chicago

Explore weekly flight availability from Oakland to Chicago. 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 Maj 8, 2024.
Sunday4daily flights
Monday10daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday10daily flights
Friday10daily flights
Saturday4daily flights

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