Cheap flights from Oakland (OAK) to Chicago (CHI) from $54

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 4/23. 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
Mar 24 — Mar 311

The best prices from Oakland to Chicago are usually found in October or January, booked 18 days in advance, depart on a Monday or Thursday 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 March 19, 2024.

Popular in

June

Cheapest in

October

Round-trip from

$223

One-way from

$54
High demand for flights, 31% potential price rise
Best time to find cheap flights, 39% potential price drop
From Oakland to Chicago (CHI)
One-way flight from Oakland to Chicago (CHI)

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

Flying to your destination on a Thursday 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 54% by booking at least 36 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 $358.

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

The best pricing can be found in the month of September. Prices to Chicago from Oakland, California average $346. You can even find prices in September for less than $346, as users have found deals to Chicago from as low as $105. 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 21%.

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 afternoon tend to be the most expensive. A flight at noon could potentially save you up to 29% 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 3,145,932 searches. Data last updated March 19, 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.
Fri 5/1012:04 pmOAK - ORD
1 stop22h 08mSpirit Airlines
Sat 5/114:05 pmORD - OAK
1 stop9h 00mSpirit Airlines
Deal found 3/19$128
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Sat 4/204:05 pmORD - OAK
1 stop7h 03mSpirit Airlines
Deal found 3/18$136
Wed 4/248:08 pmOAK - ORD
1 stop8h 21mSpirit Airlines
Wed 5/15:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/19$141
Tue 4/165:05 amOAK - ORD
2 stops22h 58mSpirit Airlines
Tue 4/239:27 amORD - OAK
1 stop11h 02mSpirit Airlines
Deal found 3/17$148
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Wed 4/245:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/18$160
Wed 4/105:05 amOAK - ORD
1 stop9h 54mSpirit Airlines
Sat 4/134:05 pmORD - OAK
1 stop10h 10mSpirit Airlines
Deal found 3/19$161
Wed 5/18:08 pmOAK - ORD
1 stop8h 21mSpirit Airlines
Sat 5/114:05 pmORD - OAK
1 stop9h 00mSpirit Airlines
Deal found 3/17$164
Tue 4/1611:22 amOAK - ORD
1 stop16h 41mSpirit Airlines
Tue 4/309:27 amORD - OAK
1 stop12h 04mSpirit Airlines
Deal found 3/18$165
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Sat 4/208:00 amORD - OAK
2 stops11h 22mSpirit Airlines
Deal found 3/18$168

Cheap Delta flights from Oakland to Chicago

Explore cheap flight options specifically provided by Delta 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 3,145,932 searches. Data last updated March 19, 2024.
Take a gander at the lowest prices we've found on Delta flights from Oakland to Chicago. Deals are refreshing constantly so come back soon for more options.
Tue 4/94:50 pmOAK - ORD
1 stop6h 09mDelta
Tue 4/167:50 pmORD - OAK
1 stop6h 09mDelta
Deal found 3/18$238
Wed 4/104:50 pmOAK - ORD
1 stop6h 09mDelta
Wed 4/177:40 amORD - OAK
1 stop6h 53mDelta
Deal found 3/18$258
Sat 4/205:50 amOAK - ORD
2 stops9h 00mDelta
Mon 4/222:20 pmORD - OAK
2 stops11h 39mDelta
Deal found 3/18$289
Tue 4/94:50 pmOAK - ORD
1 stop6h 09mDelta
Mon 4/157:50 pmORD - OAK
1 stop6h 09mDelta
Deal found 3/19$317
Fri 8/210:45 pmOAK - ORD
1 stop7h 31mDelta
Tue 8/63:35 pmORD - OAK
1 stop8h 00mDelta
Deal found 3/18$331
Tue 4/3011:55 amOAK - MDW
2 stops31h 37mDelta
Sat 5/46:30 amMDW - OAK
2 stops12h 41mDelta
Deal found 3/17$354
Tue 4/165:55 pmOAK - MDW
2 stops13h 10mDelta
Tue 4/236:30 amMDW - OAK
2 stops11h 39mDelta
Deal found 3/17$377
Mon 4/15:45 pmOAK - MDW
2 stops13h 01mDelta
Wed 4/31:14 pmMDW - OAK
2 stops10h 05mDelta
Deal found 3/18$735
Tue 3/265:45 pmOAK - MDW
2 stops14h 08mDelta
Sat 3/306:19 amMDW - OAK
2 stops11h 37mDelta
Deal found 3/18$776

Cheap Oakland to Chicago flights in March & April 2024

Find cheap flight options from Oakland to Chicago specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 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.
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Sat 4/204:05 pmORD - OAK
1 stop7h 03mSpirit Airlines
Deal found 3/18$136
Wed 4/248:08 pmOAK - ORD
1 stop8h 21mSpirit Airlines
Wed 5/15:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/19$141
Tue 4/165:05 amOAK - ORD
2 stops22h 58mSpirit Airlines
Tue 4/239:27 amORD - OAK
1 stop11h 02mSpirit Airlines
Deal found 3/17$148
Tue 4/168:23 pmOAK - MDW
1 stop13h 13mMultiple Airlines
Tue 4/2310:59 pmMDW - OAK
1 stop21h 17mMultiple Airlines
Deal found 3/17$154
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mMultiple Airlines
Tue 4/2312:29 pmORD - OAK
2 stops12h 51mMultiple Airlines
Deal found 3/18$155
Tue 4/165:05 amOAK - MDW
2 stops14h 39mMultiple Airlines
Tue 4/2310:59 pmMDW - OAK
1 stop21h 17mMultiple Airlines
Deal found 3/17$159
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Wed 4/245:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/18$160
Wed 4/105:05 amOAK - ORD
1 stop9h 54mSpirit Airlines
Sat 4/134:05 pmORD - OAK
1 stop10h 10mSpirit Airlines
Deal found 3/19$161
Wed 4/107:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Tue 4/169:27 amORD - OAK
1 stop12h 04mSpirit Airlines
Deal found 3/18$164

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 3,145,932 searches. Data last updated March 19, 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.
Fri 5/1012:04 pmOAK - ORD
1 stop22h 08mSpirit Airlines
Sat 5/114:05 pmORD - OAK
1 stop9h 00mSpirit Airlines
Deal found 3/19$128
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Sat 4/204:05 pmORD - OAK
1 stop7h 03mSpirit Airlines
Deal found 3/18$136
Wed 4/248:08 pmOAK - ORD
1 stop8h 21mSpirit Airlines
Wed 5/15:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/19$141
Tue 4/165:05 amOAK - ORD
2 stops22h 58mSpirit Airlines
Tue 4/239:27 amORD - OAK
1 stop11h 02mSpirit Airlines
Deal found 3/17$148
Tue 4/168:23 pmOAK - MDW
1 stop13h 13mMultiple Airlines
Tue 4/2310:59 pmMDW - OAK
1 stop21h 17mMultiple Airlines
Deal found 3/17$154
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mMultiple Airlines
Tue 4/2312:29 pmORD - OAK
2 stops12h 51mMultiple Airlines
Deal found 3/18$155
Tue 4/165:05 amOAK - MDW
2 stops14h 39mMultiple Airlines
Tue 4/2310:59 pmMDW - OAK
1 stop21h 17mMultiple Airlines
Deal found 3/17$159
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Wed 4/245:50 pmORD - OAK
1 stop7h 30mSpirit Airlines
Deal found 3/18$160
Wed 4/105:05 amOAK - ORD
1 stop9h 54mSpirit Airlines
Sat 4/134:05 pmORD - OAK
1 stop10h 10mSpirit Airlines
Deal found 3/19$161

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 3,145,932 searches. Data last updated March 19, 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.
Mon 3/255:15 amOAK - MDW
1 stop28h 12mMultiple Airlines
Mon 4/810:59 pmMDW - OAK
2 stops26h 18mMultiple Airlines
Deal found 3/18$187
Mon 3/255:15 amOAK - MDW
1 stop28h 12mMultiple Airlines
Tue 4/212:17 pmMDW - OAK
1 stop13h 00mMultiple Airlines
Deal found 3/18$189
Mon 3/255:15 amOAK - MDW
1 stop28h 12mMultiple Airlines
Tue 4/212:28 pmMDW - OAK
2 stops12h 49mMultiple Airlines
Deal found 3/18$199
Mon 3/255:15 amOAK - MDW
1 stop28h 12mMultiple Airlines
Fri 4/512:17 pmMDW - OAK
1 stop13h 59mMultiple Airlines
Deal found 3/18$215
Tue 3/265:15 amOAK - MDW
2 stops16h 37mMultiple Airlines
Tue 4/212:17 pmMDW - OAK
1 stop13h 00mMultiple Airlines
Deal found 3/18$226
Mon 3/258:46 pmOAK - MDW
2 stops12h 41mMultiple Airlines
Fri 4/512:17 pmMDW - OAK
1 stop13h 59mMultiple Airlines
Deal found 3/18$265
Tue 3/265:15 amOAK - ORD
2 stops18h 05mMultiple Airlines
Fri 4/57:54 pmORD - OAK
1 stop6h 22mMultiple Airlines
Deal found 3/17$279
Tue 3/265:15 amOAK - ORD
1 stop7h 17mSpirit Airlines
Fri 4/57:54 pmORD - OAK
1 stop6h 22mSpirit Airlines
Deal found 3/18$282
Tue 3/265:15 amOAK - MDW
2 stops16h 37mMultiple Airlines
Wed 4/35:22 pmMDW - OAK
1 stop7h 55mMultiple Airlines
Deal found 3/18$284

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 3,145,932 searches. Data last updated March 19, 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.
Tue 4/238:08 pmOAK - ORD
1 stop7h 59mSpirit Airlines
Deal found 3/18$54
Tue 4/165:05 amOAK - ORD
2 stops22h 58mSpirit Airlines
Deal found 3/17$62
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Deal found 3/18$66
Wed 4/177:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Deal found 3/17$68
Tue 4/1611:22 amOAK - ORD
1 stop16h 41mSpirit Airlines
Deal found 3/17$70
Tue 4/168:23 pmOAK - MDW
1 stop13h 13mMultiple Airlines
Deal found 3/18$80
Tue 5/149:29 pmOAK - ORD
1 stop7h 01mSpirit Airlines
Deal found 3/17$81
Wed 4/107:08 pmOAK - ORD
1 stop9h 21mSpirit Airlines
Deal found 3/16$82
Tue 4/98:21 pmOAK - ORD
1 stop7h 46mSpirit Airlines
Deal found 3/17$84

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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$128 - $275

Route

Depart

Return

Price

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Fri 5/10

1 stop22h 08m

Chicago O'Hare Intl

Sat 5/11

1 stop9h 00m

$128

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Wed 4/17

1 stop9h 21m

Chicago O'Hare Intl

Sat 4/20

1 stop7h 03m

$136

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Wed 4/24

1 stop8h 21m

Chicago O'Hare Intl

Wed 5/1

1 stop7h 30m

$141

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

Tue 4/16

1 stop13h 13m

Chicago Midway

Tue 4/23

1 stop21h 17m

$154

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Wed 4/17

1 stop9h 21m

Chicago O'Hare Intl

Tue 4/23

2 stops12h 51m

$155

OaklandChicago Midway

OAK - MDW

OAKMDW

Oakland

Tue 4/16

2 stops14h 39m

Chicago Midway

Tue 4/23

1 stop21h 17m

$159

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Tue 4/9

1 stop6h 09m

Chicago O'Hare Intl

Tue 4/16

1 stop6h 09m

$238

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Wed 4/17

1 stop7h 49m

Chicago O'Hare Intl

Wed 4/24

1 stop18h 08m

$250

OaklandChicago O'Hare Intl

OAK - ORD

OAKORD

Oakland

Thu 6/13

1 stop17h 07m

Chicago O'Hare Intl

Sun 6/16

1 stop18h 28m

$275

Flights are sorted by cheapest first

Deals found on 3/19

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 January 28, 2024.
The best time to book flights from Oakland, California to Chicago is 18 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 March 17, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Oakland, California to Chicago flight should consider departing on Monday at noon when fares are most often at their lowest. Friday 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 $72 while a round-trip flight costs $182. Price data was last updated on March 10, 2024.

Currently, February is the cheapest month in which you can book a flight from Oakland, California to Chicago (average of $245). Flying from Oakland, California to Chicago in June is currently the most expensive (average of $361). 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

$245

March

$280

April

$288

May

$292

June

$361

July

$338

August

$276

September

$258

October

$248

November

$271

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 March 19, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Delta and Alaska Airlines 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.
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

8.1
Very good
9,147 reviews
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

8.1
Very good
11,551 reviews
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

7.3
Good
704 reviews
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

6.7
Okay
1,610 reviews
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

6.5
Okay
8,875 reviews
8.1
Very good
9,147 reviews

Boarding

8.3

Crew

8.6

Food

7.3

Overall

8.1

Comfort

7.9

Entertainment

7.4

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

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 $128, but on average you can expect to pay $163.

  • 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 $128. Users have found that Spirit Airlines is 57% cheaper than the other options available to this destination.

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

  • What are the most popular airlines that fly 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).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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.

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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$87Average$178FlexibilityNo cancel feeOn-time62%
Search Frontier flights
United AirlinesCheapest$148Average$394FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$153Average$365FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Spirit AirlinesCheapest$160Average$327FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
Alaska AirlinesCheapest$173Average$399FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
DeltaCheapest$236Average$503FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights from Oakland to Chicago by cabin class

Find flights from Oakland to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

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 March 19, 2024.
37%of flight departuresEarly morningMidnight to 6 am
14%of flight departuresMorning6 am to noon
36%of flight departuresAfternoonNoon to 6 pm
13%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 March 19, 2024.
Sunday4daily flights
Monday10daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday10daily flights
Friday10daily flights
Saturday4daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Oakland to Chicago?

Cheapflights makes it easy to find Oakland to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Oakland to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Oakland.

Can Cheapflights find flights from Oakland to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Oakland to Chicago flexibly with Cheapflights today.

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Not ready to book yet? You can track prices for flights from Oakland to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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