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Cheap flights from Oakland, California to Chicago from $106

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oakland, California to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:22 am - 6:00 amOAK  Oakland-ORD Chicago O'Hare Intl
18h 38m1 stop Las Vegas Harry Reid Intl
Frontier Logo
7:30 am - 8:30 pmORD  Chicago O'Hare Intl-OAK Oakland
15h 00m1 stop Las Vegas Harry Reid Intl
$215Frontier
Thu, Jan 7 - Sat, Jan 9
Multiple Airlines Logo
6:49 am - 1:18 pmOAK  Oakland-ORD Chicago O'Hare Intl
28h 29m1 stop San Diego
Multiple Airlines Logo
6:21 am - 11:33 amORD  Chicago O'Hare Intl-OAK Oakland
7h 12m1 stop Las Vegas Harry Reid Intl
$239Multiple Airlines
Thu, Nov 26 - Thu, Dec 3
Frontier Logo
11:24 am - 5:10 amOAK  Oakland-ORD Chicago O'Hare Intl
15h 46m1 stop Las Vegas Harry Reid Intl
Frontier Logo
6:21 am - 11:33 amORD  Chicago O'Hare Intl-OAK Oakland
7h 12m1 stop Las Vegas Harry Reid Intl
$243Frontier
Mon, Nov 23 - Tue, Dec 1
Frontier Logo
3:52 pm - 5:10 amOAK  Oakland-ORD Chicago O'Hare Intl
11h 18m1 stop Las Vegas Harry Reid Intl
Frontier Logo
5:15 am - 7:50 pmORD  Chicago O'Hare Intl-OAK Oakland
16h 35m1 stop Las Vegas Harry Reid Intl
$250Frontier
Sat, Nov 21 - Tue, Nov 24
Alaska Airlines Logo
6:02 am - 4:47 pmOAK  Oakland-ORD Chicago O'Hare Intl
8h 45m1 stop San Diego
Alaska Airlines Logo
7:27 am - 4:22 pmORD  Chicago O'Hare Intl-OAK Oakland
10h 55m1 stop San Diego
$293Alaska Airlines
Sat, Dec 12 - Mon, Dec 14
Alaska Airlines Logo
10:03 am - 6:54 pmOAK  Oakland-ORD Chicago O'Hare Intl
6h 51m1 stop San Diego
Alaska Airlines Logo
2:17 pm - 11:04 pmORD  Chicago O'Hare Intl-OAK Oakland
10h 47m1 stop San Diego
$307Alaska Airlines
Thu, Dec 17 - Mon, Dec 21
Alaska Airlines Logo
10:36 am - 7:00 pmOAK  Oakland-ORD Chicago O'Hare Intl
6h 24m1 stop San Diego
Alaska Airlines Logo
3:19 pm - 10:50 pmORD  Chicago O'Hare Intl-OAK Oakland
9h 31m1 stop Seattle/Tacoma Intl
$307Alaska Airlines
Wed, Dec 2 - Sat, Dec 5
Delta Logo
12:34 pm - 9:56 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 22m1 stop Salt Lake City
Delta Logo
9:59 am - 4:07 pmORD  Chicago O'Hare Intl-OAK Oakland
8h 08m2 stops Minneapolis St Paul Salt Lake City
$312Delta
Wed, Dec 2 - Sat, Dec 5
Delta Logo
5:55 am - 6:26 pmOAK  Oakland-ORD Chicago O'Hare Intl
10h 31m2 stops Salt Lake City Detroit Metropolitan Wayne County
Delta Logo
8:04 am - 4:22 pmORD  Chicago O'Hare Intl-OAK Oakland
10h 18m2 stops Atlanta Hartsfield-Jackson Salt Lake City
$317Delta
Thu, Dec 10 - Mon, Dec 14
Delta Logo
5:55 am - 7:05 pmOAK  Oakland-ORD Chicago O'Hare Intl
11h 10m2 stops Salt Lake City Atlanta Hartsfield-Jackson
Delta Logo
7:25 am - 11:54 amORD  Chicago O'Hare Intl-OAK Oakland
6h 29m1 stop Salt Lake City
$333Delta
Thu, Nov 26 - Tue, Dec 1

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Frontier flights from Oakland, California to Chicago O'Hare Intl Airport

Our best Frontier deals on Oakland, California to Chicago O'Hare Intl Airport flight tickets
Frontier
Jan 7
OAK9:22 amOakland
18h 38m
1 stop
ORD6:00 amChicago O'Hare Intl
Jan 9
ORD7:30 amChicago O'Hare Intl
15h 00m
1 stop
OAK8:30 pmOakland
$215
Frontier
Nov 23
OAK11:24 amOakland
15h 46m
1 stop
ORD5:10 amChicago O'Hare Intl
Dec 1
ORD6:21 amChicago O'Hare Intl
7h 12m
1 stop
OAK11:33 amOakland
$243
Frontier
Nov 21
OAK3:52 pmOakland
11h 18m
1 stop
ORD5:10 amChicago O'Hare Intl
Nov 24
ORD5:15 amChicago O'Hare Intl
16h 35m
1 stop
OAK7:50 pmOakland
$250

Alaska Airlines flights from Oakland, California to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Oakland, California to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Dec 17
OAK10:03 amOakland
6h 51m
1 stop
ORD6:54 pmChicago O'Hare Intl
Dec 21
ORD2:17 pmChicago O'Hare Intl
10h 47m
1 stop
OAK11:04 pmOakland
$307
Alaska Airlines
Dec 11
OAK7:56 pmOakland
7h 41m
1 stop
ORD5:37 amChicago O'Hare Intl
Dec 23
ORD7:00 amChicago O'Hare Intl
18h 04m
1 stop
OAK11:04 pmOakland
$315
Alaska Airlines
Dec 17
OAK10:03 amOakland
6h 51m
1 stop
ORD6:54 pmChicago O'Hare Intl
Dec 21
ORD2:17 pmChicago O'Hare Intl
10h 47m
1 stop
OAK11:04 pmOakland
$322

momondo Fare Finder

 
Use the filters below to find and compare flights from Oakland, California to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 1/7

9:22 am-6:00 am

1 stop18h 38m

Chicago O'Hare Intl

Sat 1/9

7:30 am-8:30 pm

1 stop15h 00m

$215

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 11/26

6:49 am-1:18 pm

1 stop28h 29m

Chicago O'Hare Intl

Thu 12/3

6:21 am-11:33 am

1 stop7h 12m

$239

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Mon 11/23

11:24 am-5:10 am

1 stop15h 46m

Chicago O'Hare Intl

Tue 12/1

6:21 am-11:33 am

1 stop7h 12m

$243

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 11/21

3:52 pm-5:10 am

1 stop11h 18m

Chicago O'Hare Intl

Tue 11/24

5:15 am-7:50 pm

1 stop16h 35m

$250

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 12/12

6:02 am-4:47 pm

1 stop8h 45m

Chicago O'Hare Intl

Mon 12/14

7:27 am-4:22 pm

1 stop10h 55m

$293

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 12/17

10:03 am-6:54 pm

1 stop6h 51m

Chicago O'Hare Intl

Mon 12/21

2:17 pm-11:04 pm

1 stop10h 47m

$307

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Wed 12/2

10:36 am-7:00 pm

1 stop6h 24m

Chicago O'Hare Intl

Sat 12/5

3:19 pm-10:50 pm

1 stop9h 31m

$307
Quickest round-trip

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Wed 12/2

12:34 pm-9:56 pm

1 stop7h 22m

Chicago O'Hare Intl

Sat 12/5

9:59 am-4:07 pm

2 stops8h 08m

$312

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 12/10

5:55 am-6:26 pm

2 stops10h 31m

Chicago O'Hare Intl

Mon 12/14

8:04 am-4:22 pm

2 stops10h 18m

$317

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 11/26

5:55 am-7:05 pm

2 stops11h 10m

Chicago O'Hare Intl

Tue 12/1

7:25 am-11:54 am

1 stop6h 29m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Oakland, California to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Oakland, California and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $507 to $520.
The lowest price recently found on this route was $215.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oakland, California averaging around $367.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $461. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Oakland, California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $612.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Oakland, California in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $480 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $529. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Oakland, California to Chicago O'Hare Intl Airport flights?

You could potentially save up to 10% on your flight if you consider stops on a Oakland, California to Chicago O'Hare Intl Airport flight.

How have Oakland, California to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Oakland, California to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Oakland, California to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oakland, California to Chicago O'Hare Intl Airport (OAK to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Chicago O'Hare Intl Airport

Best Price Found

$106

Fastest flight time

6h 51m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Oakland, California in the past 72 hours is $106. The best round-trip flight deal from Oakland, California to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $215.
The fastest flight from Oakland, California to Chicago O'Hare Intl Airport takes 6h 51m
There are no direct flights from Oakland, California to Chicago O'Hare Intl Airport. There are no popular flight routes from Oakland, California to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Oakland, California to Chicago O'Hare Intl Airport

  • How far is Oakland to Chicago O'Hare Intl by plane?

    The distance between Oakland and Chicago O'Hare Intl is about 1830.7 mi. Typically, this will take 6h 51m by plane in normal conditions.

  • When did momondo last update prices for flights from Oakland Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Oakland Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Oakland Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Oakland Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Oakland, California to Chicago O'Hare Intl Airport?

Best airlines flying from Oakland, California to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Oakland, California to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $148Free CancellationRating
7.8
8,700 reviews
Search Delta flights
Alaska AirlinesPriceFrom $272Free CancellationRating
7.9
13,139 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $275Free CancellationRating
7.9
4,223 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Rosemont
Oak Brook
Gurnee
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Skokie
Waukegan

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Chicago?

It is quick and easy to find Oakland to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Oakland to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Oakland to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Oakland to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oakland to Chicago.

I’m not ready to book a flight from Oakland to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Oakland to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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