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Cheap flights from Oakland, California to Chicago from $109

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
10:17 am - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
17h 21m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 11:51 amORD  Chicago O'Hare Intl-OAK Oakland
16h 56m1 stop Las Vegas Harry Reid Intl
$218Frontier
Thu, Sep 24 - Mon, Sep 28
Frontier Logo
6:51 pm - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
8h 47m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 9:22 amORD  Chicago O'Hare Intl-OAK Oakland
14h 27m1 stop Las Vegas Harry Reid Intl
$218Frontier
Thu, Sep 24 - Thu, Oct 1
Frontier Logo
10:17 am - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
17h 21m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 11:51 amORD  Chicago O'Hare Intl-OAK Oakland
16h 56m1 stop Las Vegas Harry Reid Intl
$218Frontier
Thu, Oct 1 - Mon, Oct 5
Frontier Logo
10:17 am - 5:38 amOAK  Oakland-ORD Chicago O'Hare Intl
17h 21m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 11:51 amORD  Chicago O'Hare Intl-OAK Oakland
16h 56m1 stop Las Vegas Harry Reid Intl
$228Frontier
Thu, Sep 24 - Mon, Sep 28
Alaska Airlines Logo
3:13 pm - 11:59 pmOAK  Oakland-ORD Chicago O'Hare Intl
6h 46m1 stop San Diego
Alaska Airlines Logo
7:20 am - 2:33 pmORD  Chicago O'Hare Intl-OAK Oakland
9h 13m1 stop San Diego
$277Alaska Airlines
Thu, Sep 24 - Wed, Sep 30
Alaska Airlines Logo
3:13 pm - 11:59 pmOAK  Oakland-ORD Chicago O'Hare Intl
6h 46m1 stop San Diego
Alaska Airlines Logo
1:03 pm - 6:55 pmORD  Chicago O'Hare Intl-OAK Oakland
7h 52m1 stop Seattle/Tacoma Intl
$277Alaska Airlines
Thu, Sep 24 - Sat, Sep 26
Alaska Airlines Logo
6:01 am - 6:01 pmOAK  Oakland-ORD Chicago O'Hare Intl
10h 00m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:20 am - 2:33 pmORD  Chicago O'Hare Intl-OAK Oakland
9h 13m1 stop San Diego
$277Alaska Airlines
Tue, Sep 29 - Thu, Oct 1
Delta Logo
12:41 pm - 10:05 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 24m1 stop Salt Lake City
Delta Logo
7:15 pm - 11:56 pmORD  Chicago O'Hare Intl-OAK Oakland
6h 41m1 stop Salt Lake City
$315Delta
Sat, Oct 24 - Tue, Oct 27
Delta Logo
12:41 pm - 10:05 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 24m1 stop Salt Lake City
Delta Logo
7:15 pm - 11:56 pmORD  Chicago O'Hare Intl-OAK Oakland
6h 41m1 stop Salt Lake City
$315Delta
Sat, Oct 24 - Wed, Oct 28
Delta Logo
12:41 pm - 10:05 pmOAK  Oakland-ORD Chicago O'Hare Intl
7h 24m1 stop Salt Lake City
Delta Logo
5:27 am - 4:22 pmORD  Chicago O'Hare Intl-OAK Oakland
12h 55m2 stops Atlanta Hartsfield-Jackson Salt Lake City
$320Delta
Wed, Oct 21 - Sat, Oct 24

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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
Sep 24
OAK3:13 pmOakland
6h 46m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 1
ORD7:20 amChicago O'Hare Intl
9h 13m
1 stop
OAK2:33 pmOakland
$277
Alaska Airlines
Sep 25
OAK7:51 pmOakland
8h 29m
1 stop
ORD6:20 amChicago O'Hare Intl
Sep 26
ORD7:20 amChicago O'Hare Intl
9h 13m
1 stop
OAK2:33 pmOakland
$282
Alaska Airlines
Oct 17
OAK7:02 amOakland
9h 18m
1 stop
ORD6:20 pmChicago O'Hare Intl
Oct 22
ORD3:49 pmChicago O'Hare Intl
9h 06m
1 stop
OAK10:55 pmOakland
$283

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
Sep 24
OAK6:51 pmOakland
8h 47m
1 stop
ORD5:38 amChicago O'Hare Intl
Oct 1
ORD8:55 pmChicago O'Hare Intl
14h 27m
1 stop
OAK9:22 amOakland
$218
Frontier
Oct 3
OAK12:47 pmOakland
14h 51m
1 stop
ORD5:38 amChicago O'Hare Intl
Oct 6
ORD1:21 pmChicago O'Hare Intl
24h 30m
1 stop
OAK11:51 amOakland
$228
Frontier
Oct 30
OAK5:55 pmOakland
9h 18m
1 stop
ORD5:13 amChicago O'Hare Intl
Nov 2
ORD5:15 pmChicago O'Hare Intl
20h 38m
1 stop
OAK11:53 amOakland
$237

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 9/24

10:17 am-5:38 am

1 stop17h 21m

Chicago O'Hare Intl

Mon 9/28

8:55 pm-11:51 am

1 stop16h 56m

$218

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 9/24

6:51 pm-5:38 am

1 stop8h 47m

Chicago O'Hare Intl

Thu 10/1

8:55 pm-9:22 am

1 stop14h 27m

$218

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 10/1

10:17 am-5:38 am

1 stop17h 21m

Chicago O'Hare Intl

Mon 10/5

8:55 pm-11:51 am

1 stop16h 56m

$218

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 9/24

10:17 am-5:38 am

1 stop17h 21m

Chicago O'Hare Intl

Mon 9/28

8:55 pm-11:51 am

1 stop16h 56m

$228

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 9/24

3:13 pm-11:59 pm

1 stop6h 46m

Chicago O'Hare Intl

Wed 9/30

7:20 am-2:33 pm

1 stop9h 13m

$277

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Thu 9/24

3:13 pm-11:59 pm

1 stop6h 46m

Chicago O'Hare Intl

Sat 9/26

1:03 pm-6:55 pm

1 stop7h 52m

$277

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Tue 9/29

6:01 am-6:01 pm

1 stop10h 00m

Chicago O'Hare Intl

Thu 10/1

7:20 am-2:33 pm

1 stop9h 13m

$277
Quickest round-trip

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 10/24

12:41 pm-10:05 pm

1 stop7h 24m

Chicago O'Hare Intl

Tue 10/27

7:15 pm-11:56 pm

1 stop6h 41m

$315

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Sat 10/24

12:41 pm-10:05 pm

1 stop7h 24m

Chicago O'Hare Intl

Wed 10/28

7:15 pm-11:56 pm

1 stop6h 41m

$315

OaklandChicago

OAK Oakland - ORD Chicago O'Hare Intl

OAKORD

Oakland

Wed 10/21

12:41 pm-10:05 pm

1 stop7h 24m

Chicago O'Hare Intl

Sat 10/24

5:27 am-4:22 pm

2 stops12h 55m

$320

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 $359 to $582.
The lowest price recently found on this route was $218.

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 $451. 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 $583.

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 $472 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $521. 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 5% 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

$109

Fastest flight time

6h 38m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Oakland, California in the past 72 hours is $109. The best round-trip flight deal from Oakland, California to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $218.
The fastest flight from Oakland, California to Chicago O'Hare Intl Airport takes 6h 38m
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 38m 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
8,548 reviews
Search Delta flights
United AirlinesPriceFrom $271Free CancellationRating
7.4
10,176 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $272Free CancellationRating
7.9
12,887 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $275Free CancellationRating
8.0
4,195 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
Gurnee
Oak Brook
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
Evanston
Skokie

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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