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Cheap flights from Oakland, California to Chicago O'Hare Intl Airport from $65

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Chicago O'Hare Intl Airport departing on 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Oakland, California to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Oakland, California to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Oakland, California to Chicago.

Cheap last minute flights

Planning a quick getaway from Oakland, California to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Oakland, California to Chicago

Find recent round-trip train or bus tickets from Oakland, California to Chicago.

All round-trip flight deals from Oakland, California to Chicago

The cheapest plane tickets from Oakland, California to Chicago found on KAYAK recently.
12:40 pm - 9:50 pmOAK-ORD
7h 10m1 stop
1:32 pm - 10:12 pmORD-OAK
10h 40m1 stop
$132Spirit Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 26
4:14 pm - 6:07 amOAK-ORD
11h 53m1 stop
1:32 pm - 10:12 pmORD-OAK
10h 40m1 stop
$134Spirit Airlines
Find Deal
Mon, Feb 24 - Wed, Feb 26
7:02 pm - 6:07 amOAK-ORD
9h 05m1 stop
1:32 pm - 10:12 pmORD-OAK
10h 40m1 stop
$140Spirit Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
5:05 am - 2:00 pmOAK-ORD
6h 55m1 stop
7:10 pm - 12:30 amORD-OAK
7h 20m1 stop
$237Southwest
Find Deal
Thu, Mar 13 - Mon, Mar 17
5:05 am - 2:00 pmOAK-ORD
6h 55m1 stop
6:15 am - 12:40 pmORD-OAK
8h 25m1 stop
$257Southwest
Find Deal
Mon, Apr 7 - Thu, Apr 10
1:15 pm - 9:27 pmOAK-ORD
6h 12m1 stop
1:40 pm - 11:56 pmORD-OAK
12h 16m2 stops
$262Delta
Find Deal
Fri, Feb 28 - Mon, Mar 3
1:15 pm - 9:27 pmOAK-ORD
6h 12m1 stop
5:00 pm - 10:54 pmORD-OAK
7h 54m1 stop
$277Delta
Find Deal
Sat, Feb 22 - Sat, Mar 1
1:14 pm - 6:36 amOAK-ORD
15h 22m2 stops
4:05 pm - 11:43 pmORD-OAK
9h 38m2 stops
Fri, Mar 7 - Mon, Mar 10
9:46 am - 5:53 amOAK-ORD
18h 07m2 stops
10:45 pm - 3:19 pmORD-OAK
18h 34m2 stops
Sun, Feb 16 - Sun, Feb 23
6:49 am - 11:59 pmOAK-ORD
15h 10m1 stop
5:54 pm - 9:06 amORD-OAK
17h 12m1 stop
$364Alaska Airlines
Find Deal
Thu, Feb 20 - Tue, Feb 25
5:10 am - 9:50 pmOAK-ORD
14h 40m1 stop
$65Spirit Airlines
Find Deal
Sat, Feb 22
7:02 pm - 6:07 amOAK-ORD
9h 05m1 stop
$66Spirit Airlines
Find Deal
Tue, Feb 11
4:43 pm - 6:05 amOAK-ORD
11h 22m1 stop
$114Alaska Airlines
Find Deal
Wed, Apr 30
5:20 am - 2:25 pmOAK-ORD
7h 05m1 stop
$119Southwest
Find Deal
Sun, Feb 16
1:15 pm - 9:27 pmOAK-ORD
6h 12m1 stop
$139Delta
Find Deal
Tue, Mar 4
1:10 pm - 11:40 pmOAK-ORD
8h 30m2 stops
$144Southwest
Find Deal
Tue, May 6
6:43 am - 5:40 amOAK-ORD
20h 57m1 stop
$153Alaska Airlines
Find Deal
Tue, Apr 8
5:15 pm - 8:34 amOAK-ORD
13h 19m2 stops
$164Delta
Find Deal
Tue, Apr 8
7:00 pm - 2:15 pmOAK-ORD
17h 15m3 stops
Sat, Mar 29
7:00 pm - 2:15 pmOAK-ORD
17h 15m3 stops
Sat, Mar 29
6:19 pm - 9:00 pmOAK-ORD
24h 41m2 stops
11:12 am - 6:47 amORD-OAK
21h 35m2 stops
$348Spirit Airlines
Find Deal
Mon, Jan 27 - Wed, Jan 29
6:19 pm - 9:00 pmOAK-ORD
24h 41m2 stops
11:12 am - 10:42 amORD-OAK
25h 30m3 stops
$363Spirit Airlines
Find Deal
Mon, Jan 27 - Wed, Jan 29
6:19 pm - 9:00 pmOAK-ORD
24h 41m2 stops
10:47 pm - 11:46 amORD-OAK
14h 59m1 stop
$373Spirit Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:19 pm - 9:00 pmOAK-ORD
24h 41m2 stops
12:25 pm - 9:50 amORD-OAK
23h 25m3 stops
$379Spirit Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
9:15 am - 10:35 pmOAK-ORD
11h 20m2 stops
5:45 am - 1:40 pmORD-OAK
9h 55m2 stops
$649Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
7:02 pm - 2:15 pmOAK-ORD
17h 13m3 stops
8:34 am - 9:35 pmORD-OAK
15h 01m3 stops
Sat, Jan 25 - Tue, Jan 28
6:32 am - 5:59 pmOAK-ORD
9h 27m1 stop
3:03 pm - 8:49 amORD-OAK
19h 46m2 stops
$726Alaska Airlines
Find Deal
Thu, Jan 23 - Sat, Feb 1
6:32 am - 5:59 pmOAK-ORD
9h 27m1 stop
6:55 pm - 10:39 pmORD-OAK
29h 44m1 stop
$786Alaska Airlines
Find Deal
Thu, Jan 23 - Sat, Feb 1
1:15 pm - 9:22 pmOAK-ORD
6h 07m1 stop
6:15 am - 4:21 pmORD-OAK
12h 06m2 stops
$983Delta
Find Deal
Mon, Jan 27 - Thu, Jan 30
1:15 pm - 9:22 pmOAK-ORD
6h 07m1 stop
7:15 am - 12:33 pmORD-OAK
7h 18m1 stop
$1,139Delta
Find Deal
Mon, Jan 27 - Tue, Jan 28

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

Our best Southwest deals on Oakland, California to Chicago O'Hare Intl Airport flight tickets
Southwest
Mar 13
OAK5:05 amOakland
6h 55m
1 stop
ORD2:00 pmChicago O'Hare Intl
Mar 17
ORD7:10 pmChicago O'Hare Intl
7h 20m
1 stop
OAK12:30 amOakland
Southwest
Apr 7
OAK5:05 amOakland
6h 55m
1 stop
ORD2:00 pmChicago O'Hare Intl
Apr 10
ORD6:15 amChicago O'Hare Intl
8h 25m
1 stop
OAK12:40 pmOakland
Southwest
Apr 14
OAK7:10 pmOakland
15h 35m
2 stops
ORD12:45 pmChicago O'Hare Intl
Apr 17
ORD1:30 pmChicago O'Hare Intl
11h 15m
1 stop
OAK10:45 pmOakland

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

Our best Spirit Airlines deals on Oakland, California to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 19
OAK12:40 pmOakland
7h 10m
1 stop
ORD9:50 pmChicago O'Hare Intl
Feb 26
ORD1:32 pmChicago O'Hare Intl
10h 40m
1 stop
OAK10:12 pmOakland
Spirit Airlines
Feb 24
OAK4:14 pmOakland
11h 53m
1 stop
ORD6:07 amChicago O'Hare Intl
Feb 26
ORD1:32 pmChicago O'Hare Intl
10h 40m
1 stop
OAK10:12 pmOakland
Spirit Airlines
Feb 11
OAK7:02 pmOakland
9h 05m
1 stop
ORD6:07 amChicago O'Hare Intl
Feb 18
ORD1:32 pmChicago O'Hare Intl
10h 40m
1 stop
OAK10:12 pmOakland

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oakland, California averaging around $241.

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 $446. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $572.

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 $437 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $566. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

As of January 2025, prices for Oakland, California to Chicago O'Hare Intl Airport flights are approximately 91% more expensive when compared to flights at the same time last year.

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

$65

Fastest flight time

5h 55m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Oakland, California in the past 72 hours is $65. The best round-trip flight deal from Oakland, California to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $132.
The fastest flight from Oakland, California to Chicago O'Hare Intl Airport takes 5h 55m
There are no direct flights from Oakland, California to Chicago O'Hare Intl Airport. Popular non-direct route for this connection is Oakland Airport - 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 12m 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
Spirit AirlinesPriceFrom $130Free CancellationRating
6.3
8,111 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $138Free CancellationRating
8.0
9,707 reviews
Search Alaska Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,512 reviews
Search Delta flights
SouthwestPriceFrom $263Free CancellationRating
8.1
4,654 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Rockford
Lake Geneva
Schaumburg
Merrillville
Rosemont
Gurnee
Naperville
Kenosha
Joliet
South Haven
Racine
Hammond
Oak Brook
South Holland
Tinley Park
New Buffalo
Elk Grove Village
Aurora
Elgin
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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