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Cheap flights from Oakland, California to Chicago from $62

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 departing on 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Spirit Airlines Logo
6:00 am - 2:13 pmOAK-ORD
6h 13m1 stop
Spirit Airlines Logo
6:21 pm - 11:27 pmORD-OAK
7h 06m1 stop
$125Spirit Airlines
Find Deal
Wed, Aug 6 - Wed, Aug 20
Spirit Airlines Logo
6:00 am - 5:15 pmOAK-ORD
9h 15m1 stop
Spirit Airlines Logo
6:21 pm - 11:27 pmORD-OAK
7h 06m1 stop
$139Spirit Airlines
Find Deal
Wed, Aug 20 - Wed, Sep 3
Spirit Airlines Logo
6:00 am - 6:54 pmOAK-ORD
10h 54m1 stop
Spirit Airlines Logo
7:50 pm - 7:03 amORD-OAK
13h 13m1 stop
$142Spirit Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Spirit Airlines Logo
10:44 am - 4:50 amOAK-ORD
16h 06m2 stops
Spirit Airlines Logo
6:21 pm - 11:27 pmORD-OAK
7h 06m1 stop
$145Spirit Airlines
Find Deal
Wed, Aug 20 - Wed, Sep 3
Spirit Airlines Logo
10:48 am - 4:46 amOAK-ORD
15h 58m2 stops
Spirit Airlines Logo
7:50 pm - 7:03 amORD-OAK
13h 13m1 stop
$148Spirit Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Spirit Airlines Logo
6:00 am - 5:15 pmOAK-ORD
9h 15m1 stop
Spirit Airlines Logo
6:49 pm - 11:27 pmORD-OAK
6h 38m1 stop
$156Spirit Airlines
Find Deal
Wed, Aug 27 - Sun, Aug 31
Spirit Airlines Logo
10:44 am - 4:50 amOAK-ORD
16h 06m2 stops
Spirit Airlines Logo
7:50 pm - 9:53 amORD-OAK
16h 03m2 stops
$157Spirit Airlines
Find Deal
Wed, Sep 3 - Sun, Sep 7
Spirit Airlines Logo
10:44 am - 4:50 amOAK-ORD
16h 06m2 stops
Spirit Airlines Logo
6:49 pm - 11:27 pmORD-OAK
6h 38m1 stop
$162Spirit Airlines
Find Deal
Wed, Aug 27 - Sun, Aug 31
Spirit Airlines Logo
7:58 am - 5:40 pmOAK-ORD
7h 42m1 stop
Spirit Airlines Logo
7:50 pm - 7:03 amORD-OAK
13h 13m1 stop
$163Spirit Airlines
Find Deal
Tue, Sep 9 - Sun, Sep 14
Spirit Airlines Logo
6:00 am - 2:13 pmOAK-ORD
6h 13m1 stop
Spirit Airlines Logo
3:18 pm - 11:33 pmORD-OAK
10h 15m1 stop
$165Spirit Airlines
Find Deal
Wed, Aug 6 - Sat, Aug 9

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
Aug 6
OAK6:00 amOakland
6h 13m
1 stop
ORD2:13 pmChicago O'Hare Intl
Aug 20
ORD6:21 pmChicago O'Hare Intl
7h 06m
1 stop
OAK11:27 pmOakland
Spirit Airlines
Aug 20
OAK6:00 amOakland
9h 15m
1 stop
ORD5:15 pmChicago O'Hare Intl
Sep 3
ORD6:21 pmChicago O'Hare Intl
7h 06m
1 stop
OAK11:27 pmOakland
Spirit Airlines
Sep 5
OAK6:00 amOakland
10h 54m
1 stop
ORD6:54 pmChicago O'Hare Intl
Sep 7
ORD7:50 pmChicago O'Hare Intl
13h 13m
1 stop
OAK7:03 amOakland

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 September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oakland, California averaging around $216.

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 $411. 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 $509.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $422 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $486. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Oakland, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $335 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Oakland, California for as low as $227 on momondo.

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

You could potentially save up to 14% 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?

As of July 2025, prices for Oakland, California to Chicago O'Hare Intl Airport flights are approximately 45% cheaper 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

$62

Fastest flight time

6h 13m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Oakland, California in the past 72 hours is $62. The best round-trip flight deal from Oakland, California to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $125.
The fastest flight from Oakland, California to Chicago O'Hare Intl Airport takes 6h 13m
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 13m 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 $104Free CancellationRating
6.3
8,094 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $138Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $163Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
7,983 reviews
Search Delta flights
SouthwestPriceFrom $263Free CancellationRating
8.0
4,270 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
Rockford
Schaumburg
Merrillville
South Haven
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Tinley Park
Hammond
Elgin
Aurora
Orland Park
Janesville
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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