Cheap American Airlines flights from San Jose to Chicago (SJC to ORD)

Find The Best Day To Fly from San Jose to Chicago

Amazing American Airlines SJC to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $321 round trip and one way. Prices and availability subject to change. Additional terms may apply.

Sat, Mar 1 - Tue, Mar 4
SJC
San Jose
ORD
Chicago
$321 Roundtrip, found 6 hours ago
$321
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Mar 1 from San Jose to Chicago, returning Tue, Mar 4, priced at $321 found 6 hours ago

ORD From SJC Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Save 100% on your flight
per person
Mar 1 - Mar 5
found 22 hours ago
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
per person
Mar 1 - Mar 5
found 22 hours ago
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Mar 1 - Mar 5
found 22 hours ago
Roundtrip non-stop flight included
San Jose (SJC) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from SJC to ORD right now?
For any current O’Hare Airport quarantine requirements and travel advice, go to our Covid-19 Travel Advisor. Check before you book your flight, so you don’t get caught out en route.
What terminal is American Airlines at SJC?
Once you’ve received your ticket for your flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to ORD, you should be able to see which terminals American Airlines flies into and out of. If not, contact your airline or do some online research for that information.
Are there American Airlines non-stop flights from SJC to ORD?
Be prepared to make at least one stopover when jetting from Norman Y. Mineta San Jose Intl. Airport (SJC) to ORD, as American Airlines doesn’t offer direct flights between these two locations. While in transit, you might like to buy a gripping novel or a glossy magazine from the airport bookstore to help pass the time.
How long is an American Airlines flight from SJC to ORD?
Depending on good weather and no delays, your American Airlines flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to O’Hare Airport will take approximately 6 hours and 7 minutes. You’ll have enough time to enjoy some refreshments, squeeze in a snooze and check your travel program before you hit the tarmac.
How many direct and indirect flights does American Airlines fly from SJC to ORD?
American Airlines is currently operating approximately 3 flights per day from SJC to ORD.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to ORD, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best American Airlines flight from San Jose SJC to Chicago ORD 

To find the best deals on flights to San Jose from Chicago with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from San Jose SJC to Chicago ORD with American Airlines 

If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $321 to $321, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way American Airlines flights from San Jose SJC to Chicago ORD 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from San Jose to Chicago costs from . Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago ORD from  San Jose SJC with American Airlines 

To find a cheap American Airlines flight from San Jose SJC to Chicago ORD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on American Airlines flights from San Jose SJC to Chicago ORD 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as March, or if you book a flight with a stopover. 

 

Find nonstop flights from San Jose SJC to Chicago ORD with American Airlines 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for American Airlines flights from San Jose SJC to Chicago ORD 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago ORD from  San Jose SJC with American Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

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