Cheap Flights from San Diego (SAN) to Chicago (ORD) from HK$927~

View HK$927 flight on Tue, 2 Dec 2025Opens in a new window

Popular airlines from San Diego Intl. Airport (SAN) to Chicago O'Hare Intl. Airport (ORD)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Find Cheap Flights from San Diego (SAN) to Chicago (ORD)

Prices were available within the past 7 days and start at HK$927 for one-way flights and HK$1,283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Mon, 24 Nov - Wed, 3 Dec
SAN
San Diego
ORD
Chicago
HK$1,283 Return, found 2 days ago
HK$1,283
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 24 Nov from San Diego to Chicago, returning Wed, 3 Dec, priced at HK$1,283 found 2 days ago
Alaska Airlines
Mon, 24 Nov - Tue, 2 Dec
SAN
San Diego
ORD
Chicago
HK$1,380 Return, found 2 days ago
HK$1,380
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 24 Nov from San Diego to Chicago, returning Tue, 2 Dec, priced at HK$1,380 found 2 days ago
Alaska Airlines
Tue, 25 Nov - Wed, 3 Dec
SAN
San Diego
ORD
Chicago
HK$1,670 Return, found 2 days ago
HK$1,670
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 25 Nov from San Diego to Chicago, returning Wed, 3 Dec, priced at HK$1,670 found 2 days ago
Alaska Airlines
Tue, 25 Nov - Thu, 4 Dec
SAN
San Diego
ORD
Chicago
HK$1,767 Return, found 2 days ago
HK$1,767
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 25 Nov from San Diego to Chicago, returning Thu, 4 Dec, priced at HK$1,767 found 2 days ago
Alaska Airlines
Mon, 1 Dec - Wed, 3 Dec
SAN
San Diego
ORD
Chicago
HK$1,950 Return, found 2 days ago
HK$1,950
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 1 Dec from San Diego to Chicago, returning Wed, 3 Dec, priced at HK$1,950 found 2 days ago
Alaska Airlines
Mon, 1 Dec - Thu, 4 Dec
SAN
San Diego
ORD
Chicago
HK$2,036 Return, found 2 days ago
HK$2,036
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 1 Dec from San Diego to Chicago, returning Thu, 4 Dec, priced at HK$2,036 found 2 days ago
Alaska Airlines
Tue, 25 Nov - Fri, 28 Nov
SAN
San Diego
ORD
Chicago
HK$2,154 Return, found 2 days ago
HK$2,154
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 25 Nov from San Diego to Chicago, returning Fri, 28 Nov, priced at HK$2,154 found 2 days ago
Delta
Thu, 27 Nov - Mon, 1 Dec
SAN
San Diego
ORD
Chicago
HK$2,467 Return, found 2 days ago
HK$2,467
Return
found 2 days ago
Select Delta flight, departing Thu, 27 Nov from San Diego to Chicago, returning Mon, 1 Dec, priced at HK$2,467 found 2 days ago
American Airlines
Thu, 27 Nov - Sat, 29 Nov
SAN
San Diego
ORD
Chicago
HK$2,972 Return, found 2 days ago
HK$2,972
Return
found 2 days ago
Select American Airlines flight, departing Thu, 27 Nov from San Diego to Chicago, returning Sat, 29 Nov, priced at HK$2,972 found 2 days ago
United
Sat, 21 Mar - Sun, 29 Mar
SAN
San Diego
ORD
Chicago
HK$3,637 Return, found 6 days ago
HK$3,637
Return
found 6 days ago
Select United flight, departing Sat, 21 Mar from San Diego to Chicago, returning Sun, 29 Mar, priced at HK$3,637 found 6 days ago

Find the cheapest month to fly from San Diego (SAN) to Chicago (ORD)

September is typically the cheapest month to fly

From HK$731 - HK$1,193 per traveller.
San Diego to Chicago route information
Origin airport
San Diego Intl.
Destination airport
O'Hare Intl.
Return price
HK$1,283
Distance
2752 km
Average flight time
6 hours 9 mins

Flights from San Diego to Chicago

Book cheap flights from San Diego (SAN) to Chicago (ORD) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from San Diego (SAN) to Chicago (ORD) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your San Diego (SAN) to Chicago (ORD) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$927 now!

 

Frequently asked questions

How much is a flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)?
If you're planning on traveling between SAN and ORD, round-trip journeys start from HK$1,283. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from SAN to ORD?
The majority of flights can be canceled online, but whether you are charged a fee differs between airlines. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from San Diego Airport to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from San Diego Intl. Airport (SAN) to ORD?
The flying distance between SAN and O'Hare Airport is 2,800 kilometers. Squeeze in a nap or make a start on the latest bestseller and the journey will zip by.
Which airlines fly direct from San Diego Airport to O'Hare Intl. Airport (ORD)?
A leading airline that flies from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) is United Airlines (UA). It offers 121 flights monthly. If you'd like more options, check out the ticket prices from American Airlines (AA). This airlines operates 91 flights a month between these airports.
Are San Diego Intl. Airport (SAN) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to pick up amazing last-minute deals from San Diego Intl. Airport (SAN) to O'Hare Airport, but it can also be hit-or-miss. As many airlines publish prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals often, so you can rest assured you're always getting the latest offers.

Explore a world of travel with Expedia

*Available to Expedia members.