￥11,290 Cheap Flights from San Diego (SAN) to Chicago (ORD)

View ￥11,290 flight on Wed, Nov 12, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at ￥11,290 for one-way flights and ￥21,100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Oct 25 - Sun, Oct 26
SAN
San Diego
ORD
Chicago
￥21,100 Roundtrip, found 4 hours ago
￥21,100
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Oct 25 from San Diego to Chicago, returning Sun, Oct 26, priced at ￥21,100 found 4 hours ago
American Airlines
Fri, Oct 24 - Sun, Oct 26
SAN
San Diego
ORD
Chicago
￥22,070 Roundtrip, found 4 hours ago
￥22,070
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Oct 24 from San Diego to Chicago, returning Sun, Oct 26, priced at ￥22,070 found 4 hours ago
American Airlines
Wed, Nov 5 - Wed, Nov 12
SAN
San Diego
ORD
Chicago
￥22,710 Roundtrip, found 1 day ago
￥22,710
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 5 from San Diego to Chicago, returning Wed, Nov 12, priced at ￥22,710 found 1 day ago
American Airlines
Sat, Oct 25 - Sun, Oct 26
SAN
San Diego
ORD
Chicago
￥25,510 Roundtrip, found 4 hours ago
￥25,510
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Oct 25 from San Diego to Chicago, returning Sun, Oct 26, priced at ￥25,510 found 4 hours ago
American Airlines
Thu, Oct 30 - Wed, Nov 5
SAN
San Diego
ORD
Chicago
￥25,830 Roundtrip, found 4 days ago
￥25,830
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 30 from San Diego to Chicago, returning Wed, Nov 5, priced at ￥25,830 found 4 days ago
American Airlines
Thu, Oct 23 - Fri, Oct 24
SAN
San Diego
ORD
Chicago
￥29,030 Roundtrip, found 6 days ago
￥29,030
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Oct 23 from San Diego to Chicago, returning Fri, Oct 24, priced at ￥29,030 found 6 days ago
American Airlines
Sat, Oct 25 - Sat, Nov 1
SAN
San Diego
ORD
Chicago
￥30,340 Roundtrip, found 5 days ago
￥30,340
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Oct 25 from San Diego to Chicago, returning Sat, Nov 1, priced at ￥30,340 found 5 days ago
Delta
Sat, Oct 25 - Sat, Nov 1
SAN
San Diego
ORD
Chicago
￥30,390 Roundtrip, found 5 days ago
￥30,390
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Oct 25 from San Diego to Chicago, returning Sat, Nov 1, priced at ￥30,390 found 5 days ago
United
Sat, Oct 25 - Sat, Nov 1
SAN
San Diego
ORD
Chicago
￥31,210 Roundtrip, found 5 days ago
￥31,210
Roundtrip
found 5 days ago
Select United flight, departing Sat, Oct 25 from San Diego to Chicago, returning Sat, Nov 1, priced at ￥31,210 found 5 days ago
Hawaiian Airlines
Sat, Oct 4 - Tue, Oct 7
SAN
San Diego
ORD
Chicago
￥32,690 Roundtrip, found 6 days ago
￥32,690
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Sat, Oct 4 from San Diego to Chicago, returning Tue, Oct 7, priced at ￥32,690 found 6 days ago

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

February is typically the cheapest month to fly

From ￥14,258 - ￥54,015 per traveler.

Frequently asked questions

How much is a flight from San Diego Intl. Airport (SAN) to O'Hare Airport?
Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights from San Diego Intl. Airport (SAN) to O'Hare Airport start from ￥21,100. Make your booking ASAP to get the best price for your exciting adventure. 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 Diego Airport to O'Hare Airport?
When it comes to cancellation fees, each airline has its own set of terms and conditions. If you decide to cancel your trip, visit our Customer Service Portal.
How do I find cheap flights from San Diego Airport to O'Hare Airport 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 to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from SAN to ORD?
The flight time between San Diego Intl. Airport (SAN) and ORD is 4 hours and 9 minutes. If you get peckish on longer flights, pack some snacks in your carry-on luggage.
How far is the flight from San Diego Intl. Airport (SAN) to O'Hare Airport?
Expect to be cruising at altitude for a while, as the flight distance from San Diego to Chicago is 2,800 kilometers. Put together a playlist of your favorite songs before leaving home to stay entertained during the flight.
Which airlines fly direct from SAN to ORD?
There are several airlines that fly straight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD). United Airlines (UA) is an excellent choice, offering 143 flights every month. If you want more options, check out the ticket prices from American Airlines (AA). This carrier offers 82 flights every month between these airports.
Are SAN to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices change all the time, so not always. While last-minute deals between San Diego Airport and O'Hare Intl. Airport (ORD) are possible, it also makes sense to monitor prices well before you fly. In fact, some carriers advertise their prices up to 12 months prior to the departure date. Expedia is constantly updating the best airfare bargains around, so keep checking and be ready to pounce when the price is low.

Travel information

Travel information

Origin airport
San Diego Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
￥21,100
Distance
2752 km
Average flight time
6 hours 18 mins

Book with confidence

Book with confidence

San Diego to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from San Diego to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with SAN to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind San Diego for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

San Diego to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Chicago nearby Airports

Chicago

San Diego nearby Airports

Carlsbad

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