RM549 Cheap Flights from San Diego (SAN) to Chicago (ORD)

View RM549 flight on Thu, 14 Aug 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 RM549 for one-way flights and RM1,120 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,120 Return, found 4 days ago
RM1,120
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,120 found 4 days ago
American Airlines
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,140 Return, found 4 days ago
RM1,140
Return
found 4 days ago
Select American Airlines flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,140 found 4 days ago
United
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,140 Return, found 4 days ago
RM1,140
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,140 found 4 days ago
Delta
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,204 Return, found 4 days ago
RM1,204
Return
found 4 days ago
Select Delta flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,204 found 4 days ago
United
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,224 Return, found 4 days ago
RM1,224
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,224 found 4 days ago
United
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,289 Return, found 4 days ago
RM1,289
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,289 found 4 days ago
United
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,311 Return, found 4 days ago
RM1,311
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,311 found 4 days ago
American Airlines
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,314 Return, found 4 days ago
RM1,314
Return
found 4 days ago
Select American Airlines flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,314 found 4 days ago
Delta
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,357 Return, found 4 days ago
RM1,357
Return
found 4 days ago
Select Delta flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,357 found 4 days ago
American Airlines
Thu, 14 Aug - Mon, 18 Aug
SAN
San Diego
ORD
Chicago
RM1,373 Return, found 4 days ago
RM1,373
Return
found 4 days ago
Select American Airlines flight, departing Thu, 14 Aug from San Diego to Chicago, returning Mon, 18 Aug, priced at RM1,373 found 4 days ago

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

September is typically the cheapest month to fly

From RM 378 - RM 662 per traveller.

Graph displaying average flight prices per month

San Diego to Chicago route information
Origin airport
San Diego Intl.
Destination airport
O'Hare Intl.
Return price
RM1,120
Distance
2752 km
Average flight time
6 hours 17 mins

Perfect flights from San Diego to Chicago

Your Journey from San Diego to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from San Diego to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, United, American Airlines. Our selection of flights from San Diego Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with San Diego to Chicago Flights

Experience the joy of finding cheap flights from San Diego Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from RM549 and roundtrip prices from RM1,120*.
 

Pre-Flight Essentials

Ensure a smooth journey from San Diego to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your San Diego to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from San Diego to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from San Diego to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from San Diego to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

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 travelling between SAN and ORD, round-trip journeys start from RM1,120. 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 cancelled 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 kilometres. 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.