CA $96 Cheap Flights from San Diego (SAN) to Chicago (ORD)

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Cheap flights from San Diego (SAN) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $96 for one-way flights and CA $200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue., Aug. 6 - Thu., Aug. 29
SAN
San Diego
ORD
Chicago
CA $200 Roundtrip, found 1 day ago
CA $200
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue., Aug. 6 from San Diego to Chicago, returning Thu., Aug. 29, priced at CA $200 found 1 day ago
Frontier Airlines
Tue., Oct. 1 - Wed., Oct. 2
SAN
San Diego
ORD
Chicago
CA $205 Roundtrip, found 3 days ago
CA $205
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue., Oct. 1 from San Diego to Chicago, returning Wed., Oct. 2, priced at CA $205 found 3 days ago
Frontier Airlines
Wed., Oct. 2 - Thu., Oct. 3
SAN
San Diego
ORD
Chicago
CA $222 Roundtrip, found 3 days ago
CA $222
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed., Oct. 2 from San Diego to Chicago, returning Thu., Oct. 3, priced at CA $222 found 3 days ago
American Airlines
Thu., Aug. 29 - Tue., Sep. 3
SAN
San Diego
ORD
Chicago
CA $225 Roundtrip, found 20 hours ago
CA $225
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu., Aug. 29 from San Diego to Chicago, returning Tue., Sep. 3, priced at CA $225 found 20 hours ago
Frontier Airlines
Tue., Oct. 1 - Thu., Oct. 3
SAN
San Diego
ORD
Chicago
CA $230 Roundtrip, found 3 days ago
CA $230
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue., Oct. 1 from San Diego to Chicago, returning Thu., Oct. 3, priced at CA $230 found 3 days ago
Frontier Airlines
Wed., Oct. 2 - Fri., Oct. 4
SAN
San Diego
ORD
Chicago
CA $233 Roundtrip, found 3 days ago
CA $233
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed., Oct. 2 from San Diego to Chicago, returning Fri., Oct. 4, priced at CA $233 found 3 days ago
Spirit Airlines
Tue., Aug. 6 - Thu., Aug. 29
SAN
San Diego
ORD
Chicago
CA $234 Roundtrip, found 1 day ago
CA $234
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue., Aug. 6 from San Diego to Chicago, returning Thu., Aug. 29, priced at CA $234 found 1 day ago
American Airlines
Thu., Aug. 29 - Tue., Sep. 3
SAN
San Diego
ORD
Chicago
CA $249 Roundtrip, found 20 hours ago
CA $249
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu., Aug. 29 from San Diego to Chicago, returning Tue., Sep. 3, priced at CA $249 found 20 hours ago
Spirit Airlines
Tue., Aug. 6 - Thu., Aug. 29
SAN
San Diego
ORD
Chicago
CA $252 Roundtrip, found 1 day ago
CA $252
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue., Aug. 6 from San Diego to Chicago, returning Thu., Aug. 29, priced at CA $252 found 1 day ago
Frontier Airlines
Thu., Oct. 3 - Fri., Oct. 4
SAN
San Diego
ORD
Chicago
CA $258 Roundtrip, found 3 days ago
CA $258
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu., Oct. 3 from San Diego to Chicago, returning Fri., Oct. 4, priced at CA $258 found 3 days ago
Flight from San Diego to Chicago (SAN - ORD) route information
Origin airport
San Diego Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, JetBlue Airways, Spirit Airlines
Roundtrip price
CA $199
Distance
2752 km

San Diego to Chicago Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from San Diego to Chicago with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from SAN to ORD and begin your journey!

Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from San Diego to Chicago on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from SAN to ORD. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

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 CA $200. 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.
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