Cheap Flights From San Diego Intl. (SAN) To O'Hare Intl. (ORD)

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Cheapest Flights from San Diego (SAN) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $221 round trip and CA $109 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 14 - Sat, Oct 18
SAN
San Diego
ORD
Chicago
CA $221 Roundtrip, found 1 day ago
CA $221
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Oct 14 from San Diego to Chicago, returning Sat, Oct 18, priced at CA $221 found 1 day ago
Thu, Oct 23 - Wed, Oct 29
SAN
San Diego
ORD
Chicago
CA $235 Roundtrip, found 7 hours ago
CA $235
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Thu, Oct 23 from San Diego to Chicago, returning Wed, Oct 29, priced at CA $235 found 7 hours ago
Thu, Oct 16 - Sun, Oct 19
SAN
San Diego
ORD
Chicago
CA $249 Roundtrip, found 1 day ago
CA $249
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Oct 16 from San Diego to Chicago, returning Sun, Oct 19, priced at CA $249 found 1 day ago
Mon, Oct 13 - Sat, Oct 18
SAN
San Diego
ORD
Chicago
CA $249 Roundtrip, found 1 day ago
CA $249
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Mon, Oct 13 from San Diego to Chicago, returning Sat, Oct 18, priced at CA $249 found 1 day ago
Mon, Oct 13 - Thu, Oct 16
SAN
San Diego
ORD
Chicago
CA $263 Roundtrip, found 1 day ago
CA $263
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Mon, Oct 13 from San Diego to Chicago, returning Thu, Oct 16, priced at CA $263 found 1 day ago
Sun, Oct 19 - Tue, Oct 21
SAN
San Diego
ORD
Chicago
CA $293 Roundtrip, found 1 day ago
CA $293
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Sun, Oct 19 from San Diego to Chicago, returning Tue, Oct 21, priced at CA $293 found 1 day ago
Thu, Oct 16 - Sun, Oct 19
SAN
San Diego
ORD
Chicago
CA $305 Roundtrip, found 1 day ago
CA $305
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 16 from San Diego to Chicago, returning Sun, Oct 19, priced at CA $305 found 1 day ago
Thu, Oct 16 - Sun, Oct 19
SAN
San Diego
ORD
Chicago
CA $305 Roundtrip, found 1 day ago
CA $305
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 16 from San Diego to Chicago, returning Sun, Oct 19, priced at CA $305 found 1 day ago
Sun, Oct 19 - Mon, Oct 20
SAN
San Diego
ORD
Chicago
CA $307 Roundtrip, found 1 day ago
CA $307
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Sun, Oct 19 from San Diego to Chicago, returning Mon, Oct 20, priced at CA $307 found 1 day ago
Thu, Oct 16 - Sun, Oct 19
SAN
San Diego
ORD
Chicago
CA $312 Roundtrip, found 1 day ago
CA $312
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Oct 16 from San Diego to Chicago, returning Sun, Oct 19, priced at CA $312 found 1 day ago

Frequently asked questions

Are there direct flights from San Diego Intl. Airport (SAN) to O'Hare Airport?
Your next grand adventure is on the other side of a single flight. You can fly direct from San Diego Airport to O'Hare Airport with multiple airlines, including United Airlines and American Airlines.
What airlines fly from San Diego Airport to O'Hare Intl. Airport (ORD)?
Choose from several airlines that offer direct flights between San Diego County and Chicago. United Airlines (UA) is one of the most reputable. This air carrier operates approximately 147 flights every month. If that's not enough, have a look at the deals on offer from American Airlines (AA). This carrier operates 108 flights each month. Between the two, we're sure you'll find the flight to suit your travel needs.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca 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 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from San Diego (SAN)

Travelers at SAN love to visit these top cities. Roam to the top destinations from San Diego (SAN) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.