$99 Cheap Flights from San Diego to Chicago

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Find The Best Dates To Fly from San Diego Intl. to O'Hare Intl.

Amazing SAN to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $198 round trip and $99 one way. Prices and availability subject to change. Additional terms may apply.

Best O'Hare Intl. Flight and Hotel Packages

O'Hare Intl. flight + hotel packages - economy flights

Aloft Chicago Downtown River North
Trump International Hotel & Tower Chicago
Chicago Marriott Downtown Magnificent Mile
Kimpton Gray Hotel, an IHG Hotel
W Chicago - Lakeshore
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Frequently asked questions

Can I catch a flight from SAN to O'Hare Intl. Airport (ORD) right now?
Ensure you visit the Covid-19 Travel Advisor to see if there are any present travel advice reports and quarantine requirements in place in O’Hare Intl. Airport (ORD) when flying in from San Diego Airport.
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.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to ORD, please visit our Customer Service Portal.
How long is the flight from SAN to O'Hare Airport?
It takes approximately 4 hours and 6 minutes to travel from SAN to O’Hare Airport. You’ll be in the air for a while, so keep yourself amused with a television show or flip through a magazine.
What is the flight distance from SAN to O'Hare Airport?
The flight distance from SAN to ORD is 1,700 mi. Remember to bring along a good book or a few puzzles to make your flight more entertaining.
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 airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity 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 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.


Traveling From
San Diego Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price

Route Info

Flight path for flights from San Diego International Airport to O'Hare International Airport

1,729.00 miles

Airlines & Aircraft Used on SAN to ORD Flight Routes

Airline Carrier
Alaska Airlines
Boeing 737 all pax models
Alaska Airlines
Canadair Regional Jet 900
Alaska Airlines
De Havilland Canada DHC-8-300 Dash 8 / 8Q
Alaska Airlines
De Havilland Canada DHC-8-400 Dash 8Q
American Airlines
Airbus A320-100/200
American Airlines
Airbus A320-100/200
American Airlines
Boeing 737-800 (winglets) pax
Delta Air Lines
Airbus A320-100/200
Delta Air Lines
Airbus A321-100/200
Delta Air Lines
Canadair Regional Jet 200
Delta Air Lines
Canadair Regional Jet 900

Discover our best flights from San Diego SAN to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 


Find our best return flights from San Diego SAN to Chicago ORD at the right price  

Airfares to Chicago ORD from San Diego SAN currently cost between $198 and $245. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 


Book one-way flights from San Diego SAN to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from San Diego SAN to Chicago ORD on Travelocity starting at $99. Prices and availability subject to change. Additional terms may apply. 


Get to Chicago ORD from San Diego SAN quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from SAN to take around hour(s) min(s).  


Find our cheapest airfares for flights from San Diego SAN to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from SAN. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  


Get our best airfare deals for your flight from San Diego SAN to Chicago ORD today 

If you’re flexible about when you travel, September is usually the cheapest month to fly from San Diego SAN to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 


Book flexible airline tickets for flights to Chicago ORD from San Diego SAN 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from SAN have this option.  


Travel with confidence when you book flights to Chicago ORD from San Diego SAN with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

Popular Flight Routes from Chicago (ORD)

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