Plan to arrive at SAN at least two hours early, especially during peak times, to avoid stress from traffic congestion.
$85+ Cheap flights from San Diego (SAN) to O'Hare Intl (ORD)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Aug 2 — Aug 91
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Diego to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from San Diego to Chicago O'Hare Intl are usually found in August or July, booked 86 days in advance, depart on a Thursday or Wednesday and return on a Friday
Cheap flight deals from San Diego to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 28, 2025.
Round-trip from | $162 (Mytrip) |
|---|---|
One-way from | $85 (Cheapflightsfares) |
Popular in | December |
Cheapest in | August |
Average price | $315 |
Good round-trip deal | $228 or less |
Good one-way deal | $146 or less |
Find flight deals from San Diego to O'Hare Intl
Cheapest flights from San Diego to O'Hare IntlExplore the most affordable flight options available from San Diego to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.
Explore the most affordable flight options available from San Diego to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.
This Booking.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:01 pmSAN - ORD
1 stop7h 49mSpirit Airlines
Thu 8/286:00 amORD - SAN
1 stop13h 56mSpirit Airlines
Deal found 7/28![Spirit Airlines logo]()
$160
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:55 pmSAN - ORD
Nonstop4h 17mAmerican Airlines
Tue 9/167:00 amORD - SAN
Nonstop4h 18mAmerican Airlines
Deal found 7/26![American Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/184:44 pmSAN - ORD
Nonstop4h 23mMultiple Airlines
Tue 8/196:00 amORD - SAN
1 stop13h 56mMultiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$165
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2710:30 pmSAN - ORD
Nonstop4h 07mUnited Airlines
Mon 9/17:15 amORD - SAN
Nonstop4h 20mUnited Airlines
Deal found 7/28![United Airlines logo]()
$168
This Hawaiian Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:09 pmSAN - ORD
1 stop8h 52mHawaiian Airlines
Tue 10/217:59 pmORD - SAN
Nonstop5h 00mHawaiian Airlines
Deal found 7/27![Hawaiian Airlines logo]()
$174
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/54:44 pmSAN - ORD
Nonstop4h 23mFrontier
Thu 8/217:00 amORD - SAN
Nonstop4h 20mFrontier
Deal found 7/26![Frontier logo]()
$185
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3011:45 amSAN - ORD
1 stop8h 15mSouthwest
Sat 9/61:50 pmORD - SAN
1 stop6h 00mSouthwest
Deal found 7/28![Southwest logo]()
$197
This Alaska Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:49 pmSAN - ORD
Nonstop4h 10mAlaska Airlines
Tue 11/112:05 pmORD - SAN
1 stop8h 33mAlaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$199
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2025.
Use the filters below to find and compare flights from San Diego to Chicago O'Hare Intl Airport that are best for you.
Fly from
San Diego
Fly to
O'Hare Intl
Route
Depart
Return
Price
San DiegoChicago
SAN - ORD
SANORD
San Diego
Thu 8/21
7:01 pm-4:50 am
1 stop7h 49m
Chicago O'Hare Intl
Thu 8/28
6:00 am-5:56 pm
1 stop13h 56m
$160
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 9/12
2:55 pm-9:12 pm
Nonstop4h 17m
Chicago O'Hare Intl
Tue 9/16
7:00 am-9:18 am
Nonstop4h 18m
$164
San DiegoChicago
SAN - ORD
SANORD
San Diego
Mon 8/18
4:44 pm-11:07 pm
Nonstop4h 23m
Chicago O'Hare Intl
Tue 8/19
6:00 am-5:56 pm
1 stop13h 56m
$165
San DiegoChicago
SAN - ORD
SANORD
San Diego
Wed 8/27
10:30 pm-4:37 am
Nonstop4h 07m
Chicago O'Hare Intl
Mon 9/1
7:15 am-9:35 am
Nonstop4h 20m
$168
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 10/17
7:18 pm-8:24 pm
1 stop23h 06m
Chicago O'Hare Intl
Sun 10/19
6:51 am-9:13 am
Nonstop4h 22m
$174
San DiegoChicago
SAN - ORD
SANORD
San Diego
Sat 8/30
11:45 am-10:00 pm
1 stop8h 15m
Chicago O'Hare Intl
Sat 9/6
1:50 pm-5:50 pm
1 stop6h 00m
$197
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 10/3
7:47 pm-4:49 am
1 stop7h 02m
$85
San DiegoChicago
SAN - ORD
SANORD
San Diego
Thu 10/16
6:25 am-11:53 pm
1 stop15h 28m
$86
San DiegoChicago
SAN - ORD
SANORD
San Diego
Sun 8/31
5:01 pm-11:14 pm
Nonstop4h 13m
$90
San DiegoChicago
SAN - ORD
SANORD
San Diego
Thu 10/23
12:20 pm-6:59 pm
Nonstop4h 39m
$95
Showing 1-10 of 14 results
The best insider tips for San Diego to Chicago O'Hare Intl Airport flights
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your San Diego to Chicago O'Hare Intl Airport trip
Best time to book a flight from San Diego to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Chicago O'Hare Intl Airport
How far ahead should I book a flight from San Diego to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from San Diego to O'Hare Intl. Price data was last updated on July 25, 2025.
To ensure you get the cheapest price possible for a flight from San Diego to Chicago O'Hare Intl Airport, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from San Diego to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from San Diego to Chicago O'Hare Intl Airport (average of $245). Flying from San Diego to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SAN to ORD?
Find hourly flight availability from San Diego to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.
It’s typically best to fly out from San Diego to Chicago O'Hare Intl Airport in the afternoon. Doing so could potentially save you 52% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from San Diego to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from San Diego to O'Hare Intl. Price data was last updated on July 20, 2025.
Travelers seeking maximum savings on their San Diego to Chicago O'Hare Intl Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from San Diego to Chicago O'Hare Intl Airport
Explore weekly flight availability from San Diego to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 28, 2025.
The most flights from SAN to ORD are scheduled on a Sunday (52 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (40 on average).
How much does it cost to fly round-trip from San Diego to Chicago O'Hare Intl Airport?
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated July 28, 2025.
Read through reviews of airlines operating flights from San Diego to Chicago O'Hare Intl Airport, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.8
Crew
8.5
Entertainment
7.1
Boarding
8.1
Food
7.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from San Diego to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsSchaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Naperville
Arlington Heights
Des Plaines
Elgin
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Evanston
Lake Geneva
Gurnee
Joliet
Waukegan
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for San Diego to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from San Diego to O'Hare Intl
Discover the top 6 airlines that operate flights from San Diego to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$94 | Average$182 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$116 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$184 | Average$608 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$185 | Average$387 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$460 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$280 | Average$396 | FlexibilityNo cancel fee | On-timeN/A |