Plan to arrive at SAN at least two hours early, especially during peak times, to avoid stress from traffic congestion.
$86+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Dec 9 — Dec 161
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 October or September, booked 72 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 November 9, 2025.
Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $153 (Alaska Airlines) |
One-way from | $86 (Southwest) |
Popular in | March |
Cheapest in | October |
Average price | $333 |
Good round-trip deal | $260 or less |
Good one-way deal | $135 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 November 9, 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 November 9, 2025.
This Alaska Airlines deal was found by Cheapflights users on 11/8. 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.
Wed 12/105:53 pmSAN - ORD
Nonstop3h 57mAlaska Airlines
Sat 12/138:55 amORD - SAN
Nonstop4h 27mAlaska Airlines
Deal found 11/8![Alaska Airlines logo]()
$153
This Alaska Airlines deal was found by Cheapflights users on 11/8. 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.
Sat 12/68:00 amSAN - ORD
Nonstop4h 09mAlaska Airlines
Tue 12/98:55 amORD - SAN
Nonstop4h 27mAlaska Airlines
Deal found 11/8![Alaska Airlines logo]()
$155
This Alaska Airlines deal was found by Cheapflights users on 11/8. 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.
Wed 12/35:53 pmSAN - ORD
Nonstop3h 57mAlaska Airlines
Sat 12/63:05 pmORD - SAN
Nonstop4h 28mAlaska Airlines
Deal found 11/8![Alaska Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Sat 12/205:31 pmSAN - ORD
Nonstop4h 28mAlaska Airlines
Sat 1/38:58 pmORD - SAN
Nonstop4h 46mAlaska Airlines
Deal found 11/8![Alaska Airlines logo]()
$158
This Expedia deal was found by Cheapflights users on 11/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:45 pmSAN - ORD
Nonstop4h 09mMultiple Airlines
Fri 12/123:24 pmORD - SAN
1 stop10h 35mMultiple Airlines
Deal found 11/9![Multiple Airlines logo]()
$160
This eDestinos deal was found by Cheapflights users on 11/9. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:05 amSAN - ORD
Nonstop4h 32mMultiple Airlines
Fri 1/97:51 pmORD - SAN
1 stop28h 55mMultiple Airlines
Deal found 11/9![Multiple Airlines logo]()
$161
This Expedia deal was found by Cheapflights users on 11/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:45 amSAN - ORD
1 stop13h 22mMultiple Airlines
Mon 12/83:05 pmORD - SAN
Nonstop4h 28mMultiple Airlines
Deal found 11/8![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Thu 12/258:05 amSAN - ORD
Nonstop4h 32mAlaska Airlines
Thu 1/18:39 amORD - SAN
Nonstop4h 48mAlaska Airlines
Deal found 11/9![Alaska Airlines logo]()
$164
This Alaska Airlines deal was found by Cheapflights users on 11/9. 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.
Tue 12/91:45 pmSAN - ORD
Nonstop4h 09mAlaska Airlines
Sun 12/143:05 pmORD - SAN
Nonstop4h 28mAlaska Airlines
Deal found 11/9![Alaska Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Wed 12/31:45 pmSAN - ORD
Nonstop4h 09mAlaska Airlines
Mon 12/88:59 pmORD - SAN
Nonstop4h 28mAlaska Airlines
Deal found 11/9![Alaska Airlines logo]()
$166
This Expedia deal was found by Cheapflights users on 11/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:45 amSAN - ORD
1 stop13h 22mMultiple Airlines
Sun 12/73:05 pmORD - SAN
Nonstop4h 28mMultiple Airlines
Deal found 11/9![Multiple Airlines logo]()
$168
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 November 9, 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 12/4
8:00 am-2:09 pm
Nonstop4h 09m
Chicago O'Hare Intl
Tue 12/9
8:55 am-11:22 am
Nonstop4h 27m
$165
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 1/6
8:05 am-2:37 pm
Nonstop4h 32m
Chicago O'Hare Intl
Thu 1/15
3:44 pm-6:26 pm
Nonstop4h 42m
$167
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 1/30
8:00 am-2:29 pm
Nonstop4h 29m
Chicago O'Hare Intl
Mon 2/2
3:49 pm-6:31 pm
Nonstop4h 42m
$177
San DiegoChicago
SAN - ORD
SANORD
San Diego
Mon 12/15
8:00 am-2:09 pm
Nonstop4h 09m
Chicago O'Hare Intl
Thu 1/1
8:39 am-11:27 am
Nonstop4h 48m
$177
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 1/30
5:10 pm-11:37 pm
Nonstop4h 27m
Chicago O'Hare Intl
Sun 2/1
9:00 am-11:43 am
Nonstop4h 43m
$177
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 1/6
8:05 am-2:37 pm
Nonstop4h 32m
Chicago O'Hare Intl
Sun 1/18
8:00 am-5:20 pm
1 stop11h 20m
$197
San DiegoChicago
SAN - ORD
SANORD
San Diego
Sat 12/13
5:53 pm-11:50 pm
Nonstop3h 57m
Chicago O'Hare Intl
Tue 12/16
8:00 am-4:57 pm
1 stop10h 57m
$198
San DiegoChicago
SAN - ORD
SANORD
San Diego
Wed 12/10
5:53 pm-11:50 pm
Nonstop3h 57m
Chicago O'Hare Intl
Thu 12/11
10:00 am-4:57 pm
1 stop8h 57m
$198
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 12/9
5:53 pm-11:50 pm
Nonstop3h 57m
Chicago O'Hare Intl
Sun 12/14
6:00 am-12:47 pm
1 stop8h 47m
$205
San DiegoChicago
SAN - ORD
SANORD
San Diego
Thu 12/11
9:34 am-10:30 pm
1 stop10h 56m
Chicago O'Hare Intl
Mon 12/15
8:59 pm-11:27 pm
Nonstop4h 28m
$210
Showing 1-10 of 23 results
Compare providers for flights from San Diego to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to O'Hare Intl in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Chicago O'Hare Intl Airport flights, users find the pricing of Justfly.com to be most consistent on Cheapflights vs. Justfly.com Users can find the same prices on San Diego-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Justfly.com >95% of the time. Price accuracy is based on data collected from San Diego-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Diego-Chicago O'Hare Intl Airport flights, Cheapflights users trust Justfly.com the most. Justfly.com has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Diego-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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
Prices
Airlines
Delays
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 November 7, 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 72 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, February is the cheapest month in which you can book a flight from San Diego to Chicago O'Hare Intl Airport (average of $94). Flying from San Diego to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $173). 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 November 9, 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 50% 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 November 2, 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.
How often are flights from San Diego to Chicago delayed?
About 9% of weekly flights between San Diego and Chicago have experienced delays in the past year, with the average delay time being 167 minutes.
What is the most punctual flight time for San Diego to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Monday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on San Diego to Chicago flights?
Over the last year, Hawaiian Airlines have had the lowest number of delays on this route, with no flights being classified as delayed.
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
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 November 9, 2025.
Read through reviews of airlines operating flights from San Diego to Chicago O'Hare Intl Airport, such as Alaska Airlines, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
Overall
8.0
Entertainment
7.0
Boarding
8.1
Food
7.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
6.0
GoodHannah,Aug 2025
SFO - SAN
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
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Delavan
Elgin
Oak Brook
Elk Grove Village
Downers Grove
Rockford
Naperville
Orland Park
Bridgeview
Warrenville
Waukegan
Aurora
Racine
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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 7 airlines flying from San Diego to O'Hare Intl
Discover the top 7 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 November 9, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$110 | Average$206 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$119 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$197 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$139 | Average$262 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$168 | Average$367 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$200 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$368 | FlexibilityNo cancel fee | On-timeN/A |