$140+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Sep 5 — Sep 121
Round-trip
1 adult, Economy
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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 January or February, booked 72 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from San Diego to O'Hare Intl
Cheapest
Best
Last-minute
One-way
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 August 6, 2026.
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 August 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/316:25 am -
1 stop29h 11m
Fri 9/49:20 pm -
2 stops24h 55m
Deal found 8/3![Frontier logo]()
$260
This Expedia deal was found by Cheapflights users on 8/3. 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 8/283:45 pm -
1 stop19h 51m
Sun 8/308:11 pm -
1 stop26h 03m
Deal found 8/3![Frontier logo]()
$261
This Orbitz deal was found by Cheapflights users on 8/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:35 pm -
1 stop8h 58m
Mon 10/126:50 am -
1 stop15h 58m
Deal found 8/4![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Fri 9/43:45 pm -
1 stop19h 51m
Tue 9/87:20 am -
Nonstop4h 40m
Deal found 8/3![Multiple Airlines logo]()
$263
This Frontier deal was found by Cheapflights users on 8/2. 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.
Sun 8/166:35 am -
1 stop11h 52m
Tue 8/252:41 pm -
1 stop11h 10m
Deal found 8/2![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/96:25 am -
1 stop15h 58m
Sun 9/138:55 pm -
2 stops38h 48m
Deal found 8/2![Frontier logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 9/256:25 am -
1 stop15h 58m
Sat 9/266:30 am -
1 stop11h 28m
Deal found 8/4![Frontier logo]()
$266
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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 9/51:03 pm -
Nonstop4h 18m
Tue 9/222:18 pm -
Nonstop4h 37m
Deal found 8/3![Alaska Airlines logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 8/4. 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 9/57:03 am -
Nonstop4h 19m
Thu 9/172:18 pm -
Nonstop4h 37m
Deal found 8/4![Alaska Airlines logo]()
$268
This CheapTickets deal was found by Cheapflights users on 8/3. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:45 pm -
Nonstop4h 14m
Thu 9/247:20 am -
Nonstop4h 40m
Deal found 8/3![Alaska Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/183:45 pm -
1 stop19h 51m
Thu 9/101:01 pm -
1 stop6h 59m
Deal found 8/2![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/183:45 pm -
1 stop19h 51m
Tue 9/87:20 am -
Nonstop4h 40m
Deal found 8/2![Multiple Airlines logo]()
$271
Best flights from San Diego to O'Hare IntlDiscover carefully curated flight deals from San Diego to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
Discover carefully curated flight deals from San Diego to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Fri 11/136:15 am -
1 stop9h 22m
Tue 11/177:56 pm -
Nonstop4h 45m
Deal found 8/1![Alaska Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 10/36:40 am -
Nonstop4h 21m
Tue 10/68:50 am -
Nonstop4h 35m
Deal found 8/5![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:20 pm -
1 stop7h 36m
Sat 9/265:30 am -
1 stop7h 55m
Deal found 8/4![Delta logo]()
$299
This Alaska Airlines deal was found by Cheapflights users on 8/5. 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 10/1012:35 pm -
Nonstop4h 18m
Thu 10/157:49 pm -
Nonstop4h 38m
Deal found 8/5![Alaska Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/126:30 am -
1 stop6h 30m
Sat 9/127:45 pm -
Nonstop4h 25m
Deal found 8/5![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:00 pm -
1 stop6h 48m
Thu 9/108:55 am -
1 stop7h 14m
Deal found 8/6![Delta logo]()
$299
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 8/318:33 pm -
1 stop13h 34m
Thu 9/32:18 pm -
Nonstop4h 37m
Deal found 8/2![Alaska Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Tue 12/1512:45 pm -
1 stop6h 28m
Tue 12/227:00 am -
Nonstop4h 35m
Deal found 8/4![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:29 am -
1 stop9h 12m
Fri 9/411:22 am -
1 stop8h 52m
Deal found 8/3![Delta logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 8/5. 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 11/116:15 am -
1 stop9h 22m
Mon 11/167:56 pm -
Nonstop4h 45m
Deal found 8/5![Alaska Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Fri 9/182:15 pm -
Nonstop4h 21m
Mon 9/217:05 am -
Nonstop4h 27m
Deal found 8/5![United Airlines logo]()
$308
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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 10/146:15 am -
1 stop10h 05m
Tue 10/277:20 am -
Nonstop4h 36m
Deal found 8/3![Alaska Airlines logo]()
$307
Last-minute flights from San Diego to O'Hare IntlDiscover last-minute flight deals from San Diego to O'Hare Intl. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to O'Hare Intl. Data last updated August 6, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/2. 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.
Sun 8/166:35 am -
1 stop11h 52m
Tue 8/252:41 pm -
1 stop11h 10m
Deal found 8/2![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/183:45 pm -
1 stop19h 51m
Thu 9/101:01 pm -
1 stop6h 59m
Deal found 8/2![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/183:45 pm -
1 stop19h 51m
Tue 9/87:20 am -
Nonstop4h 40m
Deal found 8/2![Multiple Airlines logo]()
$271
This Expedia deal was found by Cheapflights users on 8/3. 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 8/283:45 pm -
1 stop19h 51m
Sun 8/308:11 pm -
1 stop26h 03m
Deal found 8/3![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/316:25 am -
1 stop29h 11m
Fri 9/49:20 pm -
2 stops24h 55m
Deal found 8/3![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Fri 9/43:45 pm -
1 stop19h 51m
Tue 9/87:20 am -
Nonstop4h 40m
Deal found 8/3![Multiple Airlines logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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 9/51:03 pm -
Nonstop4h 18m
Tue 9/222:18 pm -
Nonstop4h 37m
Deal found 8/3![Alaska Airlines logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 8/4. 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 9/57:03 am -
Nonstop4h 19m
Thu 9/172:18 pm -
Nonstop4h 37m
Deal found 8/4![Alaska Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/96:25 am -
1 stop15h 58m
Sun 9/138:55 pm -
2 stops38h 48m
Deal found 8/2![Frontier logo]()
$265
This Frontier deal was found by Cheapflights users on 8/4. 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.
Fri 9/119:03 pm -
1 stop6h 35m
Mon 9/141:01 pm -
1 stop6h 59m
Deal found 8/4![Frontier logo]()
$262
This CheapTickets deal was found by Cheapflights users on 8/3. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:45 pm -
Nonstop4h 14m
Thu 9/247:20 am -
Nonstop4h 40m
Deal found 8/3![Alaska Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 9/256:25 am -
1 stop15h 58m
Sat 9/266:30 am -
1 stop11h 28m
Deal found 8/4![Frontier logo]()
$266
One-way flights from San Diego to O'Hare IntlSearch for one-way flight options from San Diego to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
Search for one-way flight options from San Diego to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/6. 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.
Mon 9/75:45 pm -
Nonstop4h 14m
Deal found 8/6![Alaska Airlines logo]()
$140
This Frontier deal was found by Cheapflights users on 8/5. 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.
Sun 11/19:14 am -
1 stop13h 11m
Deal found 8/5![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 10/66:25 am -
2 stops29h 52m
Deal found 8/5![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/247:04 pm -
2 stops27h 41m
Deal found 8/5![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/177:04 pm -
2 stops32h 34m
Deal found 8/4![Frontier logo]()
$144
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Tue 9/112:41 pm -
1 stop6h 49m
Deal found 8/6![United Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 11/78:32 pm -
1 stop23h 03m
Deal found 8/5![Frontier logo]()
$146
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:35 am -
1 stop7h 25m
Deal found 8/3![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/216:25 am -
1 stop25h 36m
Deal found 8/3![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 8/2. 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.
Wed 8/126:35 am -
1 stop7h 25m
Deal found 8/2![Frontier logo]()
$149
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/28:45 am -
1 stop7h 47m
Deal found 8/6![United Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Fri 10/237:13 pm -
2 stops23h 12m
Deal found 8/5![Frontier logo]()
$151
Find 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 August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $260 (Kiwi.com) |
One-way from | $140 (Alaska Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $342 |
Good round-trip deal | $340 or less |
Good one-way deal | $204 or less |
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 August 6, 2026.
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
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Fri 11/13
6:15 am-5:37 pm
1 stop9h 22m
Chicago O'Hare Intl
Tue 11/17
7:56 pm-10:41 pm
Nonstop4h 45m
$277
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Sat 10/3
6:40 am-1:01 pm
Nonstop4h 21m
Chicago O'Hare Intl
Tue 10/6
8:50 am-11:25 am
Nonstop4h 35m
$279
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Sat 10/10
12:35 pm-6:53 pm
Nonstop4h 18m
Chicago O'Hare Intl
Thu 10/15
7:49 pm-10:27 pm
Nonstop4h 38m
$279
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Sat 9/12
6:30 am-3:00 pm
1 stop6h 30m
Chicago O'Hare Intl
Sat 9/12
7:45 pm-10:10 pm
Nonstop4h 25m
$289
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Mon 8/31
8:33 pm-12:07 pm
1 stop13h 34m
Chicago O'Hare Intl
Thu 9/3
2:18 pm-4:55 pm
Nonstop4h 37m
$292
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Wed 11/11
6:15 am-5:37 pm
1 stop9h 22m
Chicago O'Hare Intl
Mon 11/16
7:56 pm-10:41 pm
Nonstop4h 45m
$298
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Thu 9/24
10:20 pm-7:56 am
1 stop7h 36m
Chicago O'Hare Intl
Sat 9/26
5:30 am-11:25 am
1 stop7h 55m
$299
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Tue 9/1
3:00 pm-11:48 pm
1 stop6h 48m
Chicago O'Hare Intl
Thu 9/10
8:55 am-2:09 pm
1 stop7h 14m
$299
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Tue 12/15
12:45 pm-9:13 pm
1 stop6h 28m
Chicago O'Hare Intl
Tue 12/22
7:00 am-9:35 am
Nonstop4h 35m
$306
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Wed 10/14
6:15 am-6:20 pm
1 stop10h 05m
Chicago O'Hare Intl
Tue 10/27
7:20 am-9:56 am
Nonstop4h 36m
$307
Showing 1-10 of 24 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
SAN-ORD
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?
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 71 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, January is the cheapest month in which you can book a flight from San Diego to Chicago O'Hare Intl Airport (average of $247). Flying from San Diego to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $388). 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 August 6, 2026.
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 26% on the flight price compared to flying at noon, 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 August 1, 2026.
Travelers seeking maximum savings on their San Diego to Chicago O'Hare Intl Airport flight should consider departing on Thursday 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 10% of weekly flights between San Diego and Chicago have experienced delays in the past year, with the average delay time being 186 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?
Tuesday tends to have the lowest number of delays on this route, whereas Friday 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, United Airlines have had the lowest number of delays on this route, with just 7% of flights being delayed.
The best insider tips for San Diego to Chicago O'Hare Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your San Diego to Chicago O'Hare Intl Airport trip
Our travel experts
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 August 6, 2026.
Read through reviews of airlines operating flights from San Diego to Chicago O'Hare Intl Airport, such as Alaska Airlines,Hawaiian Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Overall
7.9
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
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 locationsBenton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Oak Brook
Oakbrook Terrace
Delavan
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Rockford
Aurora
Racine
Great Lakes
Janesville
Joliet
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 6, 2026.
San Diego and O'Hare Intl flights
Browse other San Diego and O'Hare Intl flight options. Last updated on August 6, 2026.
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Top 5 airlines flying from San Diego to O'Hare Intl
Discover the top 5 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 August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$253 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$181 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$156 | Average$322 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$159 | Average$348 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$173 | Average$362 | FlexibilityNo cancel fee | On-time69% |