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O'Hare Intl

$124+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
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

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Cheapflights Tip: The best prices from San Diego to Chicago O'Hare Intl are usually found in October or January, booked 61 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from San Diego to O'Hare Intl

Cheapest flights from San Diego to O'Hare Intl
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 May 10, 2026.

This Expedia deal was found by Cheapflights users on 5/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:29 pm
SAN
-
ORD
1 stop6h 59m
Frontier
Thu 8/139:57 pm
ORD
-
SAN
1 stop13h 08m
Frontier
Deal found 5/6$238
This Mytrip deal was found by Cheapflights users on 5/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:25 am
SAN
-
ORD
1 stop12h 27m
Frontier
Tue 8/117:15 am
ORD
-
SAN
1 stop15h 43m
Frontier
Deal found 5/6$239
This Frontier deal was found by Cheapflights users on 5/5. 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.
Tue 5/196:25 am
SAN
-
ORD
1 stop12h 07m
Frontier
Sat 5/309:37 pm
ORD
-
SAN
1 stop13h 05m
Frontier
Deal found 5/5$240
This Trip.com deal was found by Cheapflights users on 5/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:25 am
SAN
-
ORD
1 stop12h 07m
Multiple Airlines
Wed 5/279:00 am
ORD
-
SAN
Nonstop4h 37m
Multiple Airlines
Deal found 5/5$241
This Trip.com deal was found by Cheapflights users on 5/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:34 pm
SAN
-
ORD
Nonstop4h 16m
Multiple Airlines
Wed 6/109:48 pm
ORD
-
SAN
1 stop13h 21m
Multiple Airlines
Deal found 5/6$242
This WAYA deal was found by Cheapflights users on 5/6. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:37 am
SAN
-
ORD
1 stop8h 55m
Multiple Airlines
Sun 5/317:59 pm
ORD
-
SAN
Nonstop4h 37m
Multiple Airlines
Deal found 5/6$243
This Frontier deal was found by Cheapflights users on 5/5. 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.
Sat 7/188:29 pm
SAN
-
ORD
1 stop6h 59m
Frontier
Fri 7/249:28 am
ORD
-
SAN
1 stop11h 30m
Frontier
Deal found 5/5$244
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 7/79:53 pm
SAN
-
ORD
1 stop29h 35m
Frontier
Tue 7/149:57 pm
ORD
-
SAN
1 stop13h 08m
Frontier
Deal found 5/5$245
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:04 am
SAN
-
ORD
1 stop8h 39m
Frontier
Tue 7/77:15 am
ORD
-
SAN
1 stop15h 43m
Frontier
Deal found 5/6$246
This United Airlines deal was found by Cheapflights users on 5/10. 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 6/32:08 pm
SAN
-
ORD
Nonstop4h 20m
United Airlines
Tue 6/98:46 am
ORD
-
SAN
Nonstop4h 35m
United Airlines
Deal found 5/10$247
This American Airlines deal was found by Cheapflights users on 5/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:15 am
SAN
-
ORD
Nonstop4h 25m
American Airlines
Tue 6/96:59 pm
ORD
-
SAN
Nonstop4h 28m
American Airlines
Deal found 5/6$248
This Expedia deal was found by Cheapflights users on 5/8. 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.
Sat 5/309:37 am
SAN
-
ORD
1 stop8h 55m
Multiple Airlines
Tue 6/92:10 pm
ORD
-
SAN
Nonstop4h 38m
Multiple Airlines
Deal found 5/8$249

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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$238
(Expedia)

One-way from

$124
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$337

Good round-trip deal

$347 or less

Good one-way deal

$179 or less
Provider with most accurate pricing for San Diego-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Chicago O'Hare Intl flights.
Search Deals
From San Diego to Chicago O'Hare Intl
Search Deals
One-way flight from San Diego to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from San Diego to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from San Diego to Chicago O'Hare Intl.
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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 May 10, 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

Price

Cheapest round-trip

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 5/28

1:05 pm-11:55 pm

2 stops8h 50m

Chicago O'Hare Intl

Tue 6/2

10:30 am-6:25 pm

2 stops9h 55m

$308
Quickest round-trip

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 6/8

4:41 pm-10:59 pm

Nonstop4h 18m

Chicago O'Hare Intl

Mon 6/15

4:05 pm-6:30 pm

Nonstop4h 25m

$332

San DiegoChicago

SAN - ORD

SANORD

San Diego

Fri 9/18

7:00 am-1:22 pm

Nonstop4h 22m

Chicago O'Hare Intl

Sun 9/27

7:59 pm-10:36 pm

Nonstop4h 37m

$357

San DiegoChicago

SAN - ORD

SANORD

San Diego

Tue 7/7

12:40 pm-6:57 pm

Nonstop4h 17m

Chicago O'Hare Intl

Tue 7/14

8:20 pm-9:10 am

1 stop14h 50m

$357

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 7/27

12:40 pm-6:57 pm

Nonstop4h 17m

Chicago O'Hare Intl

Mon 8/17

6:20 am-8:54 am

Nonstop4h 34m

$357

San DiegoChicago

SAN - ORD

SANORD

San Diego

Tue 6/16

7:00 am-1:21 pm

Nonstop4h 21m

Chicago O'Hare Intl

Tue 6/16

7:59 pm-10:33 pm

Nonstop4h 34m

$357

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 8/1

7:00 am-1:21 pm

Nonstop4h 21m

Chicago O'Hare Intl

Mon 8/3

6:20 am-8:54 am

Nonstop4h 34m

$392

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 7/29

5:23 pm-11:36 pm

Nonstop4h 13m

Chicago O'Hare Intl

Mon 8/3

6:20 am-8:54 am

Nonstop4h 34m

$392

San DiegoChicago

SAN - ORD

SANORD

San Diego

Fri 10/9

5:51 pm-3:03 pm

1 stop19h 12m

Chicago O'Hare Intl

Mon 10/12

11:41 am-5:06 pm

1 stop7h 25m

$405

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sun 5/24

11:20 am-10:55 pm

2 stops9h 35m

Chicago O'Hare Intl

Sun 5/31

4:15 pm-10:35 pm

2 stops8h 20m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 22 resultsSorted by cheapest first
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3

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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?

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 60 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, October 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 June is currently the most expensive (average of $347). 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 May 10, 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 38% 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 May 9, 2026.

Travelers seeking maximum savings on their San Diego to Chicago O'Hare Intl Airport flight should consider departing on Saturday 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 much does it cost to fly round-trip from San Diego to Chicago O'Hare Intl Airport?

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
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Blane Bachelor

Blane Bachelor

Expert on SAN

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more

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 May 10, 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.
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Alaska Airlines
7.9
Good
12,348 reviews
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Hawaiian Airlines
7.8
Good
2,837 reviews
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
United Airlines
7.4
Good
9,694 reviews
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
American Airlines
7.1
Good
11,668 reviews
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Frontier
5.6
Fair
2,955 reviews
Alaska Airlines
7.9
Good
12,348 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Overall

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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.

  • What airport do you fly from for flights from San Diego to Chicago O'Hare Intl?

    For a flight from San Diego to Chicago O'Hare Intl, you will be flying from San Diego. San Diego (SAN) is just 2.6 mi from the center of the city. San Diego is the only San Diego airport and it handles 38 outbound flights to Chicago O'Hare Intl per day. 5 airlines have flights to Chicago O'Hare Intl from San Diego on a regular basis.

  • How long is the flight from San Diego to Chicago O'Hare Intl Airport?

    Departing from San Diego to Chicago O'Hare Intl Airport will take you 4h 18m. Airlines will cover a distance of 1719 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from San Diego to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Frontier ($117), Hawaiian Airlines ($139), and Alaska Airlines ($150) offers the cheapest pricing from San Diego to Chicago O'Hare Intl Airport. Frontier is currently priced 59% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from San Diego to Chicago O'Hare Intl Airport one-way?

    One-way options have recently been found by users for as low as $54 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $64 and Alaska Airlines from $78 one-way.

  • What are the most reliable airlines from San Diego to Chicago O'Hare Intl Airport?

    Consider Royal Jordanian (91%), Cathay Pacific (89%) or Qatar Airways (88%) when booking your flight. These represent the most reliable airlines when flying from San Diego to Chicago O'Hare Intl Airport.

  • What are the cheapest flights from San Diego to Chicago O'Hare Intl Airport?

    Looking for the cheapest flight from San Diego to Chicago O'Hare Intl Airport? While on average our users pay $927, our data indicates the cheapest price to be $129. The most popular route (San Diego - Chicago O'Hare Intl), is priced around $210.

  • Can I find deals for flights from San Diego to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on San Diego to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to O'Hare Intl.

  • Can I find deals for business class flights from San Diego to O'Hare Intl?

    Yes. Cheapflights offers flight deals from San Diego to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Diego to Chicago O'Hare Intl Airport?

    Currently, October 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 June is currently the most expensive (average of $347). 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.

See more FAQs

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 locations
Rosemont
Schaumburg
Naperville
Gurnee
Delavan
Oakbrook Terrace
Lake Geneva
Benton Harbor
Hoffman Estates
Downers Grove
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

Browse thousands of different options on Cheapflights for your next trip

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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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$117Average$213FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$139Average$197FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$150Average$292FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$157Average$303FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$166Average$348FlexibilityNo cancel feeOn-time69%

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