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O'Hare Intl

$78+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Chicago O'Hare Intl are usually found in September or August, 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 September 15, 2025.

Round-trip from

$141
(Southwest)

One-way from

$78
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$241

Good round-trip deal

$228 or less

Good one-way deal

$145 or less
From San Diego to Chicago O'Hare Intl
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One-way flight from San Diego to Chicago O'Hare Intl
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Highest demand for flights based on searches. 15% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from San Diego to Chicago O'Hare Intl.
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Price to beat on a one-way flight from San Diego to Chicago O'Hare Intl.
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Find 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 September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/12. 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.
Thu 10/231:35 pmSAN - ORD
1 stop6h 45mSouthwest
Wed 10/295:25 pmORD - SAN
1 stop6h 00mSouthwest
Deal found 9/12$141
This KAYAK deal was found by Cheapflights users on 9/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/45:19 pmSAN - ORD
Nonstop4h 40mAlaska Airlines
Tue 10/147:59 pmORD - SAN
Nonstop5h 00mAlaska Airlines
Deal found 9/12$145
This SmartFares deal was found by Cheapflights users on 9/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:10 amSAN - ORD
Nonstop4h 40mHawaiian Airlines
Tue 10/78:20 amORD - SAN
Nonstop5h 00mHawaiian Airlines
Deal found 9/12$146
This eDestinos deal was found by Cheapflights users on 9/14. 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.
Fri 10/3112:34 pmSAN - ORD
1 stop10h 41mFrontier
Mon 11/36:00 amORD - SAN
1 stop7h 17mFrontier
Deal found 9/14$150
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/185:19 pmSAN - ORD
Nonstop4h 40mHawaiian Airlines
Sat 10/253:50 pmORD - SAN
Nonstop5h 00mHawaiian Airlines
Deal found 9/13$151
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/207:15 amSAN - ORD
1 stop24h 22mMultiple Airlines
Tue 9/3011:15 amORD - SAN
1 stop14h 19mMultiple Airlines
Deal found 9/11$152
This Hawaiian Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/218:10 amSAN - ORD
Nonstop4h 40mHawaiian Airlines
Wed 10/228:20 amORD - SAN
Nonstop5h 00mHawaiian Airlines
Deal found 9/14$153
This CheapOair deal was found by Cheapflights users on 9/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/29:03 pmSAN - ORD
1 stop24h 56mFrontier
Tue 10/77:15 amORD - SAN
1 stop18h 35mFrontier
Deal found 9/12$154
This Gotogate deal was found by Cheapflights users on 9/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:00 amSAN - ORD
1 stop24h 36mFrontier
Sat 10/257:05 amORD - SAN
1 stop28h 52mFrontier
Deal found 9/13$155
This Trip.com deal was found by Cheapflights users on 9/14. 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 10/292:24 pmSAN - ORD
1 stop7h 48mMultiple Airlines
Sat 11/19:20 amORD - SAN
Nonstop4h 25mMultiple Airlines
Deal found 9/14$156
This Trip.com deal was found by Cheapflights users on 9/12. 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 11/122:24 pmSAN - ORD
1 stop7h 48mMultiple Airlines
Sat 11/158:59 pmORD - SAN
Nonstop4h 20mMultiple Airlines
Deal found 9/12$157

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 September 15, 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

Wed 10/29

12:45 pm-6:59 pm

Nonstop4h 14m

Chicago O'Hare Intl

Tue 11/4

9:20 am-11:45 am

Nonstop4h 25m

$153

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 10/15

5:19 pm-11:59 pm

Nonstop4h 40m

Chicago O'Hare Intl

Tue 10/21

8:20 am-11:20 am

Nonstop5h 00m

$153

San DiegoChicago

SAN - ORD

SANORD

San Diego

Tue 10/21

5:19 pm-11:59 pm

Nonstop4h 40m

Chicago O'Hare Intl

Tue 10/28

9:20 am-11:45 am

Nonstop4h 25m

$165

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 11/12

5:49 pm-11:59 pm

Nonstop4h 10m

Chicago O'Hare Intl

Sat 11/15

8:59 pm-11:19 pm

Nonstop4h 20m

$165

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 10/18

5:19 pm-11:59 pm

Nonstop4h 40m

Chicago O'Hare Intl

Wed 10/22

8:20 am-11:20 am

Nonstop5h 00m

$165

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 10/4

8:10 am-2:50 pm

Nonstop4h 40m

Chicago O'Hare Intl

Sat 10/11

10:00 am-1:00 pm

Nonstop5h 00m

$165

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 11/12

2:50 pm-10:35 pm

1 stop5h 45m

Chicago O'Hare Intl

Sat 11/15

2:15 pm-9:45 pm

2 stops9h 30m

$168

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 10/4

4:07 pm-12:54 am

1 stop6h 47m

Chicago O'Hare Intl

Tue 10/14

7:20 am-9:40 am

Nonstop4h 20m

$171

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 10/8

8:10 am-2:50 pm

Nonstop4h 40m

Chicago O'Hare Intl

Sat 10/11

3:50 pm-6:50 pm

Nonstop5h 00m

$173

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 11/20

8:00 am-1:54 pm

Nonstop3h 54m

Chicago O'Hare Intl

Wed 11/26

3:51 pm-6:15 pm

Nonstop4h 24m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 24 results
1
2
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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
Airports
SAN

Plan to arrive at SAN at least two hours early, especially during peak times, to avoid stress from traffic congestion.

Read more about SANby Blane Bachelor
ORD

For a quick city connection from ORD, consider taking the 'L' train, which efficiently links the airport to downtown Chicago.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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

Blane Bachelor

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

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 September 12, 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, 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 September 15, 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 54% 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 September 14, 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 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 September 15, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,931 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Spirit Airlines
6.3
Okay
8,016 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,173 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 43 outbound flights to Chicago O'Hare Intl per day. 7 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 14m. Airlines will cover a distance of 1719 mi. All flights are typically nonstop.

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

    According to our current data, Spirit Airlines ($99), Frontier ($118), and Hawaiian Airlines ($137) offers the cheapest pricing from San Diego to Chicago O'Hare Intl Airport. Spirit Airlines is currently priced 73% 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 $83 on Alaska Airlines. Other airlines that offer cheap prices include United Airlines from $83 and Frontier from $83 one-way.

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

    Consider Royal Jordanian (85%), Austrian Airlines (84%) or United Airlines (84%) 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 $911, our data indicates the cheapest price to be $74. The most popular route (San Diego - Chicago O'Hare Intl), is priced around $126.

  • 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, 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.

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
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Orland Park
Oak Brook
Downers Grove
Naperville
Elk Grove Village
Evanston
Merrillville
Bridgeview
Warrenville

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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.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$99Average$179FlexibilityNo cancel feeOn-time65%
FrontierCheapest$118Average$199FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$137Average$197FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$139Average$303FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$167Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$208Average$455FlexibilityNo cancel feeOn-time69%
DeltaCheapest$267Average$390FlexibilityNo cancel feeOn-timeN/A

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