SAN - ORD

$123 Find Cheap Flights from San Diego to Chicago O'Hare Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$246
Typical prices: $239-$403
Frontier
Mon 12/3Sat 12/15
SAN - ORD • 1 stop
Cheapest non-stop
$249
Typical prices: $239-$406
American Airlines
Wed 10/10Wed 10/10
SAN - ORD • Non-stop
Advice from real travelers
United Economy Plus adds up to 6 inches more legroom than standard economy.
AA Main Cabin Extra adds early boarding and drinks; Wi-Fi includes 20 free minutes.
Expert advice
+1
Expert advice
+1
Nonstop flights
You can fly direct with American Airlines, United Airlines and Alaska Airlines. Average duration is 4h 18m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 93% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 18 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $250 (round-trip)
Shortest trip • 7h 04m (one-way)
Insights
Insights
Start a new search
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We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from San Diego to O'Hare Intl (SAN-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Diego to O'Hare Intl

Thu, Dec 3 - Tue, Dec 15
Frontier Logo
6:25 am - 7:22 pmSAN  San Diego-ORD Chicago O'Hare Intl
10h 57m1 stop Denver Intl
Frontier Logo
8:43 pm - 3:46 pmORD  Chicago O'Hare Intl-SAN San Diego
21h 03m1 stop Denver Intl
$246Frontier
Wed, Oct 28 - Fri, Oct 30
Frontier Logo
6:25 am - 12:21 amSAN  San Diego-ORD Chicago O'Hare Intl
15h 56m1 stop Denver Intl
Frontier Logo
6:30 am - 11:57 pmORD  Chicago O'Hare Intl-SAN San Diego
19h 27m1 stop Denver Intl
$246Frontier
Sat, Oct 3 - Sat, Oct 10
Multiple Airlines Logo
6:25 am - 12:23 amSAN  San Diego-ORD Chicago O'Hare Intl
15h 58m1 stop Denver Intl
Multiple Airlines Logo
7:20 am - 9:56 amORD  Chicago O'Hare Intl-SAN San Diego
4h 36mnonstop
$246Multiple Airlines
Thu, Oct 22 - Sat, Oct 24
Multiple Airlines Logo
8:34 pm - 5:16 amSAN  San Diego-ORD Chicago O'Hare Intl
6h 42m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
7:20 am - 9:56 amORD  Chicago O'Hare Intl-SAN San Diego
4h 36mnonstop
$248Multiple Airlines
Sat, Oct 3 - Sat, Oct 10
Alaska Airlines Logo
12:35 pm - 6:53 pmSAN  San Diego-ORD Chicago O'Hare Intl
4h 18mnonstop
Alaska Airlines Logo
7:20 am - 9:56 amORD  Chicago O'Hare Intl-SAN San Diego
4h 36mnonstop
$249Alaska Airlines
Sat, Oct 24 - Sat, Oct 31
Alaska Airlines Logo
7:00 am - 1:25 pmSAN  San Diego-ORD Chicago O'Hare Intl
4h 25mnonstop
Alaska Airlines Logo
2:21 pm - 5:01 pmORD  Chicago O'Hare Intl-SAN San Diego
4h 40mnonstop
$255Alaska Airlines
Wed, Oct 7 - Wed, Oct 14
American Airlines Logo
6:18 am - 12:45 pmSAN  San Diego-ORD Chicago O'Hare Intl
4h 27mnonstop
American Airlines Logo
7:00 pm - 9:34 pmORD  Chicago O'Hare Intl-SAN San Diego
4h 34mnonstop
$257American Airlines
Tue, Oct 13 - Sat, Oct 24
American Airlines Logo
10:40 pm - 4:49 amSAN  San Diego-ORD Chicago O'Hare Intl
4h 09mnonstop
American Airlines Logo
4:45 pm - 7:18 pmORD  Chicago O'Hare Intl-SAN San Diego
4h 33mnonstop
$257American Airlines
Tue, Oct 13 - Wed, Oct 28
United Airlines Logo
6:40 am - 1:01 pmSAN  San Diego-ORD Chicago O'Hare Intl
4h 21mnonstop
United Airlines Logo
4:00 pm - 6:34 pmORD  Chicago O'Hare Intl-SAN San Diego
4h 34mnonstop
$257United Airlines
Tue, Oct 6 - Wed, Oct 7
United Airlines Logo
6:40 am - 1:01 pmSAN  San Diego-ORD Chicago O'Hare Intl
4h 21mnonstop
United Airlines Logo
4:10 pm - 6:40 pmORD  Chicago O'Hare Intl-SAN San Diego
4h 30mnonstop
$257United Airlines
Booking Insights

Price, demand and travel trends for San Diego to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from San Diego to Chicago O'Hare Intl Airport with more confidence.

How much is a round-trip flight from San Diego to Chicago O'Hare Intl Airport?

Round-trip flights from San Diego to Chicago O'Hare Intl Airport start at $246. Prices are typical for this route right now, with typical round-trip fares ranging from $239 to $403. The lowest price found in the past 5 days was $246 on Frontier.

What's the cheapest day of the week to fly from San Diego to Chicago O'Hare Intl Airport?

Saturday is the cheapest day of the week to fly from San Diego to Chicago O'Hare Intl Airport, it is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 12% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from San Diego to Chicago O'Hare Intl Airport?

  • February is the cheapest month to fly from San Diego to Chicago O'Hare Intl Airport at $234 round-trip.
  • July ($376) and June ($369) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 60% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from San Diego to Chicago O'Hare Intl Airport the cheapest?

Flights from San Diego to Chicago O'Hare Intl Airport are cheapest 18 weeks before departure. Booking in this window typically costs about 42% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from San Diego to O'Hare Intl

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Brandon Schultz

Brandon Schultz

Expert on SAN

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Key details for San Diego to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

$122
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Diego to Chicago O'Hare Intl Airport

When to book flights from San Diego to O'Hare Intl

Are your dates flexible? Find out the best times to travel from San Diego to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from San Diego to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from San Diego to O'Hare Intl 
CupcakeFlew with Alaska Airlines-Apr 2026
Please bring a water bottle for hydration during the flight.
RodFlew with United Airlines-Sep 2024
Yes! Don’t reserve a flight with less than 1 1/2 hour connection time or you have a good possibility of missing your connection.

Your San Diego to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What are the transfer options between terminals at Chicago O’Hare Airport?

    ORD, Chicago’s primary hub, is organized into four terminals (Terminals 1, 2, 3, and 5). You can get across all terminals with either airport shuttles or the ATS train. ORD terminals are linked to Parking Lot 5 by shuttle buses, whereas the Main Parking Garage, the Hilton Hotel, Shuttle Centre on Level 1, and the domestic terminals (Terminals 1, 2, and 3) are linked by the Pedestrian Tunnel Level.

  • Are pets allowed in Chicago O’Hare International Airport (ORD)?

    If you can’t bear to go on your trip to ORD without your pet companion, ORD is welcoming to four-legged companions. The airport features six pet relief zones: the multi-modal facility and the lower levels of Terminals 1, 2, and 5 are your outdoor alternatives, while the Indoor alternatives are available in the Rotunda Area, Terminal 3. ORD's pet policy, like most airports, requires all dogs to be kenneled while in the airport.

  • Which facilities are in San Diego International Airport for passengers traveling with youngsters?

    Lactating moms with flight tickets from San Diego to Chicago O’Hare Airport can take advantage of the three nursing rooms located after security in Terminals 1 and 2, which feature amenities like soothing lighting, cozy lighting, electrical outlets, and washing stations. Older kids will appreciate behind-the-scenes tours of the airport and the walled-off breeding area for the nearly extinct California Least Tern.

  • Where can I park at San Diego International Airport (SAN)?

    Arrive at Chicago O’Hare Airport stress-free with the knowledge that your car will be taken care of at San Diego Airport. Short-term parking is conveniently accessible from the Terminal 1 Parking Lot and Terminal 2 Parking Plaza. Long-term parking is cheaper than short-term and is found at the Long-term Lot on Harbor Drive. Passengers will have to board an airport shuttle bus to the airport premises. Access the airport’s Economy Lot off Pacific Highway for the most pocket-friendly pricing.

  • Which airlines offer extra legroom and free seat selection on San Diego to Chicago O'Hare Intl Airport flights?

    Among airlines operating San Diego to Chicago O'Hare Intl Airport flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • Alaska Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from San Diego to Chicago O'Hare Intl Airport?

    3 airlines operate flights between San Diego and Chicago O'Hare Intl Airport. The airlines offering nonstop flights on this route include:

    • American Airlines
    • United Airlines
    • Alaska Airlines

  • Which airports can I use when flying from San Diego to Chicago O'Hare Intl Airport?

    Flights from San Diego to Chicago O'Hare Intl Airport usually depart from San Diego (SAN) and arrive at Chicago O'Hare Intl (ORD).

  • Which airlines include bags at no extra cost on San Diego to Chicago O'Hare Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Alaska Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from San Diego to Chicago O'Hare Intl Airport?

    Four cabin classes are available on flights from San Diego to Chicago O'Hare Intl Airport:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from San Diego to Chicago O'Hare Intl Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $250 round-trip via Las Vegas Harry Reid Intl (LAS), compared to $327 for nonstop.

  • What is the standard checked-bag allowance on flights from San Diego to Chicago O'Hare Intl Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from San Diego to Chicago O'Hare Intl Airport?

    The Airbus A321-100/200 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

  • Which airports do connecting flights from San Diego to Chicago O'Hare Intl Airport pass through?

    One-stop flights from San Diego to Chicago O'Hare Intl Airport most commonly connect through:

    • Denver Intl (DEN) - 52% of one-stop connections
    • Phoenix Sky Harbor Intl (PHX) - 19% of one-stop connections
    • Dallas/Fort Worth (DFW) - 13% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 12% of one-stop connections

    Denver Intl (DEN) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from San Diego to Chicago O'Hare Intl Airport?

    On the San Diego to Chicago O'Hare Intl Airport route, being flexible with your departure day can save you up to 18%. Saturday is the cheapest day at $300 round-trip on average, while Sunday is the most expensive at $363: a $63 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • At what point is a flight considered delayed from San Diego to Chicago O'Hare Intl Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the San Diego to Chicago O'Hare Intl Airport route, 10% of flights were delayed in the past 3 months, with delays averaging 2 hours 55 minutes.

  • How are flight departures from San Diego to Chicago O'Hare Intl Airport spread across the day?

    Morning is the busiest departure period on San Diego to Chicago O'Hare Intl Airport flights, with 47% of flights leaving in that window. Afternoon departures account for 31%, night flights for 15%, and evening flights for 7%.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

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

    These are the earliest and latest flight times available from San Diego to Chicago O'Hare Intl Airport:

    • Earliest: departs at 6:15 am and lands at 10:33 am
    • Latest: departs at 10:56 pm and lands at 3:14 am.

    The flight takes about 4h 18m.

  • How expensive are last-minute San Diego to Chicago O'Hare Intl Airport flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 40% above the route average of $324. Book 18 weeks before departure for the lowest fares.

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

    A nonstop flight from San Diego to Chicago O'Hare Intl Airport takes 4h 18m, covering 1,719 miles.

  • Do I need a passport to fly from San Diego to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from San Diego to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $246 to $2,301. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from San Diego to Chicago O'Hare Intl Airport looking right now?

    One-way fares from San Diego to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $129, which is 33% below the typical average for this route.

  • How does United Airlines’s on-time performance compare to other airlines on San Diego to Chicago O'Hare Intl Airport flights?

    United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on San Diego to Chicago O'Hare Intl Airport flights are:

    • United Airlines: 93% on time
    • American Airlines: 89% on time
    • Alaska Airlines: 88% on time

    Overall, flights on this route are on time 90% of the time on average.

  • How do delay rates compare for morning and evening flights from San Diego to Chicago O'Hare Intl Airport?

    Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from San Diego to Chicago O'Hare Intl Airport?

    Flying via Los Angeles Los Angeles (LAX) gives the shortest average 1-stop total travel time at 7h 04m, compared with 8h 20m via Phoenix Sky Harbor Intl (PHX) and 9h 40m via Dallas/Fort Worth (DFW).

  • What is the time difference between San Diego and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 2 hours ahead of San Diego (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • How much should I expect to pay for a San Diego to Chicago O'Hare Intl Airport flight?

    Round-trip flights from San Diego to Chicago O'Hare Intl Airport range from $239 to $403, with an average of $324 over the past 12 months. Anything below $239 counts as a good deal.

  • Which airlines offer Wi-Fi on San Diego to Chicago O'Hare Intl Airport flights?

    Three airlines offer in-flight Wi-Fi on San Diego to Chicago O'Hare Intl Airport flights:

    • • American Airlines
    • • Alaska Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking San Diego to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $300 - about $63 less than Sunday (17% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 18 weeks before you fly. On this route, that window historically saves about 42% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your San Diego to Chicago O'Hare Intl Airport trip for February. Fares historically average $234 round-trip in that month - typically $142 less than the most expensive month, which is July (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 93% of United Airlines flights from San Diego to Chicago O'Hare Intl Airport arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 90%. When flights on this route do arrive late, the average delay is 2 hours 55 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Las Vegas Harry Reid Intl Airport (LAS) can be cheaper than flying direct. The cheapest layover option averages $250 round-trip on this route - about $77 less than direct flights (based on the last 12 months).
  • Passengers looking for directions or information about San Diego International Airport (SAN) can go to the information center housed in the Baggage Claim of both Terminals. Alternatively, you may approach one of the airport’s personnel wearing green polo shirts found throughout the terminals.
  • Flights with a single stop from San Diego to Chicago O’Hare International Airport (ORD) are eco-friendlier and cheaper than direct and double-stop flights. Roughly 798 kg of carbon is released per person on this trip. You can book a flight with either Frontier or Spirit Airlines if you wish to fly more sustainably. The airlines emit 52% and 47% less carbon, respectively.
  • The bus from downtown to SAN is the most convenient transit option. The journey by Metropolitan Transit System bus takes around 15 minutes from the city center to the airport, stopping at Terminals 1 and 2. Other travel options include airport shuttles and taxis.
  • The Hilton Chicago O’Hare Airport Hotel, opposite Terminal 2 of ORD, is accessible via the Pedestrian Tunnel Level and is a good alternative to retreat after your flight from San Diego.
  • To rejuvenate after a long day of traveling, retreat to either the Swissport Lounge between Gates M8 and M7, Terminal 5, or the United Club in Concourse C. The lounges have rejuvenating showers and beverages.

Prefer to fly direct from San Diego to Chicago O'Hare Airport?

 
Find which airlines fly direct from San Diego Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

San Diego to Chicago O'Hare Intl

Monday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Tuesday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Wednesday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Thursday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Friday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Saturday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Sunday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

See more direct flights

Direct returns

Chicago O'Hare Intl to San Diego

Monday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Tuesday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Wednesday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Thursday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Friday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Saturday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

Sunday

Alaska Airlines,American Airlines,United Airlines

Alaska Airlines,American Airlines, +1 more

See more direct flights

More options for your flight from San Diego to O'Hare Intl

Complete your trip to Chicago with a hotel stay or car rental