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Flight tickets from Chicago to San Diego from ₹ 5,568

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Flight deals from Chicago to San Diego

Looking for a cheap last-minute deal or the best return flight from Chicago to San Diego? If you want to travel next month, return fares start from ₹ 17,189. Find the lowest prices on one-way and return tickets right here.
San Diego.₹ 5,568 per passenger.Departing Thu, 30 Apr.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 30 Apr, arriving in San Diego International.Price includes taxes and charges.From ₹ 5,568, select.
San Diego.₹ 5,669 per passenger.Departing Wed, 6 May.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 6 May, arriving in San Diego International.Price includes taxes and charges.From ₹ 5,669, select.
San Diego.₹ 8,829 per passenger.Departing Sat, 18 Apr.One-way flight with Hawaiian Airlines.Outbound direct flight with Hawaiian Airlines departs from Chicago O'Hare International on Sat, 18 Apr, arriving in San Diego International.Price includes taxes and charges.From ₹ 8,829, select.
San Diego.₹ 10,277 per passenger.Departing Tue, 16 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 16 Jun, arriving in San Diego International.Price includes taxes and charges.From ₹ 10,277, select.
San Diego.₹ 11,004 per passenger.Departing Sat, 6 Jun.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 6 Jun, arriving in San Diego International.Price includes taxes and charges.From ₹ 11,004, select.
San Diego.₹ 11,004 per passenger.Departing Wed, 6 May.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 6 May, arriving in San Diego International.Price includes taxes and charges.From ₹ 11,004, select.
San Diego.₹ 11,607 per passenger.Departing Mon, 17 Aug.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in San Diego International.Price includes taxes and charges.From ₹ 11,607, select.
San Diego.₹ 12,166 per passenger.Departing Sat, 25 Jul.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 25 Jul, arriving in San Diego International.Price includes taxes and charges.From ₹ 12,166, select.
San Diego.₹ 16,114 per passenger.Departing Wed, 1 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 1 Jul, arriving in San Diego International.Price includes taxes and charges.From ₹ 16,114, select.
San Diego.₹ 16,114 per passenger.Departing Sat, 22 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 22 Aug, arriving in San Diego International.Price includes taxes and charges.From ₹ 16,114, select.
San Diego.₹ 16,156 per passenger.Departing Sat, 19 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 19 Sep, arriving in San Diego International.Price includes taxes and charges.From ₹ 16,156, select.
San Diego.₹ 16,175 per passenger.Departing Fri, 2 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 2 Oct, arriving in San Diego International.Price includes taxes and charges.From ₹ 16,175, select.
San Diego.₹ 17,101 per passenger.Departing Thu, 26 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 26 Nov, arriving in San Diego International.Price includes taxes and charges.From ₹ 17,101, select.
San Diego.₹ 20,069 per passenger.Departing Thu, 26 Nov.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departs from Chicago O'Hare International on Thu, 26 Nov, arriving in San Diego International.Price includes taxes and charges.From ₹ 20,069, select.
San Diego.₹ 20,371 per passenger.Departing Mon, 28 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 28 Dec, arriving in San Diego International.Price includes taxes and charges.From ₹ 20,371, select.
San Diego.₹ 29,279 per passenger.Departing Mon, 28 Dec.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 28 Dec, arriving in San Diego International.Price includes taxes and charges.From ₹ 29,279, select.

Find the cheapest month to fly from Chicago to San Diego

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Diego flights are currently cheapest in April.
Apr
from ₹ 5,568
May
from ₹ 5,669
Jun
from ₹ 10,277
Jul
from ₹ 12,166
Aug
from ₹ 11,607
Sep
from ₹ 16,156
Oct
from ₹ 16,175
Nov
from ₹ 17,101
Dec
from ₹ 20,371
Jan
Find prices
Feb
Find prices
Mar
Find prices

Direct flights from Chicago to San Diego

Alternative Chicago to San Diego routes

Looking for the cheapest, fastest or easiest route from Chicago to San Diego? You could fly into the following airports instead.

San Diego International

4km from central San Diego
ClosestCheapest
from ₹ 5,568
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McClellan-Palomar

48km from central San Diego
Search flights

Chicago to San Diego: Flight information

The things to know before you go.
Cheapest flight found₹ 5,568
Cheapest month to flyApril
Average flight time4 hrs, 22 mins
Most popular airlineAmerican Airlines
Average flights per week1,388

Finding cheap flights from Chicago to San Diego: Frequently asked questions

There are 2 airports in San Diego: San Diego International and McClellan-Palomar.
The best price we found for a return flight from Chicago to San Diego is ₹ 14,903. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 22 minutes is the average flight time from Chicago to San Diego.
American Airlines, Southwest Airlines and United fly direct from Chicago to San Diego.
As of April 2026, there are 361 flights per week flying from Chicago to San Diego.
The cheapest month to fly from Chicago to San Diego is usually April.
If you're flying from Chicago, the cheapest airport near San Diego is San Diego International – which is 4.1 km away from the centre of San Diego. We've found flights into this airport from ₹ 14,903.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Diego on Monday, 27 April 2026.
Yes – the average flight time is 4 hours and 22 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Diego but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Diego is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 16°C. August is typically the warmest month in San Diego, when it usually averages around 28°C. You can expect the least rain in June. The coldest month is December, with temperatures averaging 10°C. The rainiest month is February.
The cheapest airline that flies to San Diego is Frontier Airlines. And the cheapest airline that flies to McClellan-Palomar Airport is Southwest Airlines.

Flying from Chicago to San Diego: what you need to know

  • Start planning your holiday by checking out the departure points for your flight from Chicago to San Diego. Explore your options for taking off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • San Diego International Airport (SAN) and McClellan-Palomar Airport (CLD) are the primary entry points to San Diego.

  • Around 4 hours 20 minutes is how long you can expect to be in the air on a direct Chicago to San Diego flight.

  • The timezone in San Diego is UTC-7, which is two hours behind Chicago.

  • The most popular route for flights from Chicago to San Diego is from O'Hare International Airport (ORD) to San Diego International Airport (SAN). There are 58 services every week between these two airports. If you'd like to get going as soon as possible, the earliest flight from ORD to SAN is the 06:48 American Airlines service. If you prefer to travel later, the final departure is at 21:33 with American Airlines.

  • To ensure you make it on your Chicago to San Diego flight, leave enough time to check in and find your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general rule to follow.

  • You'll likely experience longer queues in popular months such as August. Arriving up to four hours in advance for international flights and two hours for domestic departures will give you plenty of time for security and boarding.

How to find the cheapest flights from Chicago to San Diego

  • At the moment, ₹ 5,568 is the lowest price we've seen for a one-way ticket from Chicago to San Diego. The cheapest price for a return flight is ₹ 14,903. Remember fares may change due to demand at the time of booking.

  • Book two months before travelling. Pricing trends show that this is the ideal window for finding cheap Chicago to San Diego flights.

  • Organise your trip for May. That's the best month for scoring a great bargain on plane tickets from Chicago to San Diego. If you have flexibility with your dates, use the 'Whole month' tool to see the cheapest price across each month.

  • Stay on top of deals for cheap flights from Chicago to San Diego by creating a Price Alert. We'll send you an email or notification through the app when a new low fare is offered.

  • Tailor your flights using filters. Choose your preferred departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best' Chicago to San Diego flights.

Flying from Chicago

O'Hare International Airport (ORD)

  • If you're after a direct flight from Chicago to San Diego, you can leave from O'Hare International Airport (ORD). Fly from ORD to San Diego International Airport (SAN) in one continuous trip.

  • Lock in your Chicago to San Diego plane tickets with United Airlines. This carrier is a top pick for direct flights from ORD.

  • Located around 26 kilometres from the centre of Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport takes roughly 55 minutes.

  • Want an easy start to your travels? Stay near O'Hare International Airport. Whether you've booked an early flight from Chicago to San Diego or want to avoid feeling rushed, these hotels are just the thing:

  • 74.85% of flights that take off from O'Hare International Airport make it to their destination on time.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Consider booking your direct flight from Chicago to San Diego out of Chicago Midway International Airport (MDW). Nonstop services from MDW will take you to San Diego International Airport (SAN).

  • Book your direct Chicago to San Diego plane ticket with Southwest Airlines. This is one of the main carriers operating this route out of MDW.

  • MDW is around 14 kilometres from central Chicago. It'll take 20 minutes or so to get to the airport by car from the city centre. Public transport takes roughly 45 minutes.

  • It's your holiday, so why not spend an extra night away from home? Think about staying at one of these hotels near Chicago Midway International Airport the day before your flight from Chicago to San Diego:

  • When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival rate of 78%.

  • You'll find MDW at 5700 South Cicero.

Arriving in San Diego

San Diego International Airport (SAN)

  • San Diego International Airport (SAN) to central San Diego takes around 10 minutes by car. The centre is roughly 5 kilometres away.

  • It typically takes 20 minutes to get there when travelling by public transport.

  • Consider staying in a hotel close to SAN if you're coming in on a late flight from Chicago to San Diego. Settle into one of these options and skip the long transfer:

  • Get your adventure underway by picking up a San Diego International Airport rental car. Grab a set of wheels from Thrifty, Dollar or Budget to explore San Diego and beyond.

  • Reserving your ride from San Diego International Airport about two weeks in advance increases your chances of getting a good deal.

  • SAN is located at N Harbour Dr.

McClellan-Palomar Airport (CLD)

  • The centre of San Diego is about 48 kilometres from McClellan-Palomar Airport (CLD). Once your flight from Chicago to San Diego has hit the runway and you've made your way out of the airport, the drive should take about 40 minutes.

  • If you choose to travel on public transport, the ride to the centre takes 2 hours 15 minutes or so.

  • Forget about public transport timetables or long cab queues. Pick up a McClellan-Palomar Airport rental car and go in any direction that inspires you. Compare availability and rates from Budget, Hertz and Avis.

  • Lock in the vehicle you want, not just what's left, by booking your ride from CLD in advance. You'll also avoid last-minute price surges, especially when demand is high.

Best time to go to San Diego

  • July is the most popular month for flights from Chicago to San Diego. To steer clear of the crowds, visit San Diego in May.

  • When booking your Chicago to San Diego tickets, consider the kind of weather forecast you're hoping for. August is the warmest month in San Diego, with temperatures ranging from 17ºC to 28ºC.

  • Search for cheap flights from Chicago to San Diego in February if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 7ºC and 23ºC on average.

More about San Diego

  • Start your San Diego trip right by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to San Diego, check out our range of accommodation options including:

  • There are so many things to discover in this city it can be hard to figure out where to start. San Diego Zoo, USS Midway Museum and SeaWorld San Diego are popular attractions which should be on any well-planned San Diego itinerary.

Explore more of United States

  • San Diego has loads to offer, but there are so many other corners of United States you should also see. About 177 kilometres north-west of San Diego, a trip to Los Angeles will keep your itinerary packed. Start with attractions like Griffith Observatory, The Broad and La Brea Tar Pits & Museum.

  • Around 483 kilometres east of San Diego, Phoenix is another favourite stop in United States. Start your sightseeing at Desert Botanical Garden, Heard Museum and Papago Park.

More travel options

Plan the rest of your trip from Chicago to San Diego

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.