Question 1

Which is the best airline for flights from Chicago to San Diego, Southwest or Alaska Airlines?

Accepted Answer

The two airlines most popular with KAYAK users for flights from Chicago to San Diego are Southwest and Alaska Airlines. With an average price for the route of $325 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $318 and an overall rating of 7.9.

Question 2

How long does a flight from Chicago to San Diego take?

Accepted Answer

The duration of a nonstop flight to San Diego from Chicago is typically 4h 05m. The journey crosses a distance of 1,732 miles.

Question 3

How many flights are there between Chicago and San Diego per day?

Accepted Answer

Each day, there are between 15 and 17 nonstop flights that take off from Chicago and land in San Diego, with an average flight time of 4h 18m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 114 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Question 4

How many flights are there between Chicago and San Diego per day?

Accepted Answer

Each day, there are between 15 and 17 nonstop flights that take off from Chicago and land in San Diego, with an average flight time of 4h 18m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 114 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Question 5

What is the cheapest flight from Chicago to San Diego?

Accepted Answer

In the last 5 days, the lowest price for a flight from Chicago to San Diego was $159 for a one-way ticket and $275 for a round-trip.

Question 6

Do I need a passport to fly between Chicago and San Diego?

Accepted Answer

No, a passport isn't needed to fly from Chicago to San Diego. However, local authorities might ask for an official ID.

Question 7

Which airlines fly most frequently between Chicago and San Diego?

Accepted Answer

American Airlines connects Chicago to San Diego with 35 flights per week. United Airlines also offers 35 flights per week, while Southwest follows with 24 flights per week.

Question 8

Which airlines fly most frequently between Chicago and San Diego?

Accepted Answer

American Airlines connects Chicago to San Diego with 35 flights per week. United Airlines also offers 35 flights per week, while Southwest follows with 24 flights per week.

Question 9

What’s the cheapest day of the week to fly from Chicago to San Diego?

Accepted Answer

If you are looking for a flight deal from Chicago to San Diego, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from San Diego, Friday is the cheapest day to fly and Sunday is the most expensive.

Question 10

What’s the cheapest day of the week to fly from Chicago to San Diego?

Accepted Answer

If you are looking for a flight deal from Chicago to San Diego, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from San Diego, Friday is the cheapest day to fly and Sunday is the most expensive.

Question 11

Which airports will I be using when flying from Chicago to San Diego?

Accepted Answer

Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. San Diego is the only airport in San Diego. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

Question 12

What’s the earliest departure time from Chicago to San Diego?

Accepted Answer

Early birds can take the earliest flight from Chicago at 5:45 am and will be landing in San Diego at 7:50 am.

Question 13

What’s the latest departure time from Chicago to San Diego?

Accepted Answer

If you prefer to fly at night, the latest flight from Chicago to San Diego jets off at 9:38 pm and lands at 11:55 pm.

Question 14

Which airlines fly non-stop between Chicago and San Diego?

Accepted Answer

There are 6 airlines that fly nonstop from Chicago to San Diego. They are: Alaska Airlines, American Airlines, Frontier, Hawaiian Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $78 for a round-trip flight. On average, the best prices for this route can be found at Hawaiian Airlines.

Question 15

Which airlines fly non-stop between Chicago and San Diego?

Accepted Answer

There are 6 airlines that fly nonstop from Chicago to San Diego. They are: Alaska Airlines, American Airlines, Frontier, Hawaiian Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $78 for a round-trip flight. On average, the best prices for this route can be found at Hawaiian Airlines.

Question 16

Which airlines offer Wi-Fi service onboard planes from Chicago to San Diego?

Accepted Answer

American Airlines, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago to San Diego flight route.

Question 17

Which aircraft models fly most regularly from Chicago to San Diego?

Accepted Answer

The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to San Diego flight route.

Question 18

Which airline alliances offer flights from Chicago to San Diego?

Accepted Answer

SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and San Diego, with SkyTeam being the most commonly used for this route.

Question 19

On which days can I fly direct from Chicago to San Diego?

Accepted Answer

There are nonstop flights from Chicago to San Diego on a daily basis.

Question 20

Is there free Wi-Fi at O'Hare International Airport?

Accepted Answer

Unlimited free Wi-Fi is available at the O'Hare International Airport throughout all terminals. If you want to access the Wi-Fi, enable wireless connection on your device and connect to “_Free_ORD _Wi-Fi” or “Boingo Hotspot.”

Question 21

Are there nonstop flights from Chicago to San Diego?

Accepted Answer

For flights from Chicago to San Diego, there are several airlines that serve this route, including American Airlines and United Airlines. Both offer nonstop flights from the O'Hare International Airport to the San Diego International Airport. You can also find flights by Frontier, which flies through Denver International Airport (DEN), but it could take longer, so book through KAYAK to compare routes and find the best option.

Question 22

Where’s the chapel at O'Hare International Airport?

Accepted Answer

The O'Hare International Airport offers a chapel, a peaceful space in the busy airport you can use for prayers, liturgies, and worship. It’s equipped with prayer books, worship materials, rosaries, rugs, and Juma ablution facilities. The facility is in Terminal 2 Mezzanine level above Delta Air ticket counters next to USO.

Question 23

Are there lactation rooms at San Diego Airport?

Accepted Answer

Mothers can access three lactation rooms found in each terminal post-security. In Terminal 1 West, you can find the lactation rooms on the second level. The rooms in Terminal 1 East are near the security checkpoint, while in Terminal 2 West, they’re on the second level. Each of these rooms is equipped with electrical outlets, artwork, a handwashing station, soft lighting, comfortable seating, and a children’s seat.

Question 24

Are there hotels near the San Diego International Airport?

Accepted Answer

There are no hotels within the airport. The closest near the airport is the Sheraton Hotel & Marina, located at a 10min walking distance or 3min if you’re using the free hotel shuttle. The Hampton Inn & Suites is located about a mile away, a 5min drive from the terminal. You can also book the TownPlace Suites by Marriott, located at a 5min driving distance from the airport.

Question 25

What is the cheapest month to fly from Chicago to San Diego?

Accepted Answer

The cheapest month for flights from Chicago to San Diego is October, where tickets cost $240 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $365 and $357 respectively.

Question 26

What is the cheapest month to fly from Chicago to San Diego?

Accepted Answer

The cheapest month for flights from Chicago to San Diego is October, where tickets cost $240 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $365 and $357 respectively.

Question 27

How does KAYAK find such low prices on flights from Chicago to San Diego?

Accepted Answer

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Diego.

Question 28

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Diego?

Accepted Answer

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Diego from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

Question 29

What is the Hacker Fare option on flights from Chicago to San Diego?

Accepted Answer

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Diego with an airline and back to Chicago with another airline.

Question 30

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Diego?

Accepted Answer

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Diego from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Question 31

What is the cheapest layover airport when flying from Chicago to San Diego?

Accepted Answer

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $186.

Question 32

What is the most popular layover airport when flying from Chicago to San Diego?

Accepted Answer

Chicago (ORD) is the top choice – 30% of KAYAK users who clicked on 1-stop flights from Chicago to San Diego picked an itinerary connecting there.

Question 33

Which layover airport has the quickest connection when flying from Chicago to San Diego?

Accepted Answer

If you prefer a quick connection, Salt Lake City (SLC) often has the shortest layovers from Chicago to San Diego, with an average of 0h 46m.

Question 34

Which layover airport offers the shortest total travel time from Chicago to San Diego?

Accepted Answer

Consider flying via Salt Lake City (SLC) for the shortest journey. The average one-way travel time for flights connecting there is 6h 01m.

Question 35

Which cabin class options are there for flights between Chicago and San Diego?

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 36

Which cabin class options are there for flights between Chicago and San Diego?

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 37

Which airlines provide the cheapest flights from Chicago to San Diego?

Accepted Answer

In the past 5 days, the cheapest round-trip tickets from Chicago to San Diego were found on Frontier ($275) and Southwest ($277).

Question 38

Which airlines provide the cheapest flights from Chicago to San Diego?

Accepted Answer

In the past 5 days, the cheapest round-trip tickets from Chicago to San Diego were found on Frontier ($275) and Southwest ($277).

Question 39

What is the cheapest Chicago to San Diego flight route?

Accepted Answer

The cheapest return flight from Chicago to San Diego costs $228 on the route between Chicago Midway Airport (MDW) and San Diego (SAN). Over the past month, flights between Chicago O'Hare Intl Airport (ORD) and San Diego (SAN) were, on average, 3% cheaper than other Chicago-San Diego routes. This is also the most popular route.

Question 40

What is the cheapest Chicago to San Diego flight route?

Accepted Answer

The cheapest return flight from Chicago to San Diego costs $228 on the route between Chicago Midway Airport (MDW) and San Diego (SAN). Over the past month, flights between Chicago O'Hare Intl Airport (ORD) and San Diego (SAN) were, on average, 3% cheaper than other Chicago-San Diego routes. This is also the most popular route.

Question 41

How far in advance should I book a flight from Chicago to San Diego?

Accepted Answer

To get a below average price on the flight from Chicago to San Diego, you should book around 3 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Question 42

How far in advance should I book a flight from Chicago to San Diego?

Accepted Answer

To get a below average price on the flight from Chicago to San Diego, you should book around 3 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Question 43

Can I save money by flying with a layover from Chicago to San Diego?

Accepted Answer

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $337 on average.

Question 44

Can I save money by flying with a layover from Chicago to San Diego?

Accepted Answer

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $337 on average.

Question 45

How much is a round-trip flight from Chicago to San Diego?

Accepted Answer

Flight prices are below average for this route right now.Flights to San Diego from Chicago usually cost between $288 and $404 in August.
The lowest price found in the past 5 days was $272 on Southwest (Aug 19-Aug 25).

Question 46

What are the most popular airlines flying to San Diego?

Accepted Answer

The most popular airline among KAYAK users flying to San Diego is American Airlines, followed by United Airlines and Alaska Airlines.

Low season	September
High season	March
Cheapest flight	$159

CHI - SAN

$159 Find Cheap Flights from Chicago to San Diego - Compare and Save

Everything you should know

Cheap Flights from Chicago to San Diego (CHI-SAN)

Recent round-trip flight deals from Chicago to San Diego

Recent one-way flight deals from Chicago to San Diego

Recent last minute flight deals from Chicago to San Diego

Recent direct flight deals from Chicago to San Diego

KAYAK's insights & trends for Chicago to San Diego flights

How much is a round-trip flight from Chicago to San Diego?

What is the cheapest Chicago to San Diego flight route?

What’s the cheapest day of the week to fly from Chicago to San Diego?

What is the cheapest month to fly from Chicago to San Diego?

Can I save money by flying with a layover from Chicago to San Diego?

How far in advance should I book a flight from Chicago to San Diego?

Which airlines provide the cheapest flights from Chicago to San Diego?

Which airlines fly most frequently between Chicago and San Diego?

Which airlines fly non-stop between Chicago and San Diego?

What is the most popular layover airport when flying from Chicago to San Diego?

What is the cheapest layover airport when flying from Chicago to San Diego?

Which layover airport offers the shortest total travel time from Chicago to San Diego?

Which layover airport has the quickest connection when flying from Chicago to San Diego?

Which cabin class options are there for flights between Chicago and San Diego?

How many flights are there between Chicago and San Diego per day?

How long does a flight from Chicago to San Diego take?

What’s the earliest departure time from Chicago to San Diego?

What’s the latest departure time from Chicago to San Diego?

Expert advice for your flight from Chicago to San Diego

Good to know

Low season

High season

Cheapest flight

When to book flights from Chicago to San Diego

FAQs for booking flights from Chicago to San Diego

KAYAK’s top tips for finding a cheap flight from Chicago to San Diego

Prefer to fly direct from Chicago to San Diego?

Everything you need to know for your flight from Chicago to San Diego

Other airlines flying from Chicago to San Diego

Information on your arrival and departure airports

Cabin class types available on flights from Chicago to San Diego

Complete your trip to San Diego with a hotel stay or car rental

Find direct flights to and from Chicago and San Diego

Flights to other popular destinations

Flights from domestic origins to San Diego

Choose which airport to fly into in San Diego

Find deals for your return flight