When did momondo last update prices for flights from San Diego Airport to Chicago?

Prices for flights from San Diego Airport to Chicago refresh daily.

How old do you have to be to fly from San Diego Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

R3 336 Cheap Flights from San Diego to Chicago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from San Diego to Chicago

Round-trip

One-way

Cheap return flights

Enter your travel dates to find the best prices.

SAN-CHI

4485 kmmulti-stop

CHI-SAN

4485 kmmulti-stop

Multiple Airlines

Find Deal

How to get the cheapest flight ticket from San Diego to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from San Diego, with most prices found around R4 170. If you are unable to visit Chicago during the month of September, then departing from San Diego during the month August is also very affordable. Most momondo users find prices during this month for around R4 361.

What is the cheapest San Diego to Chicago flight route?

Fly from San Diego to Chicago O'Hare Intl for the best San Diego - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from San Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R6 304 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Diego for as low as R4 483 on momondo.

What cabin class options are available on San Diego to Chicago flights?

There is only 1 cabin class available to choose from on San Diego to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have San Diego to Chicago flight prices changed over time?

As of October 2025, prices for San Diego to Chicago flights are approximately 17% more expensive when compared to flights at the same time last year.

When to book flights from San Diego to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Diego to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated return price

Cheap San Diego to Chicago (SAN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago

Direct flights	None

There are no direct flights from San Diego to Chicago. There are no popular flight routes from San Diego to Chicago.

Search flight deals

How far is San Diego to Chicago by plane?
Chicago is 2784,6 km away from San Diego.
When did momondo last update prices for flights from San Diego Airport to Chicago?
Prices for flights from San Diego Airport to Chicago refresh daily.
How old do you have to be to fly from San Diego Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from San Diego to Chicago?
Based on momondo bookings for flights between San Diego and Chicago, the leading plane model is Boeing 737-800, making up 30,66% of the total bookings. Other popular models include Airbus A321neo with 14,87%, Boeing 737-900 with 10,48%, and Boeing 737 MAX 9 with 9,10%.

Best airlines flying from San Diego to Chicago

Compare and see reviews for airlines that fly from San Diego to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom R3 344	Free Cancellation	Rating 5,8 3 133 reviews		Search Frontier flights

Hammond

Why use momondo?

Why should I use momondo to find a flight deal from San Diego to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from San Diego.

Can I find flights from San Diego to Chicago with flexible booking policies on momondo?

All flight searches from San Diego to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from San Diego to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Diego to Chicago.

I’m not ready to book a flight from San Diego to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San Diego to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.