Cheap flights from San Diego to Chicago from $47
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Diego to Chicago departing on 6/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from San Diego to Chicago O'Hare Intl Airport
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Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport
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How to get the cheapest flight ticket from San Diego to Chicago O'Hare Intl Airport
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
What is the typical price of a round-trip flight between San Diego and Chicago O'Hare Intl Airport?
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Diego averaging around $331.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $453. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Diego because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $619.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from San Diego in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $320 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $535. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest San Diego to Chicago O'Hare Intl flight route?
Fly from San Diego to Chicago O'Hare Intl for the best San Diego - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Diego when booking 15 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $398 when searching 15 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San Diego for as low as $307 on momondo.
What cabin class options are available on San Diego to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on San Diego to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from San Diego to Chicago O'Hare Intl?
Spirit Airlines, Frontier, and American Airlines are the most popular carriers operating from San Diego to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from San Diego according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per day?
43 flights are operational daily from San Diego to Chicago O'Hare Intl Airport as of June 2025. The most popular departure time for this route is 6:00AM, with 49% of flights per day taking off at noon.
How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per week?
As of June 2025, 305 flights take off from San Diego and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Thu, with 16% of weekly flights taking off on this day.
When to book flights from San Diego to Chicago O'Hare Intl Airport
Cheap San Diego to Chicago O'Hare Intl Airport (SAN to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago O'Hare Intl Airport
How far is San Diego to Chicago O'Hare Intl by plane?
A flight from San Diego to Chicago O'Hare Intl will travel around 1717.8 mi. Typically, this will take 4h 03m by plane in normal conditions.
When did momondo last update prices for flights from San Diego Airport to Chicago O'Hare Intl Airport?
Prices for flights from San Diego Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from San Diego Airport to Chicago O'Hare Intl Airport?
As of June 2025, there are 6 operators available to choose from for flights from San Diego Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from San Diego Airport to Chicago O'Hare Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Diego Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from San Diego to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from San Diego to Chicago O'Hare Intl Airport is Boeing 737-800 (31.30% of total bookings). The next most popular plane models are Airbus A321-100/200 (13.37%), Airbus A321neo (12.30%), and Boeing 737-900 (8.37%).
What is the most popular airline from San Diego to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between San Diego and Chicago O'Hare Intl Airport, the leading airline is American Airlines, making up 46% of the total bookings. Other popular airlines include United Airlines with 31%, Frontier with 12%, and Spirit Airlines with 6%.
Best airlines flying from San Diego to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from San Diego to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $92 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $109 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $217 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $238 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $280 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $391 | Free Cancellation | Rating 8.0 10,000 reviews |
Alaska Airlines Flights From San Diego to Chicago O'Hare Intl Airport
Across 33 Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport this week, the average price was $751, with the best Alaska Airlines deals starting from $391 round-trip. 10,000 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.
United Airlines Flights From San Diego to Chicago O'Hare Intl Airport
United Airlines is also a popular choice for this route. United Airlines flight deals for San Diego to Chicago O'Hare Intl Airport start from as low as $238 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $460. United Airlines operates 30 flights to Chicago O'Hare Intl Airport from San Diego in an average week. Users have rated it 7.4/10 across 8,790 reviews.
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Why should I use momondo to find a flight deal from San Diego to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Diego to Chicago. Millions of users trust and use momondo every year so you are in good hands.
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 provides multiple filters to help you find the best flight to Chicago from San Diego. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from San Diego to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from San Diego to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.