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SAN - ORD

$36 Find cheap flights from San Diego to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to O'Hare Intl departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Chicago.
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:12 pm - 6:36 amSAN-ORD
7h 24m1 stop
10:01 pm - 8:34 amORD-SAN
12h 33m1 stop
$95Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
9:12 pm - 6:36 amSAN-ORD
7h 24m1 stop
10:01 pm - 10:02 amORD-SAN
14h 01m1 stop
$96Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
9:12 pm - 11:29 pmSAN-ORD
24h 17m2 stops
5:50 pm - 10:25 pmORD-SAN
6h 35m1 stop
$119Spirit Airlines
Find Deal
Tue, May 21 - Wed, May 29
9:12 pm - 11:29 pmSAN-ORD
24h 17m3 stops
5:50 pm - 10:25 pmORD-SAN
6h 35m1 stop
$121Spirit Airlines
Find Deal
Tue, May 21 - Wed, May 29
8:41 am - 8:47 pmSAN-ORD
34h 06m2 stops
10:01 pm - 8:34 amORD-SAN
12h 33m1 stop
$122Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
11:10 am - 9:55 pmSAN-ORD
8h 45m1 stop
7:08 am - 7:51 amORD-SAN
26h 43m1 stop
$123Spirit Airlines
Find Deal
Sat, May 18 - Tue, May 21
4:07 pm - 12:56 amSAN-ORD
6h 49m1 stop
10:52 pm - 9:14 amORD-SAN
12h 22m1 stop
Wed, May 15 - Tue, May 21
8:21 pm - 5:00 amSAN-ORD
6h 39m1 stop
8:35 pm - 7:45 amORD-SAN
13h 10m1 stop
$138Frontier
Find Deal
Sat, Jun 1 - Sat, Jun 8
8:00 am - 12:56 amSAN-ORD
14h 56m1 stop
5:56 pm - 7:04 amORD-SAN
15h 08m1 stop
$139Frontier
Find Deal
Tue, May 14 - Sat, May 18
4:07 pm - 12:56 amSAN-ORD
6h 49m1 stop
5:56 pm - 7:04 amORD-SAN
15h 08m1 stop
$140Frontier
Find Deal
Wed, May 15 - Sat, May 18

Flights from San Diego to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from San Diego to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all flights from San Diego to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from San Diego to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San Diego to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from San Diego to Chicago O'Hare Intl Airport is September, where tickets cost $361 on average. On the other hand, the most expensive months are June and December, where the average cost of tickets is $488 and $483 respectively.

How far in advance should I book a flight from San Diego to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from San Diego to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from San Diego to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 77 days before departure.

Which airlines provide the cheapest flights from San Diego to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting San Diego to Chicago O'Hare Airport were found on Spirit Airlines ($95) and Frontier ($138). Spirit Airlines proposed the cheapest one-way flight at $36.

Which airlines fly non-stop between San Diego and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from San Diego to Chicago O'Hare Intl Airport.
There are 2 airlines that fly nonstop from San Diego to Chicago O'Hare Intl Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $218. On average, the best prices for this route can be found at United Airlines.

How many flights are there between San Diego and Chicago O'Hare Intl Airport per day?

Each day, there are between 11 and 12 nonstop flights that take off from San Diego and land in Chicago O'Hare Intl Airport, with an average flight time of 4h 10m. The most common departure time is 4:00 pm and most flights take off in the morning. Each week, there are 82 flights. The most frequent day of departure is Friday, when 15% of all weekly flights depart. The fewest flights depart on a Wednesday.

Which cabin class options are there for flights between San Diego and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
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.

How long does a flight from San Diego to Chicago O'Hare Airport take?

The duration of a nonstop flight to Chicago O'Hare Airport from San Diego is typically 4h 03m. The journey crosses a distance of 1,719 miles.

What’s the earliest departure time from San Diego to Chicago O'Hare Airport?

Early birds can take the earliest flight from San Diego at 6:20 am and will be landing in Chicago O'Hare Intl Airport at 12:36 pm.

What’s the latest departure time from San Diego to Chicago O'Hare Airport?

If you prefer to fly at night, the latest flight from San Diego to Chicago O'Hare Intl Airport jets off at 10:57 pm and lands at 5:00 am.

Good to know

Low season

February

High season

June

Cheapest flight

$36
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Diego to Chicago O'Hare 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San Diego to Chicago O'Hare Airport flights

  • 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.

  • What is the cheapest flight from San Diego to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from San Diego to Chicago O'Hare Intl Airport was $36 for a one-way ticket and $95 for a round-trip.

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

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

  • Which airports will I be using when flying from San Diego to Chicago O'Hare Airport?

    San Diego and Chicago O'Hare Airport are both served by 1 main airport. You will leave San Diego from San Diego and will be arriving at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from San Diego to Chicago O'Hare Airport?

    All the following airlines offer inflight Wi-Fi service on the San Diego to Chicago O'Hare Airport flight route: American Airlines, Alaska Airlines, JetBlue, Delta, Lufthansa, United Airlines, and Air Canada.

  • Which aircraft models fly most regularly from San Diego to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from San Diego to Chicago O'Hare Airport?

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

  • On which days can I fly direct from San Diego to Chicago O'Hare Airport?

    There are nonstop flights from San Diego to Chicago O'Hare Airport on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from San Diego to Chicago are Alaska Airlines and United Airlines. With an average price for the route of $462 and an overall rating of 8.0, Alaska Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $441 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from San Diego to Chicago O'Hare Airport?

    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 San Diego to Chicago O'Hare Airport.

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

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

  • What is the Hacker Fare option on flights from San Diego to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to San Diego with another airline. Booking your flights between San Diego and ORD can sometimes prove cheaper using this method.

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

    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 Chicago O'Hare Airport from San Diego up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from SAN to Chicago O'Hare Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $244 or less one-way and $419 or less round-trip.
  • 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.
See more tips

Prefer to fly non-stop from San Diego to Chicago O'Hare Airport?

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

Nonstop departures

San Diego to Chicago O'Hare Intl

Monday

Aer Lingus, Air Canada, Alaska Airlines, +13 more

Aer Lingus, Air Canada, +14 more

Tuesday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Wednesday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Thursday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Friday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Saturday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Sunday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to San Diego

Monday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Tuesday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Wednesday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Thursday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Friday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Saturday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Sunday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

See more direct flights
See more direct flights

Top 5 airlines serving from San Diego to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Diego to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9128 reviews
8.6Crew
7.9Comfort
7.3Food
8.2Boarding
7.3Entertainment
Airline reviews

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

4.0 OkayAnonymous, May 2024SAN - HNL
Read more about Alaska Airlines reviews

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

I really like Alaska airline, it's my favorite airline❤️

Alaska Airlines was fantastic. Kayak on the other hand was extremely poor. I got tickets through Kayak for a flight to a funeral. The date got changed less than 12 hours after I made my reservations. When I attempted to change my flights through Kayak, I was unable to use either the website or the phone system. The phone matrix did not give an option to cancel or change. The website said Kayak could not find any record of me making airline reservations through Kayak and even through I never left the Kayak website when making the reservations to my knowledge. After more than a half hour of frustration on the phone and computer ( on top of dealing with the death of a member of my family) I finally contacted Alaska Airline directly and they cancelled my flight and refunded the cost very quickly and efficiently. Alaska Airlines gets 10 stars. Kayak gets zero stars and has permanently lost a customer. I will never use Kayak again.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

My plane ride down landed 20 min late. Boarding at SFO was strange too. The people at the terminal were nice—but, boarding lacked direction, and was confusing . Coming back was worse—the plane was hours behind—and I barely caught the last Bart train back to San Francisco (3 min more and I would have been in trouble). It was a very stressful trip, and it didn’t need to be.

This flight was significantly affected by poor wifi connections. I couldn’t get my work done because the wifi kept dropping. Even texts were not going through. There is no seat power in premium class either. I fly a lot. Today was my 10th flight in 4 weeks. This was by far the only flight that was sub par.

WiFi connection bad. Food is really awful. Crew very nice and efficient

It was the worst experience because they delayed the flight by 2 and half hours. We were supposed to depart by 3:41 but they did the depart by 6 pm. It was so boring!!

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

I felt scam to have to pay $50 additional for my carry on luggage which was free for my other airline.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Terrible. Seats are bad and the baggage policy is inconsistent

Better than I expected but I did pay for a seat and carry on bags ahead of time.

I hope to avoid flying with them in the future. First flight got cancelled then got stuck with a 13 hour layover in Denver. The process was long and frustrating to many people.

Flight was delayed on the runway for 40 minutes the crew did not even offer even water to passengers to compensate for the flight delayed. The flight was delayed due to aircraft mechanical issues. Worst customer service ever

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

Book cheap flights from San Diego to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from San Diego to Chicago found on KAYAK in the last 72 hours.
6/4Tue
1 stopSpirit Airlines
7h 24mSAN-ORD
$36
5/21Tue
1 stopSpirit Airlines
12h 48mSAN-ORD
$46
6/4Tue
1 stopSpirit Airlines
8h 42mSAN-ORD
$49
5/15Wed
1 stopFrontier
6h 49mSAN-ORD
$70
5/30Thu
1 stopFrontier
6h 39mSAN-ORD
$73
5/26Sun
nonstopAmerican Airlines
4h 10mSAN-ORD
$184
6/19Wed
nonstopAmerican Airlines
4h 16mSAN-ORD
$190
6/5Wed
2 stopsAlaska Airlines
20h 25mSAN-ORD
$203
6/30Sun
nonstopUnited Airlines
4h 11mSAN-ORD
$226
6/18Tue
nonstopUnited Airlines
4h 11mSAN-ORD
$230

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Last minute flights from San Diego to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from San Diego to Chicago that are departing in the next 10 days.
5/8Wed
multi-stopFrontier
28h 41mSAN-ORD
5/14Tue
multi-stopFrontier
15h 57mORD-SAN
$150
5/8Wed
multi-stopSpirit Airlines
8h 42mSAN-ORD
5/14Tue
multi-stopSpirit Airlines
16h 56mORD-SAN
$186
5/8Wed
multi-stopSpirit Airlines
14h 02mSAN-ORD
5/22Wed
multi-stopSpirit Airlines
14h 49mORD-SAN
$219
5/5Sun
multi-stopDelta
9h 35mSAN-ORD
5/7Tue
multi-stopDelta
8h 30mORD-SAN
$609
5/5Sun
multi-stopDelta
7h 35mSAN-ORD
5/9Thu
multi-stopDelta
6h 43mORD-SAN
$627
5/6Mon
nonstopUnited Airlines
4h 05mSAN-ORD
6/3Mon
nonstopUnited Airlines
4h 18mORD-SAN
$683
5/5Sun
multi-stopUnited Airlines
8h 40mSAN-ORD
5/9Thu
multi-stopUnited Airlines
15h 52mORD-SAN
$715
5/5Sun
nonstopAmerican Airlines
4h 08mSAN-ORD
5/9Thu
nonstopAmerican Airlines
4h 26mORD-SAN
$716
5/8Wed
nonstopAmerican Airlines
4h 10mSAN-ORD
5/22Wed
nonstopAmerican Airlines
4h 19mORD-SAN
$740
5/5Sun
multi-stopAlaska Airlines
10h 10mSAN-ORD
5/9Thu
multi-stopAlaska Airlines
9h 49mORD-SAN
$1,455

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San Diego - Chicago O'Hare Airport Flights

Departure:

San Diego (SAN)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - San Diego

Cabin classes:

$966
$1,058
$722
$262