CHI - SJC

$174 Find Cheap Flights from Chicago to San Jose - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Jose departing on 7/24. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San Jose

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$273
Typical prices: $477-$387
Southwest
Wed 7/15Tue 7/21
MDW - SJC • 1 stop
Cheapest non-stop
$307
Southwest
Wed 7/15Tue 7/21
MDW - SJC • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest Cash + Points adds booking flexibility; Rapid Rewards has no blackout dates.
United Economy Plus adds up to 6 inches more legroom; Priority Boarding helps bin space.
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Top airlines
Cheapest • from $273 (round-trip)
Best reviews • 7.9 score
Airline reviews
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Nonstop flights
You can fly direct with Southwest and United Airlines. Average duration is 4h 30m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 15% average savings
Most popular
Insights
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Top layover airports
Cheapest • Avg $291 (round-trip)
Shortest trip • 6h 32m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 61% compared to booking last minute.
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When to travel
Cheapest • 49% price drop
Most popular
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Flight Deals

Cheap Flights from Chicago to San Jose (CHI-SJC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Jose 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to San Jose

Wed, Jul 15 - Tue, Jul 21
Southwest Logo
6:10 am - 11:25 am
MDW
-
SJC
7h 15m
1 stop
Southwest Logo
8:55 pm - 5:25 am
SJC
-
MDW
6h 30m
1 stop
$273Southwest
Tue, Jul 14 - Tue, Jul 21
Alaska Airlines Logo
6:20 am - 11:24 am
ORD
-
SJC
7h 04m
1 stop
Alaska Airlines Logo
9:09 am - 6:57 pm
SJC
-
ORD
7h 48m
1 stop
$273Alaska Airlines
Wed, Aug 26 - Tue, Sep 1
Delta Logo
1:51 pm - 8:24 pm
MDW
-
SJC
8h 33m
1 stop
Delta Logo
12:40 pm - 10:36 pm
SJC
-
MDW
7h 56m
1 stop
$275Delta
Wed, Aug 26 - Tue, Sep 1
Delta Logo
2:36 pm - 10:13 pm
ORD
-
SJC
9h 37m
1 stop
Delta Logo
6:10 am - 3:01 pm
SJC
-
ORD
6h 51m
1 stop
$275Delta
Wed, Jul 15 - Wed, Jul 22
Delta Logo
8:27 am - 5:12 pm
ORD
-
SJC
10h 45m
2 stops
Delta Logo
6:20 am - 4:59 pm
SJC
-
ORD
8h 39m
1 stop
$278Delta
Wed, Aug 26 - Tue, Sep 1
Delta Logo
1:51 pm - 8:24 pm
MDW
-
SJC
8h 33m
1 stop
Delta Logo
6:00 am - 6:01 pm
SJC
-
MDW
10h 01m
2 stops
$280Delta
Fri, Jul 17 - Sun, Jul 19
Frontier Logo
9:13 pm - 7:28 pm
ORD
-
SJC
24h 15m
1 stop
Frontier Logo
2:12 pm - 5:37 am
SJC
-
ORD
13h 25m
1 stop
$288Frontier
Wed, Jul 15 - Sat, Jul 18
Frontier Logo
9:13 pm - 7:28 pm
ORD
-
SJC
24h 15m
1 stop
Frontier Logo
8:23 pm - 6:17 am
SJC
-
ORD
7h 54m
1 stop
$289Frontier
Tue, Jul 7 - Tue, Jul 14
Alaska Airlines Logo
6:20 am - 11:24 am
ORD
-
SJC
7h 04m
1 stop
Alaska Airlines Logo
10:03 am - 6:57 pm
SJC
-
ORD
6h 54m
1 stop
$293Alaska Airlines
Wed, Jul 15 - Tue, Jul 21
Southwest Logo
8:55 pm - 11:30 pm
MDW
-
SJC
4h 35mnonstop
Southwest Logo
10:55 pm - 5:00 am
SJC
-
MDW
4h 05mnonstop
$307Southwest
Booking Insights

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

Get data-powered insights and trends into flights from Chicago to San Jose to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to San Jose, California?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to San Jose, California departing in July.

What is the cheapest Chicago to San Jose flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago to San Jose costs $267 on the route between Chicago Midway Airport (MDW) and San Jose (SJC). However, over the past month, flights between Chicago O'Hare Intl Airport (ORD) and San Jose (SJC) were, on average, 15% cheaper than other Chicago-San Jose routes. The most popular route is between Chicago Midway Airport (MDW) and San Jose (SJC).

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

The average price of all round-trip flights from Chicago to San Jose clicked on KAYAK for each day over the last 12 months.

For Chicago to San Jose, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from San Jose back to Chicago, the best deals are generally found on Wednesday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to San Jose, 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 Chicago to San Jose is October, where tickets cost $80 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $297 and $216 respectively.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $474, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to San Jose, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to San Jose, you should book around 3 weeks before departure, which saves you about 61% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to San Jose

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Bill Fink

Bill Fink

Expert on SJC

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Good to know

Low seasonJanuary
Cheapest flight$174
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Chicago O'Hare Airport to San Jose

When to book flights from Chicago to San Jose

Are your dates flexible? Find out the best times to travel from Chicago to San Jose 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 flights from Chicago to San Jose

  • Are SJC and SJO the same airport?

    No. SJC is located in San Jose, California, in Silicon Valley. SJO is also a San Jose airport, but in Central America. SJO is the code for the Juan Santamaría International Airport located in San Jose, the capitol city of Costa Rica. These two airports are very easy to confuse when you are booking your ticket, so be extra careful.

  • Do both Chicago airports (CHI) airports have a direct flight to San Jose?

    Yes. United Airlines, American Airlines, and Alaska Airlines are among the carriers that fly nonstop from ORD to SJC. Southwest flies nonstop from MDW to SJC. United, American, Delta, Alaska, and Spirit Airlines all operate one-stop and two-stop flights from ORD to SJC with layovers and cities such as Minneapolis (MSP), Los Angeles (LAX) and Phoenix (PHX). Delta and primarily Southwest fly one and two-stop flights to from MDW to SJC with layovers and cities such as Minneapolis (MSP), Denver (DEN), and Las Vegas (LAS).

  • Do both Chicago airports (CHI) have a USO?

    Yes. ORD has two USO lounges, and MDW has one. The lounges at ORD are located landside in Terminal 2 an airside in Terminal 3. The USO at Midway is post-security on Concourse C. Active-duty members of the US military and their families can enjoy the benefits of these lounges free of charge. Amenities include devices for connectivity and entertainment, comfy and relaxing furniture, refreshments, information, and more.

  • Does either ORD or MDW have a hotel at the airport?

    Yes, the Hilton Chicago O'Hare Airport hotel is across from Terminal 2 and connected to all the different terminals by way of an underground walkway. Amenities include an indoor pool, room service, a business center, wheelchair accessibility, and much more.

  • What is the cheapest flight from Chicago to San Jose?

    In the last 5 days, the lowest price for a flight from Chicago to San Jose was $174 for a one-way ticket and $273 for a round-trip.

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

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

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

    On your way to San Jose, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at San Jose.

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

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

  • Which aircraft models fly most regularly from Chicago to San Jose?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago to San Jose flight route.

  • Which airline alliances offer flights from Chicago to San Jose?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to San Jose are Southwest and Alaska Airlines. With an average price for the route of $478 and an overall rating of 7.9, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $407 and an overall rating of 7.9.

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

    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 Jose.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Chicago 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 Chicago to San Jose?

    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 Jose with an airline and back to Chicago with another airline.

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

    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 Jose from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $191 or less one-way and $461 or less round-trip.
  • A hub for United Airlines in American Airlines, the Chicago O'Hare International Airport (ORD) is the primary airport for the Chicago metropolitan area. The Midway International Airport (MDW) also serves Chicago and is a hub for Southwest Airlines and a focus city for Frontier Airlines. The Norman Y. Mineta San Jose International Airport (SJC) is a focus city for Alaska Airlines.
  • If you need to reboot or get ready for a business meeting when you land at SJC, you can gain access to one of the exclusive lounges Club SJC, located at Gate 8 and Gate 15. The entry fee is about $50 and AAA members are likely to get a discount. The Gate 15 Club SJC features shower facilities.
  • If you don't want your muscles you tighten up on your flight to California, you can stretch out in the Yoga Room, which is located in both ORD and MDW. You can enjoy a low-key session of stretching by following the poses that play on wall-mounted TVs. Open daily 6 am to 10 pm, these rooms do not have changing rooms.
  • If you are a traveling mom who needs to pump or wants to breastfeed in privacy before your flight to California, you can use the facilities provided by both ORD and MDW. ORD has lactation suites and a Mother's Room in each terminal of the airport. MDW has installed a freestanding lactation suite on Concourse A and has a Mother's Room on the C Concourse.
  • At SJC has an Inter-Faith Meditation Room in Terminal B at Gate 18. ORD has an Inter-Faith Chapel in Terminal 2 and MDW has an Inter-Faith Chapel on Concourse C. These quiet places of sanctuary and reflection welcome all.

Prefer to fly direct from Chicago to San Jose?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to San Jose.
Find which airlines fly direct from Chicago to San Jose Airport, which days they fly and book direct flights.

Direct departures

Chicago to San Jose

Monday

Southwest,United Airlines

Southwest,United Airlines

Tuesday

Southwest,United Airlines

Southwest,United Airlines

Wednesday

Southwest,United Airlines

Southwest,United Airlines

Thursday

Southwest,United Airlines

Southwest,United Airlines

Friday

Southwest,United Airlines

Southwest,United Airlines

Saturday

Southwest,United Airlines

Southwest,United Airlines

Sunday

Southwest,United Airlines

Southwest,United Airlines

See more direct flights

Direct returns

San Jose to Chicago

Monday

Southwest,United Airlines

Southwest,United Airlines

Tuesday

Southwest,United Airlines

Southwest,United Airlines

Wednesday

Southwest,United Airlines

Southwest,United Airlines

Thursday

Southwest,United Airlines

Southwest,United Airlines

Friday

Southwest,United Airlines

Southwest,United Airlines

Saturday

Southwest,United Airlines

Southwest,United Airlines

Sunday

Southwest,United Airlines

Southwest,United Airlines

See more direct flights

Reviews of the top 5 airlines serving from Chicago to San Jose

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Jose. 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 Chicago to San Jose? 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.
7.9
Alaska AirlinesOverall score based on 12528 reviews
7.0Entertainment
8.1Boarding
7.1Food
8.5Crew
7.8Comfort
Airline reviews

Check in & bag drop was straightforward. Alaskair changed the gate approx 40 min before departure, and I only became aware due to Google wallet update to my boarding pass. Had to move from gate N1 to C9 which required use of the Train, luckily I had time available.

6.0 GoodAnonymous, Jun 2026
SEA - SJC
Read more Alaska Airlines reviews

Check in & bag drop was straightforward. Alaskair changed the gate approx 40 min before departure, and I only became aware due to Google wallet update to my boarding pass. Had to move from gate N1 to C9 which required use of the Train, luckily I had time available.

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

Flight delayed no communication. The gate was changed so many times.

Thanks for all you do to keep us safe and on time!

Several delays without clear communication on timing. Very late beverage service during the flight.

I wasn’t aware that we needed to supply our own screens for entertainment

I like flying Alaska Airlines. I think the staff are happy, the plane is comfortable, the entertainment reasonable, the food acceptable.

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

Great. Went right to the desk and the people were helpful and kind. I was able to get my boarding pass in under 5minutes. They made sure I received the text.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Very easy to use and convenient, you can perform any action within the same portal

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

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

Information on your arrival and departure airports