Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.
Use the Track your bag tool for peace of mind when checking luggage.
Save 22% or moreCompare multiple travel sites with one search.
Track pricesNot ready to book? Create a price alert for when prices drop.
Bundle and saveSave money when you bundle your flight + hotel.
Filter your dealsChoose cabin class, free Wi-Fi and more.
Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.
Use the Track your bag tool for peace of mind when checking luggage.
United's Economy Plus offers up to six inches more legroom than standard economy seats.
Consider Priority Boarding to avoid gate-checking your carry-on due to limited overhead space.
Enjoy two free checked bags up to 50 pounds each, perfect for travelers needing flexibility.
Download the Southwest app for free in-flight entertainment streaming and messaging.
O'Hare's security lines can be long, especially during peak times. Arrive early to ensure a smooth departure.
Midway offers a user-friendly experience with shorter security lines than O'Hare, making it easier to navigate.
For a budget-friendly ride to downtown San Antonio, take the #5 VIA bus, which is convenient and inexpensive.
Harriet Baskas
Expert on American Airlines
Harriet Baskas
Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.
Read moreStefanie Waldek
Expert on United Airlines, ORD and MDW
Stefanie Waldek
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.
Read moreBlane Bachelor
Expert on Southwest
Blane Bachelor
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.
Read moreBrandon Schultz
Expert on SAT
Brandon Schultz
Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.
Read morePlanning a trip from Chicago to San Antonio? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
Low season | July |
---|---|
High season | March |
Cheapest flight | $82 |
Direct departures
Chicago to San Antonio
Monday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Tuesday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Wednesday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Thursday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Friday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Saturday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Sunday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Direct returns
San Antonio to Chicago
Monday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Tuesday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Wednesday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Thursday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Friday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Saturday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
Sunday
American Airlines, Southwest, United Airlines
American Airlines, Southwest, +1 more
after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though
after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though
I'm not a fan of Southwest's model. I don't like the herding style of boarding.
My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.
Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.
The movies using Southwest WiFi kept pausing and I had to restart multiple times.
One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!
First, my flight was a usual flight nothing exceptional or unexpected. Over all it was a normal, good flight! Second, your questionaire is wholly lacking in the proper options to which one can answer a question. Often on short flights, there is no food let alone entertainment so why isn't that reflected in your questionaire? A simple "not applicable" would cover that issue appropriately but no, your form arbitrarily enters an answer based on the initial assessment which normally isn't factual. Until you provide an accurate means of assessing flights, I'll no longer be completing of these unimpressive and misleading assessements. Thank you!
Easy to book and to get check in and get on and off.
Excellent experience. WiFi worked on this leg of My trip
It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.
It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.
It was great, I’m very grateful for the pilots and crew flight attendants for everything.
Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick
I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.
The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!
Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.
A bit rush for transit. Food and entertainment are not available
Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.
My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.
Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours
After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.
Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan
I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.
I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude
Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!
Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.
Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.
Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.
You were more on time than United. I'm so over united delays.
The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.
It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.
Flight delayed over 3 or 4 hours because no captain to fly plane. I couldn’t make a connection and had to wait 9 hours for another flight. Had to fly red eye flight. Sucks
I wanted to upgrade my seat because I’m 6’2 and never have enough leg room for my comfort. They upgraded my seat for free putting me in an emergency exit seat. I was very comfortable
We had an almost 7 hour flight delay. We left the gate twice and taxi-ed and then returned the gate twice. Finally we got a new flight crew (our third one) and then left the gate to the final time before departing at 6:45pm (original flight time was 12pm). Out of Newark.
The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.
First off, i received an e-mail to allow me to check in for our flight. I folllowed the link, when it came to the seat selection, I was unable to select any "free" seats ( meaning without any additional charge) because everything was " unavailable". My Husband and I were ttavelling with our 3 children hence, i wanted to be assured that we were all seated next to each other. I tried 3 times and everytime I click the selection it said " error loading". What the system wants is for me to buy the seats ( anywhere from $25 to $50 dollars each passenger) like I did on our flight bound to L.A. I called customer service and the guy was unhelpful all he kept repeating was to come really early at the airport and we will be assigned seats there. Imagine my anxiety!!! Spirit says they are a budget airline but they are actually the opposite!! And just before our flight, the flight attendant KEPT announcing/ selling the seats that were not purchased for a cheaper price!! Like it was a bidding/ bargaining game! This was our first and last time to fly Spirit.
My flight got cancelled by Spirit airlines, it was bad experience to me
Spirit gets you there; it's no worse than any other aircraft, all things considered. (It's not like everyone else is such a hero). But - holy moses - do they nickel and dime you to absolutely every nickel - I was really expecting to have to pay to use the bathroom. And when the captain comes on with a 5 minute sales pitch about getting "points", that was like something on Bizarro world. Other than that, everyone else was professional and worked hard to get us from point A to point B. I'm not loving all the "self-service" stuff but there it is - just when the machines don't work you don't have anyone to talk to.
Easy boarding and good flight. Need to work on the beverage and snack situation
The staff was great, but because the 2nd lieutenant didn’t show up for the flight we all had to deboard and wait 2 1/2 hours for one to show up. Very disappointing the crew can’t get schedules confirmed which wouldn’t have caused this issue.
My flight was canceled I was promised a reginf still not received.
Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck
Both legs of the flight were changed. The day of the flight and length of the trip.
First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.
Terrible communication with weather delay, lost baggage, near impossible to reach customer service
My tickets got canceled on me by your site and I didn't have a flight. Then you kept sending me emails on the status of q flight I didn't have tickets for.
The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.
I missed a flight because of a delay. I had to buy a new ticket through Southwest.
The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.
Flight was delayed one hour. Notification to the crowd waiting near the gate was terrible…announcements were unclear and very hard to hear and therefore understand. Frontier does NOT send texts to notify, only email. The reader board over the gate itself was NEVER updated to indicate the gate had been changed. It’s like a bunch of children are running things.
Transportation mode | Average price | Average duration |
---|---|---|
Flights | $370 | 2h 40m |
Trains | $514 | 32h 24m |
Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.
KAYAK and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyze navigation, to offer and measure personalized advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.
Processing purposes