Skyscanner home

Cheap Flights from San Antonio International to Chicago

Compare San Antonio International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from San Antonio International to Chicago

Looking for a cheap last-minute deal or the best return flight from San Antonio International Airport to Chicago? If you want to travel next month, return fares start from Rs67,649. Find the lowest prices on one-way and return tickets right here.
Chicago.Rs33,411 per passenger.Departing Sat, 26 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Antonio International on Sat, 26 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs33,411, select.
Chicago.Rs34,337 per passenger.Departing Thu, 12 Nov.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Antonio International on Thu, 12 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs34,337, select.
Chicago.Rs34,352 per passenger.Departing Thu, 29 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Antonio International on Thu, 29 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs34,352, select.
Chicago.Rs35,733 per passenger.Departing Mon, 17 Aug.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 17 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs35,733, select.
Chicago.Rs40,976 per passenger.Departing Mon, 26 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from San Antonio International on Mon, 26 Oct, arriving in Chicago Midway.Price includes taxes and charges.From Rs40,976, select.
Chicago.Rs40,983 per passenger.Departing Thu, 3 Sep.One-way flight with United.Outbound direct flight with United departs from San Antonio International on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs40,983, select.
Chicago.Rs40,995 per passenger.Departing Mon, 23 Nov.One-way flight with United.Outbound direct flight with United departs from San Antonio International on Mon, 23 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs40,995, select.
Chicago.Rs41,100 per passenger.Departing Sat, 15 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from San Antonio International on Sat, 15 Aug, arriving in Chicago Midway.Price includes taxes and charges.From Rs41,100, select.
Chicago.Rs41,100 per passenger.Departing Wed, 16 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from San Antonio International on Wed, 16 Dec, arriving in Chicago Midway.Price includes taxes and charges.From Rs41,100, select.
Chicago.Rs43,204 per passenger.Departing Thu, 14 Jan.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from San Antonio International on Thu, 14 Jan, arriving in Chicago Midway.Price includes taxes and charges.From Rs43,204, select.
Chicago.Rs48,909 per passenger.Departing Mon, 27 Jul.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 27 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs48,909, select.
Chicago.Rs54,916 per passenger.Departing Thu, 20 May.One-way flight with Delta.Outbound indirect flight with Delta, departs from San Antonio International on Thu, 20 May, arriving in Chicago Midway.Price includes taxes and charges.From Rs54,916, select.
Chicago.Rs57,716 per passenger.Departing Fri, 30 Apr.One-way flight with United.Outbound direct flight with United departs from San Antonio International on Fri, 30 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs57,716, select.
Chicago.Rs64,726 per passenger.Departing Thu, 20 May.One-way flight with United.Outbound direct flight with United departs from San Antonio International on Thu, 20 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs64,726, select.
Chicago.Rs71,536 per passenger.Departing Tue, 28 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from San Antonio International on Tue, 28 Jul, arriving in Chicago Midway.Price includes taxes and charges.From Rs71,536, select.

Find the cheapest month to fly from San Antonio International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like San Antonio International to Chicago flights are currently cheapest in September.
Jul
from Rs48,909
Aug
from Rs35,733
Sep
from Rs33,411
Oct
from Rs34,352
Nov
from Rs34,337
Dec
from Rs41,100
Jan
from Rs43,204
Feb
Find prices
Mar
Find prices
Apr
from Rs57,716
May
from Rs54,916
Jun
Find prices

Direct flights from San Antonio International to Chicago

Alternative San Antonio International to Chicago routes

Looking for the cheapest, fastest or easiest route from San Antonio International to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from Rs40,976
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from Rs33,411
Search flights

Chicago Rockford

127km from central Chicago
from Rs45,742
Search flights

San Antonio to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs33,411
Cheapest month to flySeptember
Average flight time2 hrs, 49 mins
Most popular airlineAmerican Airlines
Average flights per week272

Finding cheap flights from San Antonio International to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from San Antonio International to Chicago is Rs66,821. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 49 minutes is the average flight time from San Antonio International to Chicago.
American Airlines, Alaska Airlines and Southwest Airlines fly direct from San Antonio International to Chicago.
As of July 2026, there are 272 flights per week flying from San Antonio International to Chicago.
The cheapest month to fly from San Antonio International to Chicago is usually August.
If you're flying from San Antonio International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from Rs66,821.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from San Antonio International Airport to Chicago on Saturday, 29 August 2026.
Yes – the average flight time is 2 hours and 49 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago.

Travelling from San Antonio International Airport (SAT) to Chicago: what you need to know

  • Approximately 3 hours is how long you can expect to be in the air on a direct flight from San Antonio International Airport to Chicago.

  • San Antonio (the location of San Antonio International Airport) and Chicago share the same timezone — UTC-6.

  • With 39 flights a week between the two airports, San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD) is the most popular route. American Airlines operates the earliest flight at 05:54. If you'd like to get more out of your day before jetting off, the last flight from SAT to ORD is with American Airlines at 18:34.

  • To avoid missing your SAT to Chicago flight, leave enough time to check in and drop off your luggage. Arriving two hours ahead of international departures and an hour before domestic flights is the general travel rule.

  • You'll likely experience longer queues in popular months like July. Arriving up to four hours ahead of international flights and two hours for a domestic departure is a smart move.

  • Direct San Antonio International Airport to Chicago tickets are available for booking. Chicago O'Hare International Airport (ORD) is where you'll be touching down.

  • You'll have your choice of carriers operating direct flights from San Antonio International Airport to Chicago. Book your journey with one of these:

  • SAT is about 13 kilometres from central San Antonio. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 20 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the trip time to be around 50 minutes.

  • Catching an early flight from San Antonio International Airport to Chicago? Avoid the last-minute rush to the terminal (and sneak in some extra snooze time) by choosing one of these stays near SAT:

  • 82% of flights departing from San Antonio International Airport touch down at their destination as planned. With its strong on-time stats, you're unlikely to be delayed when taking off from SAT.

  • The address for SAT is 9800 Airport Boulevard.

How to find the cheapest flights from San Antonio International Airport (SAT) to Chicago

  • The best price we've seen for a one-way San Antonio International Airport to Chicago flight is Rs33,411. The cheapest price for a return flight is Rs66,821. Bear in mind fares may change due to demand at the time of booking.

  • Booking ahead of time is often the key to securing a cheap flight from SAT to Chicago. Flight prices rise as demand increases, so the nearer your departure date, the more you'll likely pay.

  • If you're willing to be flexible with your travel plans, try using the 'Whole month' search tool. It'll show you the cheapest price across every month when looking for your San Antonio International Airport to Chicago ticket.

  • Finding a cheap flight from SAT to Chicago is easy with Price Alerts. All you need to do is create one of these automatic notifications and we'll notify you as soon as a new discount appears.

  • Choose your ideal arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from San Antonio International Airport to Chicago by 'Fastest,' 'Best' or 'Cheapest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) is around 27 kilometres from the centre of Chicago. If you're getting a taxi or a ride-share, the drive takes roughly 30 minutes.

  • Travelling to the centre on public transport typically takes 45 minutes.

  • The last thing you want is a long journey to your hotel if you're landing late on a flight from San Antonio International Airport to Chicago. Stay at one of these accommodation options near ORD instead:

  • Lock in the best rate by booking your ride from Chicago O'Hare International Airport about four weeks in advance of your flight from SAT to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Central Chicago is around 16 kilometres from Chicago Midway International Airport (MDW). Once your flight from San Antonio International Airport to Chicago has touched down and you've made your way out of the airport, the drive should take about 25 minutes.

  • Travelling by public transport will take about 30 minutes.

  • You'll find some great places to drop your things at near MDW. Unwind and get cosy after your SAT to Chicago flight at one of these perfectly located options:

  • Get first dibs on the best options. Securing your ride from MDW four weeks in advance often means better deals and a greater range of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from San Antonio International Airport to Chicago has landed. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to get to by car.

  • The journey takes about 2 hours when travelling on public transport.

  • Enjoy a low-stress, comfortable start to your break by choosing a hotel near RFD after your SAT to Chicago flight. Take a load off after a long travel day or just take a moment to get your bearings in a new city at:

  • Rental agencies sometimes offer discounts on early bookings, so reserve your vehicle from RFD well ahead of your flight from San Antonio International Airport to Chicago. A bit of planning goes a long way in savings.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from San Antonio International Airport to Chicago. To escape the crowds, plan your trip to Chicago in January.

  • Book a San Antonio International Airport to Chicago plane ticket with a departure in July if you're eager to explore the city during its warmest month. Expect temperatures to range from 16ºC to 28ºC.

  • Search for cheap tickets from SAT to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be explored once you've seen the sights of Chicago. Around 451 kilometres away to the southeast, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you're looking to explore another side of the United States, head for Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key highlights.

Plan the rest of your trip from San Antonio to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.