- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Flights from San Antonio, TX to Chicago, IL depart on average 53 times per day, taking around 4h 45m. Cheap flight tickets for this journey start at $120 but you can travel from only $115 by bus.
There are 4 flights per day. The earliest flight runs at 00:10, the last at 23:40. The fastest flight covers the 1050 miles (1691 km) distance in 2h 50m. October is the cheapest month to fly.
Distance 1050 miles (1691 km) |
Average flight duration 4h 45m |
Cheapest ticket price $120 |
Flights per day 53 |
Direct flights 4 |
Fastest flight 2h 50m |
First flight 12:10 AM |
Last flight 11:40 PM |
Cheapest Month Oct |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Thu |
Least Busy Day Thu |
Best time to book 35 days |
Cheapest price
$138
Average price
$311
Fastest journey
2 h 55 m
Average duration
8 h 13 m
Flights per day
6
Distance
1691 km
The best way to find a cheap flight ticket from San Antonio, TX to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Antonio, TX to Chicago, IL will cost around $311 if you buy it on the day, but the cheapest tickets can be found for only $138.
Of the 6 flights that leave San Antonio, TX for Chicago, IL onThu, Aug 06, 6 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Aug 06 the direct flights cover the 1691 km distance in an average of 8 h 13 m but if you time it right, some flights will get you there in just 2 h 55 m .
On Thu, Aug 06 the longest flights will take 13 h 15 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.










Omio recommends booking the train as it is the most popular option from San Antonio, TX to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $115. For those with little time consider booking a flight which can get you there in 4h 45m. The ticket price range depends on the travel mode: a bus costs an average of $115, and a flight costs an average of $120.
Distance: 1050 miles (1691 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$337 Average price | $273 Average price | $240 Average price Cheapest | $248 Average price (fuel + tolls) |
7h 45m Average total duration Fastest 4h 45m Onboard + 3h 0m Additional time* | 31h 11m Average total duration 30h 41m Onboard + 30m Additional time* | 26h 21m Average total duration 25h 51m Onboard + 30m Additional time* | 18h 3m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from San Antonio, TX to Chicago, IL:
A bus is $32 less than a train for this route with tickets for a train from San Antonio, TX to Chicago, IL costing on average $273.
A bus is $96 less than a flight for this route with tickets for a flight from San Antonio, TX to Chicago, IL costing on average $337.
Other travel options to Chicago, IL take longer:
Bus takes on average 25h 51m.
Train takes on average 30h 41m.
The table below shows live departures for San Antonio, TX to Chicago, IL flights for today, Wednesday, August 5. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA2824 | 1:25 PM San Antonio International Airport | 3h02 | 4:27 PM O'Hare International Airport | 0 transfersDirect | |
AA2738 | 1:33 PM San Antonio International Airport | 3h06 | 4:39 PM O'Hare International Airport | 0 transfersDirect | |
UA1261 · UA546 | 1:35 PM San Antonio International Airport | 8h31 | 10:06 PM O'Hare International Airport | 1 transfer | |
UA1007 · UA352 | 1:39 PM San Antonio International Airport | 7h01 | 8:40 PM O'Hare International Airport | 1 transfer | |
UA1007 · UA1411 | 1:39 PM San Antonio International Airport | 8h00 | 9:39 PM O'Hare International Airport | 1 transfer | |
AA2793+ AA4039 | 1:43 PM San Antonio International Airport | 7h33 | 9:16 PM O'Hare International Airport | 1 transfer | |
AA2257+ AA4039 | 1:43 PM San Antonio International Airport | 6h47 | 8:30 PM O'Hare International Airport | 1 transfer | |
AA1290+ AA4039 | 1:43 PM San Antonio International Airport | 5h59 | 7:42 PM O'Hare International Airport | 1 transfer | |
UA6281 · UA1439 · UA1517 | 2:15 PM San Antonio International Airport | 7h58 | 10:13 PM O'Hare International Airport | 2 transfers | |
AA2609 · AA2793 | 2:45 PM San Antonio International Airport | 6h31 | 9:16 PM O'Hare International Airport | 1 transfer | |
AA2609 · AA2257 | 2:45 PM San Antonio International Airport | 5h45 | 8:30 PM O'Hare International Airport | 1 transfer | |
AA2609 · AA1290 | 2:45 PM San Antonio International Airport | 4h57 | 7:42 PM O'Hare International Airport | 1 transfer | |
UA404 · UA787 | 4:18 PM San Antonio International Airport | 6h57 | 11:15 PM O'Hare International Airport | 1 transfer | |
UA404 · UA2197 | 4:18 PM San Antonio International Airport | 5h22 | 9:40 PM O'Hare International Airport | 1 transfer | |
AA2793+ AA3576 | 4:22 PM San Antonio International Airport | 4h54 | 9:16 PM O'Hare International Airport | 1 transfer | |
AA3576 · AA3790 | 4:22 PM San Antonio International Airport | 5h51 | 10:13 PM O'Hare International Airport | 1 transfer | |
UA2479 · UA2258 | 4:35 PM San Antonio International Airport | 6h14 | 10:49 PM O'Hare International Airport | 1 transfer | |
AS494 · AS578 | 4:44 PM San Antonio International Airport | 19h19 | 12:03 PM O'Hare International Airport | 1 transfer | |
AS494 · AS265 | 4:44 PM San Antonio International Airport | 22h02 | 2:46 PM O'Hare International Airport | 1 transfer | |
AS494 · AS498 · AS376 | 4:44 PM San Antonio International Airport | 12h16 | 5:00 AM O'Hare International Airport | 2 transfers | |
AS494 · AS346 | 4:44 PM San Antonio International Airport | 24h54 | 5:38 PM O'Hare International Airport | 1 transfer | |
AS494 · AS429 | 4:44 PM San Antonio International Airport | 24h00 | 4:44 PM O'Hare International Airport | 1 transfer | |
UA1316 | 5:32 PM San Antonio International Airport | 3h01 | 8:33 PM O'Hare International Airport | 0 transfersDirect | |
AA2346+ AA4170 | 5:54 PM San Antonio International Airport | 5h36 | 11:30 PM O'Hare International Airport | 1 transfer | |
AA4176 | 6:52 PM San Antonio International Airport | 3h13 | 10:05 PM O'Hare International Airport | 0 transfersDirect | |
AA1620+ AA3742 | 7:10 PM San Antonio International Airport | 5h08 | 12:18 AM O'Hare International Airport | 1 transfer | |
| Thursday, August 6 | |||||
![]() | 12:00 PM San Antonio, TX | 13h47 | 1:47 AM Chicago, IL | 0 transfersDirect | |
![]() | 3:22 PM San Antonio, TX | 9h29 | 12:51 AM Chicago, IL | 0 transfersDirect | |
![]() | 3:26 PM San Antonio, TX | 13h15 | 4:41 AM Chicago, IL | 0 transfersDirect | |
![]() | 4:26 PM San Antonio, TX | 8h45 | 1:11 AM Chicago, IL | 0 transfersDirect | |
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from San Antonio, TX to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most San Antonio, TX to Chicago, IL flights use the San Antonio International Airport to O'Hare International Airport airport pair. Use this guide to compare San Antonio, TX and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
San Antonio International Airport is 11 km from San Antonio city centre. Public transport options include:
San Antonio International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in both terminals, including Tex-Mex and American cuisine. Top options include La Gloria and Rosario's.
Free Wi-Fi available throughout the airport. ATMs are located in both terminals near the ticketing and baggage claimas.
Lost and found is available at the station.
Available at San Antonio International Airport: Parking, Taxis, WC.
Available at San Antonio International Airport: Car Rental.
Accessibility facilities are available at San Antonio International Airport: Ramps, assistance.
Nearby hotels include Hotels within walking distance, including the Hilton San Antonio Airport..
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Here are some other resources that might have the information you need