- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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 $390 if you buy it on the day, but the cheapest tickets can be found for only $205.
On Thu, Nov 05, we found 56 flights from San Antonio, TX to Chicago, IL, including 6 direct services.
On Thu, Nov 05 the direct flights cover the 1691 km distance in an average of 3 h 1 m but if you time it right, some flights will get you there in just 2 h 55 m .
On Thu, Nov 05 the longest flights will take 3 h 7 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.
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Flights from San Antonio, TX to Chicago, IL depart on average 58 times per day, taking around 5h 17m. Cheap flight tickets for this journey start at $92 (€77) if you book in advance.
There are 5 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 46m. October is the cheapest month to fly.
Plan this route
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from San Antonio, TX to Chicago, IL.
The table below shows live departures for San Antonio, TX to Chicago, IL flights for today, Wednesday, November 4. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA469 · UA358 · UA2654 | 5:30 AM San Antonio International Airport | 7h36 | 1:06 PM O'Hare International Airport | 2 transfers | |
UA469 · UA1617 | 5:30 AM San Antonio International Airport | 5h48 | 11:18 AM O'Hare International Airport | 1 transfer | |
UA469 · UA2802 | 5:30 AM San Antonio International Airport | 4h40 | 10:10 AM O'Hare International Airport | 1 transfer | |
UA2233 · UA2053 | 6:15 AM San Antonio International Airport | 8h58 | 3:13 PM O'Hare International Airport | 1 transfer | |
UA2233 · UA2840 | 6:15 AM San Antonio International Airport | 7h39 | 1:54 PM O'Hare International Airport | 1 transfer | |
UA2233 · UA2324 | 6:15 AM San Antonio International Airport | 10h06 | 4:21 PM O'Hare International Airport | 1 transfer | |
UA1332 | 6:34 AM San Antonio International Airport | 2h58 | 9:32 AM O'Hare International Airport | 0 transfersDirect | |
UA471 · UA2331 | 7:00 AM San Antonio International Airport | 7h38 | 2:38 PM O'Hare International Airport | 1 transfer | |
UA2421 · UA630 | 7:20 AM San Antonio International Airport | 11h29 | 6:49 PM O'Hare International Airport | 1 transfer | |
UA2421 · UA1114 | 7:20 AM San Antonio International Airport | 13h02 | 8:22 PM O'Hare International Airport | 1 transfer | |
UA2421 · UA2827 | 7:20 AM San Antonio International Airport | 9h14 | 4:34 PM O'Hare International Airport | 1 transfer | |
UA2421 · UA1147 | 7:20 AM San Antonio International Airport | 14h25 | 9:45 PM O'Hare International Airport | 1 transfer | |
AA2070 · AA2062 | 8:00 AM San Antonio International Airport | 6h12 | 2:12 PM O'Hare International Airport | 1 transfer | |
AA2070 · AA2421 | 8:00 AM San Antonio International Airport | 8h00 | 4:00 PM O'Hare International Airport | 1 transfer | |
UA593 · UA787 | 9:35 AM San Antonio International Airport | 6h54 | 4:29 PM O'Hare International Airport | 1 transfer | |
UA2250 · UA2497 | 12:24 PM San Antonio International Airport | 6h30 | 6:54 PM O'Hare International Airport | 1 transfer | |
UA2301 · UA254 | 12:45 PM San Antonio International Airport | 7h29 | 8:14 PM O'Hare International Airport | 1 transfer | |
UA2301 · UA546 | 12:45 PM San Antonio International Airport | 9h33 | 10:18 PM O'Hare International Airport | 1 transfer | |
UA1382 | 1:15 PM San Antonio International Airport | 2h58 | 4:13 PM O'Hare International Airport | 0 transfersDirect | |
UA1007 · UA1131 | 1:52 PM San Antonio International Airport | 6h37 | 8:29 PM O'Hare International Airport | 1 transfer | |
UA1007 · UA1843 | 1:52 PM San Antonio International Airport | 7h38 | 9:30 PM O'Hare International Airport | 1 transfer | |
UA1007 · UA675 | 1:52 PM San Antonio International Airport | 6h19 | 8:11 PM O'Hare International Airport | 1 transfer | |
UA2158 · UA2296 | 2:20 PM San Antonio International Airport | 5h35 | 7:55 PM O'Hare International Airport | 1 transfer | |
UA2158 · UA1535 · UA1896 | 2:20 PM San Antonio International Airport | 8h55 | 11:15 PM O'Hare International Airport | 2 transfers | |
UA2158 · UA2830 · UA1896 | 2:20 PM San Antonio International Airport | 8h55 | 11:15 PM O'Hare International Airport | 2 transfers | |
UA404 · UA2197 | 4:19 PM San Antonio International Airport | 5h21 | 9:40 PM O'Hare International Airport | 1 transfer | |
UA2479 · UA2258 | 4:48 PM San Antonio International Airport | 5h58 | 10:46 PM O'Hare International Airport | 1 transfer | |
UA2479 · UA377 | 4:48 PM San Antonio International Airport | 7h11 | 11:59 PM O'Hare International Airport | 1 transfer | |
UA5805 | 5:34 PM San Antonio International Airport | 3h06 | 8:40 PM O'Hare International Airport | 0 transfersDirect | |
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Find all the dates and times for this journey
Flights from San Antonio, TX to Chicago, IL with United, American Airlines, and Alaska Airlines. Flights with a stop available on this route with United, American Airlines, and Alaska Airlines. Use the details below to compare onboard facilities.
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
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.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.
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..
See which airports are used for flights between San Antonio, TX and Chicago, IL, including airport details.