$129 Find Cheap Flights from San Antonio to Chicago - Compare and Save

If you want to stay at the airport, book your stay at the Hilton Chicago O'Hare Airport Hotel. The establishment is across from terminal 2 and is connected to all domestic terminals via a walkway. The hotel also offers a free shuttle service to and from terminal 5. This hotel offers day rooms between 10 am and 6 pm and overnight stays.

ORD is an ADA-compliant airport. ORD has provided passengers with limited mobility with ramps and elevators as stair-free options to all levels of the terminals. They also have accessible restrooms, reserved parking spots, accessible public transportation, and wheelchair assistance at ORD (organized through the airline). Low-vision passengers traveling through ORD can access Aira services and the airport has tactile guide paths and braille signage. Hard-of-hearing passengers will find TDD telephones, visual paging services, and closed captioning on video announcements at ORD.

MDW is served by public transportation and the CTA Orange Line runs from MDW to downtown Chicago with a total trip time of around 20 minutes. The airport is also well-served by the public bus system, nine CTA bus routes serve MDW offering transportation to various Chicago hubs. Also, there are seven PACE bus routes from MDW to the surrounding areas. Go Airport Express offers door-to-door services from MDW, they depart every 15 minutes from the arrivals hall on the lower level outside door 3. Taxis are available 24/7 in front of all terminals and are metered.

MDW has provided a baby care room where nursing parents can feed and care for their babies. The baby care facility includes a sink, seating, and power outlets. You'll find the nursing room on concourse C beside the yoga room. MDW also has family bathrooms and almost all bathrooms at the airport offer baby changing facilities. The airport also has a family lane for passengers with kids. Most restaurants at MDW include kids' menus and high chairs for infants.

Among airlines operating San Antonio to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

3 airlines operate flights between San Antonio and Chicago. The airlines offering nonstop flights on this route include:

• American Airlines
• United Airlines
• Southwest

Flights from San Antonio to Chicago usually depart from San Antonio (SAT) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Three cabin classes are available on flights from San Antonio to Chicago:

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $205 round-trip via Fort Lauderdale (FLL), compared to $400 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from San Antonio to Chicago most commonly connect through:

• Denver Intl (DEN) - 33% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 20% of one-stop connections
• Fort Lauderdale (FLL) - 14% of one-stop connections
• Las Vegas Harry Reid Intl (LAS) - 12% of one-stop connections

Denver Intl (DEN) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 19% on the San Antonio to Chicago route. Wednesday is the cheapest departure day at $370 round-trip on average, while Sunday is the most expensive at $454, a difference of $84. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on San Antonio to Chicago flights, with 38% of flights leaving in that window. Afternoon departures account for 37%, evening flights for 25%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

These are the earliest and latest flight times available from San Antonio to Chicago:

• Earliest: departs at 5:00 am and lands at 7:57 am
• Latest: departs at 6:48 pm and lands at 9:45 pm.

The flight takes about 2h 57m.

Last-minute fares on this route - booked within 2 weeks of departure - run 83% above the route average of $387. Book 5 weeks before departure for the lowest fares.

A nonstop flight from San Antonio to Chicago takes 2h 57m, covering 1,045 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $287 to $2,752. That means the highest observed fare was about 10x higher than the lowest one.

One-way fares from San Antonio to Chicago are currently lower than usual. Average one-way flight prices are about $164, which is 34% below the typical average for this route.

Flying via Dallas Love Field (DAL) gives the shortest average 1-stop total travel time at 4h 57m, compared with 5h 36m via Detroit Metropolitan Wayne County (DTW) and 5h 59m via Chicago O'Hare Intl (ORD).

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from San Antonio to Chicago range from $323 to $509, with an average of $387 over the past 12 months. Anything below $323 counts as a good deal.

Two airlines offer in-flight Wi-Fi on San Antonio to Chicago flights:

• • American Airlines
• • JetBlue