Is there a direct flight?

Yes, Allegiant Air offers flights from SFB to the Chicago area.

Is driving practical?

No, it takes over 18 hours and is very tiring.

What is the best airport to fly into?

O'Hare and Midway are both good options depending on your destination.

Do I need a car in Chicago?

No, public transportation is excellent.

Sanford

Chicago

Flight

Sanford to Chicago

Updated: 28 May 2026

The distance from Sanford to Chicago is approximately 1,150 miles. The most practical way to travel is by flying from Orlando Sanford International Airport (SFB) to one of Chicago's major airports, O'Hare (ORD) or Midway (MDW). The flight time is approximately 3 hours. Driving is possible but takes over 18 hours, making it less practical for most travelers. This route connects the Sunshine State with the Midwest's largest city.

Total Distance: 1,850 km driving distance; 1,600 km straight-line air distance.

Fastest Way

Flying from SFB to Chicago takes about 3 hours in the air.

Cheapest Way

Flying is the only practical way to make this trip in a reasonable timeframe.

Compare Sanford to Chicago Routes

Flight

Direct

Duration

3 hours

Avg Price

$150 - $450

Operator

Allegiant Air

Route

SFB to Chicago area airports.

Book early to secure lower fares on direct flights.

Travel Tips

Airport Transfers
Use the 'L' train system to get from the airport to downtown Chicago; it is very efficient.
Flight Booking
Compare prices across different Chicago airports to find the best deal.
Packing
Pack layers, as the weather in Chicago can be very windy and change quickly.
Walking
Chicago is a great city for walking, especially along the lakefront.
Public Transit
Use the CTA train and bus system to navigate the city easily.

Safety Tips

Public Transit
Stay aware of your surroundings on the 'L' train, especially at night.
Crowds
Be cautious in crowded tourist areas to avoid pickpockets.
Emergency Prep
Know the location of your hotel and have a map of the city.
Flight Safety
Follow all airline and airport security protocols.