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Chicago Midway International Airport to Orlando Sanford International Airport flight

Search for flights from Chicago to Orlando. Find affordable one-way or round-trip flights.

      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        ORL 15:00
        6h
        Nonstop
        CHI 16:00
        Orlando - Chicago | Wed, Sep 2 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        ORL 14:00
        Chicago - Orlando | Mon, Aug 31 | Normal Airline
        Search
        Search

Displayed flight fares from Chicago Midway International Airport to Orlando Sanford International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

About Chicago Midway International Airport and Orlando Sanford International Airport

Learn about Chicago Midway International Airport (MDW) and Orlando Sanford International Airport (SFB) — including location, terminals, transportation, and travel tips.

Flight distance 1,563 km

FAQs for Chicago Midway International Airport to Orlando Sanford International Airport Flights

  • What is the transportation method from the main airport to downtown in Orlando?

    • The distance from Orlando International Airport to downtown is about 14 km, by taxi about 30 minutes.
    • The distance from Orlando Sanford International Airport to downtown is about 30 km, by taxi about 50 minutes.
  • The closest airport to Orlando Sanford International Airport (SFB) is Orlando Herndon Airport. The distance is around 27 km.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Chicago Midway International Airport to Orlando Sanford International Airport is SAR 786. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Orlando Sanford International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations

Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.