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Chicago Midway International Airport to Orlando Sanford International Airport flight

Search for flights from Chicago to Orlando and check out affordable one-way and round-trip options.

      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
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        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
        Search
        Search
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
        ORL 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Orlando - Chicago | Thu, Sep 24 | Normal Airline
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        Search
      • MDW 12:56 PM
        9h 5m
        1 stop
        SFB 11:01 PM
        Chicago - Orlando | Thu, Oct 8 | Allegiant Air
        TRY 8,674 TRY 13,760
        37% off
        37% off
        TRY 13,760 TRY 8,674
      • MDW 1:26 PM
        4h 51m
        1 stop
        SFB 7:17 PM
        Chicago - Orlando | Thu, Oct 15 | Allegiant Air
        TRY 12,384 TRY 13,760
        10% off
        10% off
        TRY 13,760 TRY 12,384
      • CHI 1:00 PM
        17h 25m
        1 stop
        ORL 2:00 PM
        Chicago - Orlando | Tue, Sep 22 | Normal Airline
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Flight fares from Chicago Midway International Airport to Orlando Sanford International Airport are based on average airline prices for the next 3 months, according to Trip.com’s latest data.

Which airline offers the cheapest flights from Chicago Midway International Airport to Orlando Sanford International Airport?

The cheapest airline flying from Chicago Midway International Airport to Orlando Sanford International Airport is Allegiant Air (from TRY 8,674) among 1 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Allegiant Air
From TRY 8,674

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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 distance1,563 km
Cheapest one-way ticket priceTRY 8,674

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. It takes about 30 minutes by taxi.
    • The distance from Orlando Sanford International Airport to downtown is about 30 km. It takes about 50 minutes by taxi.
  • 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 TRY 10,257. 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.

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

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

Real-time pricing updates

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

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