How can I find cheap flights from Orlando Sanford International Airport to Midway International Airport?
Explore the cheapest one-way and round-trip flights from Orlando Sanford International Airport to Midway International Airport over the next 90 days, with one-way fares from US$201 and round-trip from US$279. Based on Trip.com's latest 7-day flight data.
- Cheapest
- Return
- Fastest
- Cheapest
SFB 07:007h 40m1 stopMDW 13:40Orlando - Chicago | Tue, Nov 24 | Allegiant AirUS$201 US$35844% off44% offUS$358 US$201
SFB 11:105h 31m1 stopMDW 15:41Orlando - Chicago | Fri, Nov 13 | Allegiant AirUS$279 US$35822% off22% offUS$358 US$279
ORL 13:0017h 25m1 stopCHI 14:00Orlando - Chicago | Sat, Nov 14 | Normal AirlineFind more flightsFind more flights
SFB 11:105h 31m1 stopMDW 15:41Orlando - Chicago | Mon, Nov 16 | Allegiant Air
MDW 20:422h 43mDirectMCO 00:25Chicago - Orlando | Sat, Nov 21 | Frontier AirlinesUS$279 US$35822% off22% offUS$358 US$279
ORL 13:0017h 25m1 stopCHI 14:00Orlando - Chicago | Sat, Nov 14 | Normal Airline
CHI 15:006hDirectORL 16:00Chicago - Orlando | Mon, Nov 16 | Normal AirlineFind more flightsFind more flights
SFB 11:105h 31m1 stopMDW 15:41Orlando - Chicago | Fri, Nov 13 | Allegiant AirUS$279 US$35822% off22% offUS$358 US$279
SFB 07:007h 40m1 stopMDW 13:40Orlando - Chicago | Tue, Nov 24 | Allegiant AirUS$201 US$35844% off44% offUS$358 US$201
ORL 13:0017h 25m1 stopCHI 14:00Orlando - Chicago | Sat, Nov 14 | Normal AirlineFind more flightsFind more flights
Displayed flight fares from Orlando to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.
Which airline offers the cheapest flights from Orlando Sanford International Airport to Midway International Airport?
The cheapest airline flying from Orlando Sanford International Airport to Midway International Airport is Allegiant Air (from US$166) among 1 carriers operating this route. Based on Trip.com's latest 7-day flight data.

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What is the flight schedule from Orlando Sanford International Airport to Midway International Airport?
Check the schedule for flights from Orlando to Chicago and find the flight that best matches your travel plans.
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G42021
Orlando Sanford International Airport
11:10
SFB
12:48
TYS
S - - - - - -Search -
G41418
Mcghee Tyson Airport
15:04
TYS
15:41
MDW
S - - - - - - -
G43055
Orlando Sanford International Airport
19:15
SFB
20:51
TYS
- - - - - - SSearch -
G41418
Mcghee Tyson Airport
15:04
TYS
15:41
MDW
S - - - - - -
About Orlando Sanford International Airport and Midway International Airport
Learn about Orlando Sanford International Airport (SFB) and Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.
| Flight distance | 1,563km |
|---|---|
| Cheapest one-way ticket price | US$201 |
| Cheapest return ticket price | US$279 |
FAQs for Orlando Sanford International Airport to Midway International Airport Flights
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What's the closest airport to Midway International Airport (MDW)?
The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.What are the cheapest flights from Orlando Sanford International Airport to Midway International Airport?
One-way flights from Orlando Sanford International Airport to Midway International Airport currently start from US$201, and round-trip fares start from US$279. The current lowest fare is a Allegiant Air flight departing on Tue, Nov 24; prices may vary depending on availability.What is the average price of a flight from Orlando Sanford International Airport to Midway International Airport?
Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Orlando Sanford International Airport to Midway International Airport is US$197. Prices may vary depending on the departure date, airline, and availability.How do I book flights from Orlando Sanford International Airport to Midway International Airport on Trip.com?
Enter Orlando Sanford International Airport and Midway 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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