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Cheap Flights from Chicago to Orlando Sanford

Compare Chicago to Orlando Sanford flight deals

Find the cheapest month or even day of the year to fly to Orlando Sanford

Book the best Orlando Sanford fare with no extra fees

Flight deals from Chicago to Orlando Sanford

Looking for a cheap last-minute deal or the best return flight from Chicago to Orlando Sanford Airport? If you want to travel next month, return fares start from R 2,184. Find the lowest prices on one-way and return tickets right here.
Orlando.R 622 per passenger.Departing Mon, 17 Aug.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 17 Aug, arriving in Orlando Sanford.Price includes taxes and charges.From R 622, select.
Orlando.R 736 per passenger.Departing Fri, 3 Jul.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 3 Jul, arriving in Orlando Sanford.Price includes taxes and charges.From R 736, select.
Orlando.R 852 per passenger.Departing Mon, 29 Jun.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 29 Jun, arriving in Orlando Sanford.Price includes taxes and charges.From R 852, select.
Orlando.R 1,015 per passenger.Departing Mon, 28 Sep.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 28 Sep, arriving in Orlando Sanford.Price includes taxes and charges.From R 1,015, select.
Orlando.R 1,097 per passenger.Departing Wed, 11 Nov.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Wed, 11 Nov, arriving in Orlando Sanford.Price includes taxes and charges.From R 1,097, select.
Orlando.R 1,097 per passenger.Departing Mon, 19 Oct.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 19 Oct, arriving in Orlando Sanford.Price includes taxes and charges.From R 1,097, select.
Orlando.R 1,504 per passenger.Departing Fri, 29 May.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 29 May, arriving in Orlando Sanford.Price includes taxes and charges.From R 1,504, select.
Orlando.R 7,814 per passenger.Departing Mon, 22 Mar.One-way flight with Hahn Air Technologies.Outbound indirect flight with Hahn Air Technologies, departs from Chicago O'Hare International on Mon, 22 Mar, arriving in Orlando Sanford.Price includes taxes and charges.From R 7,814, select.
Orlando.R 8,348 per passenger.Departing Mon, 21 Dec.One-way flight with Hahn Air Technologies.Outbound indirect flight with Hahn Air Technologies, departs from Chicago O'Hare International on Mon, 21 Dec, arriving in Orlando Sanford.Price includes taxes and charges.From R 8,348, select.
Orlando.R 10,347 per passenger.Departing Sun, 3 Jan.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago O'Hare International on Sun, 3 Jan, arriving in Orlando Sanford.Price includes taxes and charges.From R 10,347, select.
Orlando.R 10,738 per passenger.Departing Thu, 4 Feb.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Thu, 4 Feb, arriving in Orlando Sanford.Price includes taxes and charges.From R 10,738, select.

Find the cheapest month to fly from Chicago to Orlando Sanford

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Orlando Sanford flights are currently cheapest in August.
May
from R 1,504
Jun
from R 852
Jul
from R 736
Aug
from R 622
Sep
from R 1,015
Oct
from R 1,097
Nov
from R 1,097
Dec
from R 8,348
Jan
from R 10,347
Feb
from R 10,738
Mar
from R 7,814
Apr
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Direct flights from Chicago to Orlando Sanford

Chicago to Orlando Sanford: Alternative routes

Compare routes from Chicago to Orlando below. You may find an airport to fly into that's cheaper, faster, or easier than Orlando Sanford.

Orlando International

13km from central Orlando
ClosestCheapest
from R 454
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Orlando Sanford

30km from central Orlando
from R 622
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Daytona Beach

78km from central Orlando
from R 2,029
Search flights

Lakeland

87km from central Orlando
from R 1,527
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Melbourne Orlando International

88km from central Orlando
from R 2,273
Search flights

Chicago to Orlando: Flight information

The things to know before you go.
Cheapest flight foundR 622
Cheapest month to flyAugust
Average flight time2 hrs, 35 mins
Most popular airlineAllegiant Air
Average flights per week3

Finding cheap flights from Chicago to Orlando Sanford: Frequently asked questions

The best price we found for a return flight from Chicago to Orlando Sanford is R 1,350. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 35 minutes is the average flight time from Chicago to Orlando Sanford.
Allegiant Air flies direct from Chicago to Orlando Sanford.
As of May 2026, there are 3 flights per week flying from Chicago to Orlando Sanford.
The cheapest month to fly from Chicago to Orlando Sanford is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Orlando Sanford Airport on Monday, 17 August 2026.
Yes – the average flight time is 2 hours and 35 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Orlando Sanford but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Orlando is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Orlando Sanford is Allegiant Air .

Travelling from Chicago to Orlando Sanford International Airport (SFB): What you need to know

  • Kick off your travels at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Orlando Sanford International Airport (SFB) jetting off from either of these.

  • Orlando is one hour ahead of Chicago. Orlando Sanford International Airport is located in Orlando, which follows the UTC-4 timezone.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for stress-free travel. Be at the airport with enough time to board your flight from Chicago to SFB.

  • If you're heading away during a major holiday or other peak period, allow extra time. Arrive two hours before domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is around 40 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're taking public transport, expect the trip time to be around 55 minutes.

  • Want a leisurely start to your travels? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Orlando Sanford International Airport or just don't want to be rushed, these hotels are the answer:

  • Of the flights that depart from O'Hare International Airport, 74.85% land on schedule at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • With public transport, you can travel from central Chicago to MDW in around 45 minutes. The terminal is roughly 19 kilometres away, and making the journey by car will take approximately 20 minutes.

  • Get your holiday started early with an additional night away from home. Before your Chicago to SFB flight, stay in one of these hotels near Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure gives an insight into how often flights that depart from this airport reach their destination on time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • One flight, no fuss. You can book a direct flight from Chicago to Orlando Sanford International Airport departing from Chicago Rockford International Airport (RFD).

  • Get set for takeoff with Allegiant Air. It offers direct Chicago to SFB plane tickets from RFD.

  • Allegiant Air sees the most traveller bookings for flights from RFD to SFB.

  • With 68.0% of its services landing as planned, Allegiant Air is the leading performer for punctuality on this route.

  • RFD is roughly 137 kilometres from central Chicago. Driving from the city centre to the terminal takes about 1 hour 25 minutes. If you're thinking about taking public transport, expect a journey time of around 4 hours 15 minutes.

  • Set yourself up for a smooth departure — stay close to Chicago Rockford International Airport and know you'll reach the terminal with time to spare. Check in to one of these hotels the day before if you've booked an early Chicago to Orlando Sanford International Airport flight:

  • Airports have an on-time performance rating that measures how often flights arrive at their destinations without delays. At RFD, that rate is 76.19%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Orlando Sanford International Airport (SFB)

Getting from Orlando Sanford International Airport (SFB) to central Orlando

  • Orlando Sanford International Airport is roughly 31 kilometres from central Orlando. How long it'll take to get there in a cab or car hire depends on the time of day. Do some research before you go.

  • Travelling by public transport typically takes 2 hours 5 minutes.

How to find the cheapest flights from Chicago to Orlando Sanford International Airport (SFB)

  • R 622 is currently the best price for a one-way ticket from Chicago to Orlando Sanford International Airport. A return flight starts from R 1,350. These fares can change depending on availability.

  • To snag cheap flights from Chicago to SFB, book your plane ticket one month ahead of your departure date.

  • Organise your trip for June. That's the best month for scoring a great bargain on Chicago to Orlando Sanford International Airport tickets. If you're open to different travel dates, use the 'Whole month' tool to find the lowest price across every month.

  • Finding a cheap plane ticket from Chicago to SFB couldn't be easier with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as a better deal is available.

  • Save money on your flight from Chicago to Orlando Sanford International Airport by using filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Orlando Sanford International Airport (SFB)

  • Think about your travel style when deciding when to fly. February is the quietest month to go to Orlando. July is when most people book flights from Chicago to Orlando Sanford International Airport (SFB), which may be ideal if you're chasing more action.

  • Before locking in your Chicago to SFB plane ticket, consider the type of weather you enjoy. July is the warmest month in Orlando, with temperatures ranging from 23ºC (73ºF) to 34ºC (93ºF).

  • January has temperatures of between 7ºC (45ºF) and 23ºC (73ºF). Look for cheap tickets from Chicago to Orlando Sanford International Airport around that time if you like travelling in cooler conditions.

More about Orlando

Explore more of the United States

  • Orlando has loads to offer, but there are so many other corners of the United States just waiting to be discovered. About 177 kilometres north of Orlando, a trip to Jacksonville will keep you on the go. Check out popular attractions like St. John's Cathedral, San Marco Historic District and Museum of Contemporary Art Jacksonville.

  • If you're interested in discovering another side of the United States, consider Tampa, roughly 153 kilometres south-west of Orlando. Super Bowl, Busch Gardens Tampa and The Florida Aquarium are key highlights.

Plan the rest of your trip from Chicago to Orlando

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.