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67 € 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 90 €. Find the lowest prices on one-way and return tickets right here.
Orlando.67 € per passenger.Departing Mon, 17 Aug, returning Fri, 4 Sep.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 17 Aug, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 4 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From 67 €, select.
Orlando.72 € per passenger.Departing Wed, 14 Oct, returning Fri, 23 Oct.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Wed, 14 Oct, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 23 Oct, arriving in Chicago Rockford.Price includes taxes and charges.From 72 €, select.
Orlando.90 € per passenger.Departing Mon, 24 Aug, returning Mon, 31 Aug.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 24 Aug, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Mon, 31 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From 90 €, select.
Orlando.91 € per passenger.Departing Fri, 25 Sep, returning Mon, 5 Oct.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 25 Sep, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Mon, 5 Oct, arriving in Chicago Rockford.Price includes taxes and charges.From 91 €, select.
Orlando.98 € per passenger.Departing Wed, 14 Oct, returning Mon, 2 Nov.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Wed, 14 Oct, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Mon, 2 Nov, arriving in Chicago Rockford.Price includes taxes and charges.From 98 €, select.
Orlando.102 € per passenger.Departing Fri, 31 Jul, returning Fri, 4 Sep.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 31 Jul, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 4 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From 102 €, select.
Orlando.104 € per passenger.Departing Fri, 18 Sep, returning Fri, 25 Sep.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 18 Sep, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 25 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From 104 €, select.
Orlando.117 € per passenger.Departing Mon, 9 Nov, returning Wed, 11 Nov.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 9 Nov, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Wed, 11 Nov, arriving in Chicago Rockford.Price includes taxes and charges.From 117 €, select.
Orlando.124 € per passenger.Departing Fri, 13 Nov, returning Fri, 4 Dec.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 13 Nov, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 4 Dec, arriving in Chicago Rockford.Price includes taxes and charges.From 124 €, select.
Orlando.125 € per passenger.Departing Fri, 31 Jul, returning Mon, 17 Aug.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Fri, 31 Jul, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Mon, 17 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From 125 €, select.
Orlando.132 € per passenger.Departing Wed, 16 Dec, returning Fri, 25 Dec.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Wed, 16 Dec, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 25 Dec, arriving in Chicago Rockford.Price includes taxes and charges.From 132 €, select.
Orlando.134 € per passenger.Departing Mon, 18 Jan, returning Fri, 22 Jan.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 18 Jan, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 22 Jan, arriving in Chicago Rockford.Price includes taxes and charges.From 134 €, select.
Orlando.149 € per passenger.Departing Mon, 18 Jan, returning Fri, 5 Feb.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 18 Jan, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 5 Feb, arriving in Chicago Rockford.Price includes taxes and charges.From 149 €, select.
Orlando.167 € per passenger.Departing Mon, 1 Feb, returning Fri, 5 Feb.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 1 Feb, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 5 Feb, arriving in Chicago Rockford.Price includes taxes and charges.From 167 €, select.
Orlando.185 € per passenger.Departing Mon, 21 Dec, returning Mon, 11 Jan.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Mon, 21 Dec, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Mon, 11 Jan, arriving in Chicago Rockford.Price includes taxes and charges.From 185 €, select.
Orlando.196 € per passenger.Departing Wed, 29 Jul, returning Fri, 31 Jul.Return flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Chicago Rockford on Wed, 29 Jul, arriving in Orlando Sanford.Inbound direct flight with Allegiant Air departs from Orlando Sanford on Fri, 31 Jul, arriving in Chicago Rockford.Price includes taxes and charges.From 196 €, 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 October.
Jul
from 196 €
Aug
from 90 €
Sep
from 104 €
Oct
from 72 €
Nov
from 117 €
Dec
from 132 €
Jan
from 134 €
Feb
from 167 €
Mar
Find prices
Apr
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May
Find prices
Jun
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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
Closest
from 87 €
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Orlando Sanford

30km from central Orlando
Cheapest
from 67 €
Search flights

Daytona Beach

78km from central Orlando
from 270 €
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Lakeland

87km from central Orlando
from 226 €
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Melbourne Orlando International

88km from central Orlando
from 270 €
Search flights

Chicago to Orlando: Flight information

The things to know before you go.
Cheapest flight found67 €
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 67 €. 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 July 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 .

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

  • Your next big escape starts at Chicago's main airport, Chicago Rockford International Airport (RFD). Check out the options for catching a flight from Chicago to Orlando Sanford International Airport (SFB) leaving from this terminal.

  • The timezone in Orlando is UTC-5, which is one hour ahead of Chicago. Orlando Sanford International Airport is located in Orlando.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules worth sticking to. Make sure you're at the airport on time to catch your flight from Chicago to SFB.

  • Flying during a peak time like July? Busy periods (like Thanksgiving, Christmas/New Year and spring break) can add another hour at security. Be extra safe and arrive up to four hours before an international flight and two hours before a domestic departure.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • ORD is about 27 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 30 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the trip time to be around 45 minutes.

  • Booked an early flight from Chicago to Orlando Sanford International Airport? Avoid the last-minute rush to the terminal (and sneak in some extra snooze time) by choosing one of these hotels near Chicago O'Hare International Airport:

  • 70% of flights leaving from Chicago O'Hare International Airport arrive at their destination on time.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can reach MDW from central Chicago in about 25 minutes by car, depending on traffic. The journey on public transport takes roughly 30 minutes to travel the 16 kilometres or so.

  • Got a crack-of-dawn departure? Think about staying at one of these hotels near Chicago Midway International Airport the day before your Chicago to SFB flight:

  • 76% of flights out of Chicago Midway International Airport stick to their scheduled arrival time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Kick off your adventure at Chicago Rockford International Airport (RFD) and head straight to your destination without any stops. You can book direct flights from Chicago to Orlando Sanford International Airport from here.

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

  • Allegiant Air is the most frequently chosen airline for flights from RFD to SFB.

  • Allegiant Air is the top performer for punctuality on this route.

  • From the centre of Chicago, RFD is around 145 kilometres away. It takes roughly 1 hour 40 minutes to get there by car and 2 hours or so if you're on public transport.

  • Skip the rush on your departure day — stay near Chicago Rockford International Airport and know you'll get to the terminal with time to spare. Get settled at 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 tracks how often flights get to their destinations when they should. At RFD, that rate is 71%.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Orlando Sanford International Airport (SFB)

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

  • From Orlando Sanford International Airport, central Orlando is around 40 kilometres away. It takes about 35 minutes to get to the city centre by car.

  • Travelling by public transport will take you around 1 hour.

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

  • 36 € is currently the lowest price for a one-way ticket from Chicago to Orlando Sanford International Airport. Return flights start at 67 €. These fares may change depending on demand and availability.

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

  • June is when you're most likely to find a bargain on a Chicago to Orlando Sanford International Airport ticket. If you want to travel at a different time of year, the 'Whole month' tool will give you the lowest prices for each month.

  • Finding a cheap plane ticket from Chicago to SFB is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Lock in a cheap flight from Chicago to Orlando Sanford International Airport by using the search filters. Choose your preferred times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

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

  • October is the quietest month for flights from Chicago to Orlando Sanford International Airport (SFB), while June is the most popular. Find the best time to visit Orlando based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • When booking 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).

  • If you like cooler conditions, search for a cheap ticket from Chicago to Orlando Sanford International Airport in January when temperatures are between 7ºC (45ºF) and 23ºC (73ºF).

More about Orlando

Explore more of the United States

  • Orlando is always a good idea, but there are so many other corners of the United States just waiting to be discovered. About 177 kilometres north of Orlando, a visit to Jacksonville will keep you busy. Start with leading sights like St. John's Cathedral, Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens.

  • Tampa is another standout destination in the United States and is around 153 kilometres southwest of Orlando. No trip is complete without dropping by Busch Gardens Tampa, The Florida Aquarium and ZooTampa at Lowry Park.

Plan the rest of your trip from Chicago to Orlando

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.