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Orlando Sanford Intl

$66+ Cheap flights from Chicago (CHI) to Orlando Sanford Intl (SFB)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFB
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Chicago to Orlando Sanford Intl

Cheapest flights from Chicago to Orlando Sanford Intl
Explore the most affordable flight options available from Chicago to Orlando Sanford Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:48 amRFD - SFB
Nonstop2h 37mAllegiant Air
Wed 12/317:10 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$175
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:48 amRFD - SFB
Nonstop2h 37mAllegiant Air
Mon 12/298:05 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$178
This Kiwi.com deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:54 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Wed 12/317:10 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/17$186
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1710:38 amRFD - SFB
Nonstop2h 37mAllegiant Air
Wed 12/247:10 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$192
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:48 amRFD - SFB
Nonstop2h 37mAllegiant Air
Sun 12/286:05 amSFB - RFD
Nonstop2h 46mAllegiant Air
Deal found 12/15$194
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1710:38 amRFD - SFB
Nonstop2h 37mAllegiant Air
Tue 12/235:16 pmSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$196
This Booking.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:54 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Wed 12/247:10 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$197
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:48 amRFD - SFB
Nonstop2h 37mAllegiant Air
Tue 12/305:16 pmSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/16$200
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:54 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Wed 12/317:10 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 12/15$205
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:25 pmORD - SFB
2 stops18h 37mMultiple Airlines
Sun 1/49:32 pmSFB - ORD
3 stops33h 33mMultiple Airlines
Deal found 12/16$547
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:34 pmORD - SFB
3 stops28h 52mMultiple Airlines
Mon 12/228:58 pmSFB - ORD
2 stops22h 41mMultiple Airlines
Deal found 12/16$825
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:34 pmORD - SFB
3 stops26h 23mMultiple Airlines
Fri 1/28:11 pmSFB - ORD
3 stops29h 19mMultiple Airlines
Deal found 12/16$847

Find flight deals from Chicago to Orlando Sanford Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Orlando Sanford Intl (SFB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$107
(Kiwi.com)

One-way from

$66
(Kiwi.com)

Popular in

October

Cheapest in

May

Average price

$285

Good round-trip deal

$166 or less

Good one-way deal

$94 or less
Provider with most accurate pricing for Chicago (CHI)-Orlando Sanford Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Orlando Sanford Intl flights.
Search Deals
From Chicago (CHI) to Orlando Sanford Intl
Search Deals
One-way flight from Chicago (CHI) to Orlando Sanford Intl
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($87 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Orlando Sanford Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Orlando Sanford Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Orlando Sanford Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago to Orlando Sanford Intl Airport that are best for you.

Fly from

Chicago

Fly to

Orlando Sanford Intl

Route

Depart

Return

Price

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Sun 1/4

8:41 am-12:13 pm

Nonstop2h 32m

Orlando Sanford Intl

Fri 1/9

8:00 am-9:52 am

Nonstop2h 52m

$146

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 1/5

10:43 am-2:20 pm

Nonstop2h 37m

Orlando Sanford Intl

Fri 1/16

8:00 am-9:52 am

Nonstop2h 52m

$148

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 4/8

4:09 pm-7:42 pm

Nonstop2h 33m

Orlando Sanford Intl

Fri 4/17

8:00 am-9:54 am

Nonstop2h 54m

$149

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 3/9

10:39 am-2:14 pm

Nonstop2h 35m

Orlando Sanford Intl

Wed 3/11

12:05 pm-1:54 pm

Nonstop2h 49m

$163

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Sun 1/4

8:41 am-12:13 pm

Nonstop2h 32m

Orlando Sanford Intl

Mon 1/12

8:00 am-9:52 am

Nonstop2h 52m

$167

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 1/23

10:42 am-2:19 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 1/26

8:00 am-9:52 am

Nonstop2h 52m

$168

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 1/5

10:43 am-2:20 pm

Nonstop2h 37m

Orlando Sanford Intl

Fri 1/9

8:00 am-9:52 am

Nonstop2h 52m

$172

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 2/23

10:51 am-2:21 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 2/27

8:00 am-9:58 am

Nonstop2h 58m

$176

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 1/5

10:43 am-2:20 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 1/12

8:00 am-9:52 am

Nonstop2h 52m

$183

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Thu 2/26

9:03 am-10:11 pm

1 stop12h 08m

Orlando Sanford Intl

Sun 3/1

6:13 pm-8:18 am

1 stop15h 05m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 46 results
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Compare providers for flights from Chicago to Orlando Sanford Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Orlando Sanford Intl in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Orlando Sanford Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Orlando Sanford Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Orlando Sanford Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Orlando Sanford Intl Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Orlando Sanford Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Orlando Sanford Intl

Have a flexible travel schedule? Discover the best time to fly to Orlando Sanford Intl from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Orlando Sanford Intl Airport

What is the cheapest month to book a flight from Chicago to Orlando Sanford Intl Airport?

Currently, February is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $80). Flying from Chicago to Orlando Sanford Intl Airport in March is currently the most expensive (average of $164). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SFB?

Find hourly flight availability from Chicago to Orlando Sanford Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s optimal to fly from Chicago to Orlando Sanford Intl Airport in the afternoon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago to Orlando Sanford Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Orlando Sanford Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Orlando Sanford Intl Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How often are flights from Chicago to Orlando delayed?

About 30% of weekly flights between Chicago and Orlando have experienced delays in the past year, with the average delay time being 125 minutes.

What is the most punctual flight time for Chicago to Orlando flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Orlando flights?

Over the last year, Allegiant Air have had the lowest number of delays on this route, with just 32% of flights being delayed.

Reviews of airlines servicing Orlando Sanford Intl

Get insights into the airlines that provide service to Orlando Sanford Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando Sanford Intl. Reviews last updated December 18, 2025.
Get a feel of what it's like to fly with Spirit Airlines from Chicago to Orlando Sanford Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Spirit Airlines
6.3
Okay
8,190 reviews

Boarding

6.6

Overall

6.3

Comfort

5.9

Crew

7.0

Entertainment

5.0

Food

5.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2025

PNS - MCO

Bad experience. Unhappy with the changing of flight times and one particular flight attendant (Bartholomew) on our flight from Orlando to Detroit. Traveling with a large family of 7, including our 18 month old, can be arduous but when the airline changes your flight time from landing at 9:30 pm to landing after midnight, this becomes much more difficult. When our 18 month old was predictably over tired and fussy, my wife and I tried to move to an open row so we can console her more effectively. The flight attendent rebuked us and said we could not sit in an exit row. We were not planning on sitting there for more than a few minutes but just to have space to console our screaming 18 month old. Spirit did not allow for a family friendly trip. Likely will be choosing a different airline next time.
Spirit Airlines
6.3
Okay
8,190 reviews
Spirit Airlines
6.3
Okay
8,190 reviews

Boarding

6.6

Overall

6.3

Comfort

5.9

Crew

7.0

Entertainment

5.0

Food

5.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2025

PNS - MCO

Bad experience. Unhappy with the changing of flight times and one particular flight attendant (Bartholomew) on our flight from Orlando to Detroit. Traveling with a large family of 7, including our 18 month old, can be arduous but when the airline changes your flight time from landing at 9:30 pm to landing after midnight, this becomes much more difficult. When our 18 month old was predictably over tired and fussy, my wife and I tried to move to an open row so we can console her more effectively. The flight attendent rebuked us and said we could not sit in an exit row. We were not planning on sitting there for more than a few minutes but just to have space to console our screaming 18 month old. Spirit did not allow for a family friendly trip. Likely will be choosing a different airline next time.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Orlando Sanford Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Orlando Sanford Intl Airport?

    A quick flight from Chicago to Orlando Sanford Intl Airport can take about 2h 32m. Allegiant Air provides one of the quickest options available for as low as $146. The distance from Chicago to Orlando Sanford Intl Airport is about 1025 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Chicago to Orlando Sanford Intl Airport round-trip?

    According to our current data, Frontier ($89), and Allegiant Air ($96) offers the cheapest pricing from Chicago to Orlando Sanford Intl Airport. These flights start at 58% lower than the current average price 3 months from now.

  • What are the most popular routes from Chicago to Orlando Sanford Intl Airport?

    While some choose either Chicago O'Hare Intl - Orlando Sanford Intl or Chicago Midway - Orlando Sanford Intl, Chicago Greater Rockford - Orlando Sanford Intl is the most popular route from Chicago to Orlando Sanford Intl Airport.

  • Can I find deals for flights from Chicago to Orlando Sanford Intl that include hotel bookings?

    Yes. In addition to deals on Chicago to Orlando Sanford Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Orlando Sanford Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Orlando Sanford Intl.

  • Can I find deals for business class flights from Chicago to Orlando Sanford Intl?

    Yes. Cheapflights offers flight deals from Chicago to Orlando Sanford Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Orlando Sanford Intl Airport?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $80). Flying from Chicago to Orlando Sanford Intl Airport in March is currently the most expensive (average of $164). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from Chicago to Orlando Sanford Intl

Discover the top 2 airlines that operate flights from Chicago to Orlando Sanford Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$258FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$97Average$197FlexibilityNo cancel feeOn-time88%

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