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Orlando Sanford Intl

$50+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFB
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find 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 October 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 12/810:38 amRFD - SFB
Nonstop2h 37mAllegiant Air
Fri 12/128:00 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/29$104
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 12/61:38 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Fri 12/128:00 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/27$110
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 12/810:38 amRFD - SFB
Nonstop2h 37mAllegiant Air
Sat 12/1311:00 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/27$120
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 12/61:38 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Sat 12/1311:00 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/27$122
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 12/131:38 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Tue 12/235:16 pmSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/28$128
This FlightHub deal was found by Cheapflights users on 10/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:38 amRFD - SFB
Nonstop2h 37mAllegiant Air
Mon 12/158:00 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/27$129
This FlightHub deal was found by Cheapflights users on 10/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:18 pmRFD - SFB
Nonstop2h 29mAllegiant Air
Fri 11/142:44 pmSFB - RFD
Nonstop2h 44mAllegiant Air
Deal found 10/28$133
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 12/131:38 pmRFD - SFB
Nonstop2h 37mAllegiant Air
Sat 12/206:20 amSFB - RFD
Nonstop2h 48mAllegiant Air
Deal found 10/27$137
This Booking.com deal was found by Cheapflights users on 10/27. 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.
Fri 10/316:43 pmRFD - SFB
Nonstop2h 30mAllegiant Air
Fri 11/72:44 pmSFB - RFD
Nonstop2h 44mAllegiant Air
Deal found 10/27$139
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 11/175:18 pmRFD - SFB
Nonstop2h 29mAllegiant Air
Fri 11/216:00 amSFB - RFD
Nonstop2h 47mAllegiant Air
Deal found 10/29$143
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Mon 11/104:12 pmMDW - SFB
1 stop5h 51mAllegiant Air
Fri 11/147:50 amSFB - MDW
1 stop9h 55mAllegiant Air
Deal found 10/28$228
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Fri 11/143:27 pmMDW - SFB
1 stop6h 47mAllegiant Air
Sun 11/169:55 pmSFB - MDW
1 stop15h 07mAllegiant Air
Deal found 10/28$249

Cheap 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 October 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$104
(Kiwi.com)

One-way from

$50
(FlightHub)

Popular in

October

Cheapest in

May

Average price

$430

Good round-trip deal

$141 or less

Good one-way deal

$67 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. 24% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 29, 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

Mon 1/12

10:42 am-2:19 pm

Nonstop2h 37m

Orlando Sanford Intl

Fri 1/16

8:00 am-9:52 am

Nonstop2h 52m

$104

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Sat 12/6

1:38 pm-5:15 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 12/8

8:00 am-9:48 am

Nonstop2h 48m

$122

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 1/23

10:42 am-2:19 pm

Nonstop2h 37m

Orlando Sanford Intl

Fri 1/30

8:00 am-9:52 am

Nonstop2h 52m

$145

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 12/5

10:38 am-2:15 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 12/8

8:00 am-9:48 am

Nonstop2h 48m

$153

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 11/10

5:18 pm-8:47 pm

Nonstop2h 29m

Orlando Sanford Intl

Fri 11/14

2:44 pm-4:28 pm

Nonstop2h 44m

$156

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

$175

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 12/12

10:38 am-2:15 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 12/15

8:00 am-9:48 am

Nonstop2h 48m

$179

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 12/17

10:38 am-2:15 pm

Nonstop2h 37m

Orlando Sanford Intl

Mon 12/29

8:05 am-9:53 am

Nonstop2h 48m

$207

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 11/14

5:18 pm-8:47 pm

Nonstop2h 29m

Orlando Sanford Intl

Mon 11/17

2:44 pm-4:28 pm

Nonstop2h 44m

$219

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 2/16

10:51 am-2:21 pm

Nonstop2h 30m

Orlando Sanford Intl

Wed 2/18

12:05 pm-2:06 pm

Nonstop3h 01m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 October.
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 April is currently the most expensive (average of $172). 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 October 29, 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 24% on the cost of your flight, compared to a flight at noon.

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 October 29, 2025.
Get a feel of what it's like to fly with United Airlines, Spirit Airlines, and Frontier 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.
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,001 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Spirit Airlines
6.3
Okay
8,113 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Frontier
5.8
Fair
3,124 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 37m. Allegiant Air provides one of the quickest options available for as low as $104. 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 ($80), and Allegiant Air ($96) offers the cheapest pricing from Chicago to Orlando Sanford Intl Airport. These flights start at 62% 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 Midway - Orlando Sanford Intl or Chicago O'Hare Intl - 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 April is currently the most expensive (average of $172). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$258FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$96Average$185FlexibilityNo cancel feeOn-time88%

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