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Orlando Sanford Intl

$49+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFB
Oct 8 — Oct 151
Wed 10/8
Wed 10/15
1 adult, Economy
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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 September 8, 2025.

Round-trip from

$94
(FlightHub)

One-way from

$49
(Kiwi.com)

Popular in

October

Cheapest in

May

Average price

$211

Good round-trip deal

$126 or less
From Chicago (CHI) to Orlando Sanford Intl
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One-way flight from Chicago (CHI) to Orlando Sanford Intl
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Highest demand for flights based on searches. 17% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Orlando Sanford Intl.
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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 September 8, 2025.

This FlightHub deal was found by Cheapflights users on 9/7. 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.
Fri 10/247:43 pmRFD - SFB
Nonstop2h 30mAllegiant Air
Fri 10/314:08 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/7$94
This Trip.com deal was found by Cheapflights users on 9/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:50 amRFD - SFB
Nonstop2h 30mAllegiant Air
Fri 10/312:33 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/7$104
This FlightHub deal was found by Cheapflights users on 9/7. 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.
Fri 10/316:43 pmRFD - SFB
Nonstop2h 30mAllegiant Air
Mon 11/33:13 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/7$109
This Trip.com deal was found by Cheapflights users on 9/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/123:15 pmRFD - SFB
Nonstop2h 32mAllegiant Air
Mon 9/158:05 amSFB - RFD
Nonstop2h 42mAllegiant Air
Deal found 9/6$118
This FlightHub deal was found by Cheapflights users on 9/6. 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.
Fri 9/263:15 pmRFD - SFB
Nonstop2h 32mAllegiant Air
Mon 9/298:05 amSFB - RFD
Nonstop2h 42mAllegiant Air
Deal found 9/6$125
This Trip.com deal was found by Cheapflights users on 9/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:50 amRFD - SFB
Nonstop2h 30mAllegiant Air
Mon 10/612:25 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/7$129
This FlightHub deal was found by Cheapflights users on 9/6. 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.
Fri 10/37:48 pmRFD - SFB
Nonstop2h 30mAllegiant Air
Mon 10/612:25 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/6$135
This FlightHub deal was found by Cheapflights users on 9/6. 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 10/137:47 pmRFD - SFB
Nonstop2h 30mAllegiant Air
Fri 10/1712:33 pmSFB - RFD
Nonstop2h 45mAllegiant Air
Deal found 9/6$136
This FlightHub deal was found by Cheapflights users on 9/7. 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.
Fri 9/193:15 pmRFD - SFB
Nonstop2h 32mAllegiant Air
Fri 9/268:05 amSFB - RFD
Nonstop2h 42mAllegiant Air
Deal found 9/7$138
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 9/223:15 pmRFD - SFB
Nonstop2h 32mAllegiant Air
Fri 9/268:05 amSFB - RFD
Nonstop2h 42mAllegiant Air
Deal found 9/7$148
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 11/74:01 pmORD - SFB
1 stop6h 37mMultiple Airlines
Mon 11/106:07 pmSFB - ORD
1 stop5h 30mMultiple Airlines
Deal found 9/7$189
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Fri 10/175:24 pmMDW - SFB
1 stop15h 34mAllegiant Air
Sun 10/199:51 pmSFB - MDW
1 stop19h 42mAllegiant Air
Deal found 9/6$225

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 September 8, 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

Fri 10/24

7:43 pm-11:13 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 10/31

4:08 pm-5:53 pm

Nonstop2h 45m

$94

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 10/1

8:50 am-12:20 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 10/3

12:33 pm-2:18 pm

Nonstop2h 45m

$104

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 10/31

6:43 pm-10:13 pm

Nonstop2h 30m

Orlando Sanford Intl

Mon 11/3

3:13 pm-4:58 pm

Nonstop2h 45m

$109

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 9/12

3:15 pm-6:47 pm

Nonstop2h 32m

Orlando Sanford Intl

Mon 9/15

8:05 am-9:47 am

Nonstop2h 42m

$118

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 9/26

3:15 pm-6:47 pm

Nonstop2h 32m

Orlando Sanford Intl

Mon 9/29

8:05 am-9:47 am

Nonstop2h 42m

$125

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 10/1

8:50 am-12:20 pm

Nonstop2h 30m

Orlando Sanford Intl

Mon 10/6

12:25 pm-2:10 pm

Nonstop2h 45m

$129

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 10/3

7:48 pm-11:18 pm

Nonstop2h 30m

Orlando Sanford Intl

Mon 10/6

12:25 pm-2:10 pm

Nonstop2h 45m

$135

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 10/13

7:47 pm-11:17 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 10/17

12:33 pm-2:18 pm

Nonstop2h 45m

$136

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 9/19

3:15 pm-6:47 pm

Nonstop2h 32m

Orlando Sanford Intl

Fri 9/26

8:05 am-9:47 am

Nonstop2h 42m

$138

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 9/22

3:15 pm-6:47 pm

Nonstop2h 32m

Orlando Sanford Intl

Fri 9/26

8:05 am-9:47 am

Nonstop2h 42m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 55 results
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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, September is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $137). Flying from Chicago to Orlando Sanford Intl Airport in March is currently the most expensive (average of $231). 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 September 8, 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 12% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Chicago to Orlando Sanford Intl Airport?

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 September 8, 2025.
Get a feel of what it's like to fly with 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.
Spirit Airlines
6.3
Okay
8,022 reviews

Entertainment

5.0

Crew

7.0

Food

5.1

Overall

6.3

Comfort

5.9

Boarding

6.6

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
8,022 reviews
Spirit Airlines
6.3
Okay
8,022 reviews

Entertainment

5.0

Crew

7.0

Food

5.1

Overall

6.3

Comfort

5.9

Boarding

6.6

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.
Frontier
5.8
Fair
3,187 reviews
Spirit Airlines
6.3
Okay
8,022 reviews

Entertainment

5.0

Crew

7.0

Food

5.1

Overall

6.3

Comfort

5.9

Boarding

6.6

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 30m. Allegiant Air provides one of the quickest options available for as low as $94. 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 ($112) offers the cheapest pricing from Chicago to Orlando Sanford Intl Airport. These flights start at 63% 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, September is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $137). Flying from Chicago to Orlando Sanford Intl Airport in March is currently the most expensive (average of $231). 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 September 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$247FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$112Average$186FlexibilityNo cancel feeOn-time88%

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