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Orlando Sanford Intl

$52+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFB
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$118
(Booking.com)

One-way from

$52
(Booking.com)

Popular in

April

Cheapest in

May

Average price

$243

Good round-trip deal

$104 or less

Good one-way deal

$70 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. 16% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Orlando Sanford Intl.
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Price to beat on a one-way 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 July 2, 2025.

This Booking.com deal was found by Cheapflights users on 7/1. 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.
Sat 7/129:02 amRFD - SFB
Nonstop2h 37mAllegiant Air
Fri 7/185:40 pmSFB - RFD
Nonstop2h 39mAllegiant Air
Deal found 7/1$118
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/152:54 pmMDW - SFB
1 stop7h 18mAllegiant Air
Fri 8/2210:55 amSFB - MDW
1 stop5h 07mAllegiant Air
Deal found 7/1$230
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/1411:36 amORD - SFB
2 stops21h 12mMultiple Airlines
Fri 8/154:06 pmSFB - ORD
3 stops28h 01mMultiple Airlines
Deal found 7/1$284

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 July 2, 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

Sat 7/12

9:02 am-12:39 pm

Nonstop2h 37m

Orlando Sanford Intl

Fri 7/18

5:40 pm-7:19 pm

Nonstop2h 39m

$118

ChicagoOrlando

MDW - SFB

MDWSFB

Chicago Midway

Fri 8/15

2:54 pm-11:12 pm

1 stop7h 18m

Orlando Sanford Intl

Fri 8/22

10:55 am-3:02 pm

1 stop5h 07m

$230

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Thu 8/14

11:36 am-9:48 am

2 stops21h 12m

Orlando Sanford Intl

Fri 8/15

4:06 pm-7:07 pm

3 stops28h 01m

$284

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 8/6

11:47 am-3:24 pm

Nonstop2h 37m

$54

ChicagoOrlando

MDW - SFB

MDWSFB

Chicago Midway

Fri 8/1

1:11 pm-11:31 pm

1 stop9h 20m

$98

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Thu 8/14

11:36 am-9:48 am

2 stops21h 12m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, August is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $142). 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 July 2, 2025.

It’s optimal to fly from Chicago to Orlando Sanford Intl Airport in the evening. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the afternoon.

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 July 2, 2025.
Get a feel of what it's like to fly with Allegiant Air 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.
Allegiant Air
7.2
Good
709 reviews

Crew

8.1

Overall

7.2

Food

5.9

Boarding

7.6

Entertainment

5.5

Comfort

6.8

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.
Allegiant Air
7.2
Good
709 reviews
Allegiant Air
7.2
Good
709 reviews

Crew

8.1

Overall

7.2

Food

5.9

Boarding

7.6

Entertainment

5.5

Comfort

6.8

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

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.

  • What is the cheapest airline to fly from Chicago to Orlando Sanford Intl Airport round-trip?

    According to our current data, Allegiant Air ($118), offers the cheapest pricing from Chicago to Orlando Sanford Intl Airport. This flight start at 50% 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, August is the cheapest month in which you can book a flight from Chicago to Orlando Sanford Intl Airport (average of $142). 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$214FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$119Average$224FlexibilityNo cancel feeOn-time88%

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