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Cheap flights from Chicago to Orlando from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Allegiant Air Logo
7:48 pm - 11:18 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
12:33 pm - 2:18 pmSFB-RFD
2h 45mnonstop
$97Allegiant Air
Find Deal
Fri, Oct 3 - Fri, Oct 10
Allegiant Air Logo
8:50 am - 12:20 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
6:15 am - 8:00 amSFB-RFD
2h 45mnonstop
$105Allegiant Air
Find Deal
Wed, Oct 8 - Wed, Oct 15
Allegiant Air Logo
6:43 pm - 10:13 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
3:13 pm - 4:58 pmSFB-RFD
2h 45mnonstop
$111Allegiant Air
Find Deal
Fri, Oct 31 - Mon, Nov 3
Allegiant Air Logo
6:43 pm - 10:13 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
2:44 pm - 4:28 pmSFB-RFD
2h 44mnonstop
$118Allegiant Air
Find Deal
Fri, Oct 31 - Fri, Nov 7
Allegiant Air Logo
7:47 pm - 11:17 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
12:32 pm - 2:17 pmSFB-RFD
2h 45mnonstop
$131Allegiant Air
Find Deal
Mon, Oct 13 - Mon, Oct 20
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$138Allegiant Air
Find Deal
Fri, Sep 26 - Mon, Sep 29
Allegiant Air Logo
10:38 am - 2:15 pmRFD-SFB
2h 37mnonstop
Allegiant Air Logo
6:20 am - 8:08 amSFB-RFD
2h 48mnonstop
$139Allegiant Air
Find Deal
Fri, Dec 12 - Sat, Dec 20
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$143Allegiant Air
Find Deal
Fri, Sep 26 - Mon, Sep 29
Logo
4:01 pm - 11:38 pmORD-SFB
6h 37m1 stop
Logo
4:24 pm - 8:31 pmSFB-ORD
5h 07m1 stop
$285
Find Deal
Fri, Nov 14 - Mon, Nov 17
Logo
8:26 am - 11:38 pmORD-SFB
14h 12m2 stops
Logo
4:24 pm - 8:31 pmSFB-ORD
5h 07m1 stop
$326
Find Deal
Fri, Nov 14 - Mon, Nov 17

Allegiant Air flights from Chicago to Orlando Sanford Intl Airport

Our best Allegiant Air deals on Chicago to Orlando Sanford Intl Airport flight tickets
Allegiant Air
Oct 3
RFD7:48 pmChicago Greater Rockford
2h 30m
SFB11:18 pmOrlando Sanford Intl
Oct 10
SFB12:33 pmOrlando Sanford Intl
2h 45m
RFD2:18 pmChicago Greater Rockford
$97
Find similar
Allegiant Air
Oct 8
RFD8:50 amChicago Greater Rockford
2h 30m
SFB12:20 pmOrlando Sanford Intl
Oct 15
SFB6:15 amOrlando Sanford Intl
2h 45m
RFD8:00 amChicago Greater Rockford
$105
Find similar
Allegiant Air
Oct 31
RFD6:43 pmChicago Greater Rockford
2h 30m
SFB10:13 pmOrlando Sanford Intl
Nov 3
SFB3:13 pmOrlando Sanford Intl
2h 45m
RFD4:58 pmChicago Greater Rockford
$111
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Orlando Sanford Intl Airport 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, momondo users made 832,500 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Chicago to Orlando Sanford Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 10/3

7:48 pm-11:18 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 10/10

12:33 pm-2:18 pm

Nonstop2h 45m

$97

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 10/8

8:50 am-12:20 pm

Nonstop2h 30m

Orlando Sanford Intl

Wed 10/15

6:15 am-8:00 am

Nonstop2h 45m

$105

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

$111

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 10/31

6:43 pm-10:13 pm

Nonstop2h 30m

Orlando Sanford Intl

Fri 11/7

2:44 pm-4:28 pm

Nonstop2h 44m

$118

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 10/13

7:47 pm-11:17 pm

Nonstop2h 30m

Orlando Sanford Intl

Mon 10/20

12:32 pm-2:17 pm

Nonstop2h 45m

$131

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

$138

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 12/12

10:38 am-2:15 pm

Nonstop2h 37m

Orlando Sanford Intl

Sat 12/20

6:20 am-8:08 am

Nonstop2h 48m

$139

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

$143

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Fri 11/14

4:01 pm-11:38 pm

1 stop6h 37m

Orlando Sanford Intl

Mon 11/17

4:24 pm-8:31 pm

1 stop5h 07m

$285

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Fri 11/14

8:26 am-11:38 pm

2 stops14h 12m

Orlando Sanford Intl

Mon 11/17

4:24 pm-8:31 pm

1 stop5h 07m

$326

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Orlando Sanford Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Orlando Sanford Intl Airport?

What is the cheapest month to fly to Orlando Sanford Intl Airport?

The cheapest month to fly to Orlando Sanford Intl Airport from Chicago is in May. Flight prices, which tend to average around $86, are often lower during this time because this is during the off-season. The month of February is another great option to travel to Orlando Sanford Intl Airport, with average flight prices from Chicago averaging around $111.

What is the cheapest day to depart on your flight to Orlando Sanford Intl Airport?

Our data shows that Friday is the least expensive day to fly to Orlando Sanford Intl Airport. Tickets to fly out on this day can be as low as $173. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $219. These prices are subject to change though, so be sure to set up a Price Alert for flights to Orlando Sanford Intl Airport.

What is the cheapest time of day to depart on your flight to Orlando Sanford Intl Airport?

The cheapest time of day to fly to Orlando Sanford Intl Airport is in the afternoon when flights can be purchased for as low as $173. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $200 on average. Flights to Orlando Sanford Intl Airport from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago to Orlando Sanford Intl flight route?

Fly from Chicago Greater Rockford to Orlando Sanford Intl for the best Chicago - Orlando Sanford Intl flight prices

What cabin class options are available on Chicago to Orlando Sanford Intl flights?

There is only 1 cabin class available to choose from on Chicago to Orlando Sanford Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Orlando Sanford Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Orlando Sanford Intl Airport.

When to book flights from Chicago to Orlando Sanford Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Orlando Sanford Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Orlando Sanford Intl Airport (CHI to SFB) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Orlando Sanford Intl Airport

Best Price Found

$126

Fastest flight time

2h 29m

Direct flights

Mon, Tue, Wed, Thu, Sat and Sun
The best flight deal from Chicago to Orlando Sanford Intl Airport found on momondo in the last 72 hours is $126
The fastest flight from Chicago to Orlando Sanford Intl Airport takes 2h 29m
Direct flights go from Chicago to Orlando Sanford Intl Airport on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • How far is Chicago to Orlando Sanford Intl by plane?

    The straight-line distance from Chicago to Orlando Sanford Intl is 972.6 mi. Typically, this will take 2h 29m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Orlando Sanford Intl Airport?

    Prices for flights from Chicago to Orlando Sanford Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Orlando Sanford Intl Airport?

  • How old do you have to be to fly from Chicago to Orlando Sanford Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Orlando Sanford Intl Airport.

  • What documentation or ID do you need to fly to Orlando Sanford Intl Airport?

    The travel and health documents you'll need for your trip to Orlando Sanford Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Orlando Sanford Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Orlando Sanford Intl Airport?

  • What is the most popular airline from Chicago to Orlando Sanford Intl Airport?

Best airlines flying from Chicago to Orlando Sanford Intl Airport

Compare and see reviews for airlines that fly from Chicago to Orlando Sanford Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $80Free CancellationRating
5.8
3,172 reviews
Search Frontier flights
Allegiant AirPriceFrom $112Free CancellationRating
7.2
699 reviews
Search Allegiant Air flights

  • Allegiant Air Flights From Chicago to Orlando Sanford Intl Airport

    Allegiant Air flies from Chicago to Orlando Sanford Intl Airport around 1 time per week, with 699 momondo users rating the airline 7.2/10. The cheapest Allegiant Air deal from Chicago to Orlando Sanford Intl Airport in the last 72 hours was $112 (round-trip), much lower than the average airfare cost of $186 for Allegiant Air flights on this route.

Traveling to a place near Orlando?

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Bay Lake

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Orlando?

It is quick and easy to find Chicago to Orlando flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Orlando that suits you.

Can I find flights from Chicago to Orlando with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Orlando from Chicago with this policy.

How can momondo help me find flights from Chicago to Orlando?

Once all potential Chicago to Orlando flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Orlando flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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