CHI - SFB

$59 Find Cheap Flights from Chicago to Orlando Sanford Intl

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Orlando Sanford Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Orlando Sanford Intl (CHI-SFB)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Orlando Sanford Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Orlando

Mon, Oct 20 - Fri, Oct 24
Allegiant Air Logo
7:47 pm - 11:17 pmRFD-SFB
2h 30mnonstop
Allegiant Air Logo
12:28 pm - 2:13 pmSFB-RFD
2h 45mnonstop
$105Allegiant Air
Find Deal
Fri, Sep 12 - Mon, Sep 15
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$112Allegiant Air
Find Deal
Mon, Sep 8 - Mon, Sep 15
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$119Allegiant Air
Find Deal
Fri, Sep 26 - Mon, Sep 29
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$120Allegiant Air
Find Deal
Fri, Sep 12 - Mon, Sep 15
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$127Allegiant Air
Find Deal
Mon, Sep 8 - Fri, Sep 12
Allegiant Air Logo
3:15 pm - 6:47 pmRFD-SFB
2h 32mnonstop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$134Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8
Allegiant Air Logo
10:37 am - 8:22 pmRFD-SFB
8h 45m1 stop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$135Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8
Allegiant Air Logo
10:37 am - 8:22 pmRFD-SFB
8h 45m1 stop
Allegiant Air Logo
8:05 am - 9:47 amSFB-RFD
2h 42mnonstop
$142Allegiant Air
Find Deal
Fri, Oct 24 - Mon, Oct 27
 Logo
5:01 pm - 11:35 pmORD-SFB
5h 34m1 stop
 Logo
7:07 pm - 11:44 pmSFB-ORD
5h 37m1 stop
Fri, Nov 14 - Mon, Nov 17
 Logo
4:01 pm - 11:38 pmORD-SFB
6h 37m1 stop
 Logo
4:24 pm - 8:31 pmSFB-ORD
5h 07m1 stop
Booking Insights

KAYAK's insights & trends for Chicago to Orlando flights

Get data-powered insights and trends into flights from Chicago to Orlando to help you find the cheapest flights, the best time to fly and much more.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Orlando Sanford Intl Airport costs $118 on the route between Chicago Greater Rockford Airport (RFD) and Orlando Sanford Intl Airport (SFB). It is also the most popular route.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Orlando Sanford Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Orlando Sanford Intl Airport is May, where tickets cost $86 (return) on average. On the other hand, the most expensive months are October and April, where the average cost of round-trip tickets is $430 and $385 respectively.

Good to know

Low seasonOctober
Cheapest flight$59
Best time to beat the crowds but there is an average 96% increase in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago Greater Rockford to Orlando Sanford Intl

When to book flights from Chicago to Orlando

Are your dates flexible? Find out the best times to travel from Chicago to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Orlando Sanford Intl flights

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

    In the last 3 days, the lowest price for a flight from Chicago to Orlando Sanford Intl Airport was $59 for a one-way ticket and $105 for a round-trip.

  • Do I need a passport to fly between Chicago and Orlando Sanford Intl?

    No, a passport isn't needed to fly from Chicago to Orlando Sanford Intl. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to Orlando Sanford Intl?

    Chicago is served by 3 major airports and there is only 1 main airport in Orlando Sanford Intl. You will leave Chicago from one of these airports: Chicago Midway, Chicago O'Hare Intl, or Chicago Greater Rockford. You will be arriving at Orlando Sanford Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Orlando Sanford Intl?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Orlando Sanford Intl flight route.

  • Which aircraft models fly most regularly from Chicago to Orlando Sanford Intl?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago to Orlando Sanford Intl flight route.

  • Which is the best airline for flights from Chicago to Orlando, Spirit Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Orlando are Spirit Airlines and Frontier. With an average price for the route of $138 and an overall rating of 6.3, Spirit Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $155 and an overall rating of 5.8.

  • How does KAYAK find such low prices on flights from Chicago to Orlando Sanford Intl?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Orlando Sanford Intl.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Orlando Sanford Intl?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando Sanford Intl from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Orlando Sanford Intl?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Orlando Sanford Intl with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Orlando Sanford Intl?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Orlando Sanford Intl from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Orlando Sanford Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $126 or less round-trip.

Prefer to fly direct from Chicago to Orlando Sanford Intl?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Orlando Sanford Intl.
Find which airlines fly direct from Chicago to Orlando Sanford Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Orlando Sanford Intl

Monday

Allegiant Air

Allegiant Air

Wednesday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

See more direct flights

Direct returns

Orlando Sanford Intl to Chicago

Monday

Allegiant Air

Allegiant Air

Wednesday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

See more direct flights

Reviews of the top airlines flying from Chicago to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Orlando? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.3
Spirit AirlinesOverall score based on 8028 reviews
7.0Crew
6.6Boarding
5.0Entertainment
5.9Comfort
5.1Food
Airline reviews

My experience with Spirit was good, but the experience with Kayak was not. Based on the Spirit agent Kayak added an additional charge after purchasing the tickets. When I buy the tickets I paid the total amount and I only pay once. This time they added an additional charge because based on Spirit they partially charge the tickets and I still needed to pay a second time. This is not good at all and Unprofessional

6.0 GoodAnonymous, Aug 2025CLT - MCO
Read more Spirit Airlines reviews

My experience with Spirit was good, but the experience with Kayak was not. Based on the Spirit agent Kayak added an additional charge after purchasing the tickets. When I buy the tickets I paid the total amount and I only pay once. This time they added an additional charge because based on Spirit they partially charge the tickets and I still needed to pay a second time. This is not good at all and Unprofessional

Spirit gets such a bad rap. I have never had a bad experience with them and the crew is always friendly and funny. This trip I had knee replacement surgery surgery 10 weeks ago. It is still a little rough to get get from point a to point b. And Spirit was on top of it. When there was a seat available the stewardess asked me if I wanted to move to an open seat so I could elevate my leg on the empty seat? 5 stars all around. They helped me on and helped me off the plane. I can’t say enough about the crew!!

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

It was horrible. We were not allowed on the flight by spirit staff at the gate during boarding because I had a guitar. The same guitar I had at check in which I paid for and they said I can take it on the plane. We missed our flight, lost our luggage, and had to pay another $900 to rebook flights. Worst travel experience ever and spirit staff are the worst staff ever.

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

The booking was cancelled the next day. Spirit Airlines refunded Kayak cheapflay the full amount, but I was only refunded half. Costumer service is disgusting. Be careful. You can lose your money.

This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

It was a no frills flight. Would have liked to be able to charge my device

Seats were extremely uncomfortable and it was very hot on the plane.

Everything you need to know for your flight from Chicago to Orlando

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.