CHI - SFB

$106 Find Cheap Flights from Chicago to Orlando Sanford Intl - Compare and Save

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 8/21. 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.
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Everything you should know

Cheapest round-trip
$183
Typical prices: $136-$181
Allegiant Air
Fri 8/21Mon 8/31
RFD - SFB • Non-stop
Cheapest one-way
$106
Typical prices: $69-$86
Allegiant Air
Fri 8/21
RFD - SFB • Non-stop
Nonstop flights
Mon, Wed, Fri
You can fly direct with Allegiant Air. Average duration is 2h 35m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 69% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Orlando (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 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

Fri, Aug 21 - Mon, Aug 31
Allegiant Air Logo
6:56 pm - 10:32 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 36mnonstop
Allegiant Air Logo
4:26 pm - 6:14 pmSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 48mnonstop
$183Allegiant Air
Fri, Aug 21 - Fri, Aug 28
Allegiant Air Logo
6:56 pm - 10:32 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 36mnonstop
Allegiant Air Logo
1:35 pm - 3:23 pmSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 48mnonstop
$187Allegiant Air
Fri, Dec 4 - Mon, Dec 7
Allegiant Air Logo
11:17 am - 2:53 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 36mnonstop
Allegiant Air Logo
8:30 am - 10:27 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 57mnonstop
$187Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Allegiant Air Logo
8:44 am - 12:14 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 30mnonstop
Allegiant Air Logo
8:10 am - 9:54 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 44mnonstop
$188Allegiant Air
Fri, Oct 9 - Wed, Oct 14
Allegiant Air Logo
8:52 am - 12:22 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 30mnonstop
Allegiant Air Logo
7:00 am - 8:44 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 44mnonstop
$189Allegiant Air
Mon, Sep 7 - Fri, Sep 11
Allegiant Air Logo
11:27 am - 3:01 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 34mnonstop
Allegiant Air Logo
7:10 am - 8:52 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 42mnonstop
$189Allegiant Air
Fri, Jan 15 - Fri, Jan 22
Allegiant Air Logo
5:56 pm - 9:30 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 34mnonstop
Allegiant Air Logo
3:11 pm - 5:06 pmSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 55mnonstop
$189Allegiant Air
Fri, Sep 11 - Mon, Sep 14
Allegiant Air Logo
9:42 am - 1:16 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 34mnonstop
Allegiant Air Logo
7:50 am - 9:32 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
2h 42mnonstop
$189Allegiant Air
Fri, Sep 25 - Fri, Oct 2
Multiple Airlines Logo
9:42 am - 1:16 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 34mnonstop
Multiple Airlines Logo
4:35 pm - 9:18 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
41h 43m3 stops Trenton-Mercer Tampa Fort Lauderdale
$257Multiple Airlines
Fri, Sep 25 - Fri, Oct 2
Multiple Airlines Logo
9:42 am - 1:16 pmRFD  Chicago Greater Rockford-SFB Orlando Sanford Intl
2h 34mnonstop
Multiple Airlines Logo
4:35 pm - 9:18 amSFB  Orlando Sanford Intl-RFD Chicago Greater Rockford
41h 43m3 stops Trenton-Mercer Tampa Fort Lauderdale
$260Multiple Airlines
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 $126 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 August, where tickets cost $153 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $336 and $259 respectively.

Can I save money by flying with a layover from Chicago to Orlando Sanford Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $223, prices are generally cheapest when you fly direct.

Good to know

Low season

August

Cheapest flight

$106
Best time to beat the crowds with an average 60% drop in price.
Most popular time to fly and prices are also 12% lower on average.
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

  • How many flights are there between Chicago and Orlando Sanford Intl Airport per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago and lands in Orlando Sanford Intl Airport, with an average flight time of 2h 35m. The most common departure time is 6:00 pm and most flights take off in the evening. Each week, there are 2 flights.

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

    In the last 5 days, the lowest price for a flight from Chicago to Orlando Sanford Intl Airport was $106 for a one-way ticket and $183 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.

  • 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 $62 or less one-way and $162 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 airline 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.
5.6
FrontierOverall score based on 2722 reviews
6.6Crew
5.4Comfort
4.3Entertainment
4.5Food
5.9Boarding
Airline reviews

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

2.0 MediocreAnonymous, Aug 2026
Read more Frontier reviews

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Plane was hot and miserable and the crew was rude!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

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

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

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

Information on your arrival and departure airports