CHI - SFB

$85 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 7/29. 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, 0 bags

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 21% 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.

Everything you should know

Cheapest round-trip
$172
Typical prices: $145-$229
Allegiant Air
Mon 7/20Fri 7/24
RFD - SFB • Non-stop
Cheapest one-way
$85
Typical prices: $77-$94
Allegiant Air
Wed 7/29
RFD - SFB • Non-stop
Nonstop flights
Mon, Wed, Fri, Sat
You can fly direct with Allegiant Air. Average duration is 2h 38m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 66% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Orlando!
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

Mon, Jul 20 - Fri, Jul 24
Allegiant Air Logo
7:50 pm - 11:29 pm
RFD
-
SFB
2h 39mnonstop
Allegiant Air Logo
5:17 pm - 7:00 pm
SFB
-
RFD
2h 43mnonstop
$172Allegiant Air
Fri, Jul 24 - Wed, Jul 29
Allegiant Air Logo
7:50 pm - 11:29 pm
RFD
-
SFB
2h 39mnonstop
Allegiant Air Logo
7:30 am - 9:13 am
SFB
-
RFD
2h 43mnonstop
$173Allegiant Air
Mon, Sep 14 - Fri, Sep 18
Allegiant Air Logo
10:22 am - 1:56 pm
RFD
-
SFB
2h 34mnonstop
Allegiant Air Logo
7:10 am - 8:52 am
SFB
-
RFD
2h 42mnonstop
$175Allegiant Air
Sat, Jun 27 - Sat, Jul 4
Allegiant Air Logo
10:07 am - 1:42 pm
RFD
-
SFB
2h 35mnonstop
Allegiant Air Logo
7:32 am - 9:15 am
SFB
-
RFD
2h 43mnonstop
$176Allegiant Air
Fri, Jul 24 - Wed, Jul 29
Allegiant Air Logo
7:50 pm - 11:29 pm
RFD
-
SFB
2h 39mnonstop
Allegiant Air Logo
7:30 am - 9:13 am
SFB
-
RFD
2h 43mnonstop
$177Allegiant Air
Sat, Jun 27 - Sat, Jul 4
Allegiant Air Logo
10:07 am - 1:42 pm
RFD
-
SFB
2h 35mnonstop
Allegiant Air Logo
7:32 am - 9:15 am
SFB
-
RFD
2h 43mnonstop
$178Allegiant Air
Mon, Aug 3 - Fri, Aug 7
Allegiant Air Logo
7:50 pm - 11:29 pm
RFD
-
SFB
2h 39mnonstop
Allegiant Air Logo
3:45 pm - 5:36 pm
SFB
-
RFD
2h 51mnonstop
$179Allegiant Air
Wed, Jul 8 - Mon, Jul 13
Allegiant Air Logo
10:03 am - 1:42 pm
RFD
-
SFB
2h 39mnonstop
Allegiant Air Logo
5:17 pm - 7:00 pm
SFB
-
RFD
2h 43mnonstop
$181Allegiant Air
Fri, Aug 7 - Sat, Aug 15
Multiple Airlines Logo
12:30 pm - 8:33 pm
ORD
-
SFB
7h 03m
2 stops
Multiple Airlines Logo
9:34 pm - 5:37 am
SFB
-
ORD
33h 03m
1 stop
$349Multiple Airlines
Wed, Jul 29 - Sat, Aug 8
Multiple Airlines Logo
8:05 am - 8:34 am
ORD
-
SFB
23h 29m
2 stops
Multiple Airlines Logo
9:34 pm - 5:37 am
SFB
-
ORD
33h 03m
1 stop
$368Multiple 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 $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 December, where tickets cost $70 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $148 and $113 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 $186, prices are generally cheapest when you fly direct.

Good to know

Low seasonAugust
Cheapest flight$85
Best time to beat the crowds with an average 59% drop in price.
Most popular time to fly and prices are also 6% 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

  • 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 $85 for a one-way ticket and $172 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 $77 or less one-way and $158 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

Saturday

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

Saturday

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 2877 reviews
5.9Boarding
4.5Food
5.4Comfort
4.3Entertainment
6.5Crew
Airline reviews

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

6.0 GoodLinda, May 2026
AUS - DEN
Read more Frontier reviews

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

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 !!!!!!!

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

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

Information on your arrival and departure airports