$53 Find Cheap Flights from Orlando to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Illinois departing on 5/16. 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 Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Illinois.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Illinois.
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Flight Deals

Book Cheap Orlando to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando to Illinois 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 Orlando to Illinois

Fri, Apr 17 - Mon, Apr 20
Breeze Airways Logo
5:34 pm - 7:06 pm
MCO
-
EVV
2h 32mnonstop
Breeze Airways Logo
7:46 pm - 10:57 pm
EVV
-
MCO
2h 11mnonstop
$90Breeze Airways
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
10:58 am - 1:00 pm
MCO
-
ORD
3h 02mnonstop
Multiple Airlines Logo
6:00 am - 9:57 am
ORD
-
MCO
2h 57mnonstop
$95Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
7:15 pm - 9:30 pm
MCO
-
ORD
3h 15mnonstop
Frontier Logo
6:00 am - 9:57 am
ORD
-
MCO
2h 57mnonstop
$96Frontier
Mon, Mar 23 - Sat, Apr 25
Frontier Logo
9:23 pm - 11:38 pm
MCO
-
ORD
3h 15mnonstop
Frontier Logo
8:00 am - 11:54 am
ORD
-
MCO
2h 54mnonstop
$97Frontier
Sat, May 16 - Sun, May 17
Frontier Logo
2:13 pm - 4:13 pm
MCO
-
MDW
3h 00mnonstop
Frontier Logo
9:14 am - 1:03 pm
MDW
-
MCO
2h 49mnonstop
$98Frontier
Wed, Apr 15 - Tue, Apr 21
Spirit Airlines Logo
10:58 am - 1:00 pm
MCO
-
ORD
3h 02mnonstop
Spirit Airlines Logo
10:31 am - 2:11 pm
ORD
-
MCO
2h 40mnonstop
$106Spirit Airlines
Wed, May 6 - Wed, May 13
United Airlines Logo
9:02 am - 1:54 pm
MCO
-
MLI
5h 52m
1 stop
United Airlines Logo
1:34 pm - 9:55 pm
MLI
-
MCO
7h 21m
1 stop
$271United Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
6:43 pm - 11:54 pm
MCO
-
MLI
6h 11m
1 stop
American Airlines Logo
5:15 am - 2:13 pm
MLI
-
MCO
7h 58m
2 stops
$276American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
6:00 am - 12:21 pm
MCO
-
MLI
7h 21m
2 stops
American Airlines Logo
5:15 am - 2:13 pm
MLI
-
MCO
7h 58m
2 stops
$282American Airlines
Sat, Jun 6 - Thu, Jun 11
United Airlines Logo
9:00 am - 5:49 pm
MCO
-
CMI
9h 49m
2 stops
United Airlines Logo
9:49 am - 5:57 pm
CMI
-
MCO
7h 08m
1 stop
$284United Airlines
Booking Insights

KAYAK's insights & trends for Orlando to Illinois flights

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

What is the cheapest Orlando to Illinois flight route?

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

The cheapest ticket to Illinois from Orlando found in the last 72 hours was to Chicago, at $83 round-trip. The most popular route is from Orlando Airport (MCO) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $110.

Can I save money by flying with a layover from Orlando to Illinois?

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 $215, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando to Illinois, 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 Orlando to Illinois is September, when tickets cost $115 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $227 and $206 respectively.

What’s the cheapest day of the week to fly from Orlando to Illinois?

The average price of all round-trip flights from Orlando to Illinois clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Orlando to Illinois, look for departures on Fridays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Illinois, Tuesday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Orlando to Illinois?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Orlando to Illinois, you should book around 2 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$53
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Orlando to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Orlando to Illinois?

    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 Orlando to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando to Illinois 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 Orlando to Illinois?

    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 from Orlando to Illinois with an airline and back with another airline.

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

    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 from Orlando to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $207 on average. Morning departures are around 24% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $440.

Reviews of the top 5 airlines serving from Orlando to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Illinois. 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 Orlando to Illinois? 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.
8.0
SouthwestOverall score based on 4314 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

8.0 ExcellentAnonymous, Mar 2026
MCO - IND
Read more Southwest reviews

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

Spirit Airlines at Laguardia is a small terminal so it is quick to get to your gate and to get your luggage. The flight is short enough to orlando and the price was very inexpensive. The seats do not move so you can't recline. Drinks and snakcks should be complimentary.

The flight time did not match my original email on time of flight. Missed the first flight. The representative I got on the phone was so incompetent it was unbelievable. My guess is it was AI but it told me it was not AI. They did get me rebooked which I was very thankful of. The return flight was delayed because of staffing issues for the plane and when we reached our destination the jet bridge would not work so we sat on the plane another 40 minutes. I did get to my destination and I did get home but not a good experience.

They charged late fees for selecting seats (no $0 options). They also changed my gate within the last half hour and are refusing to reimburse my costs to drive across the country with two small children in a rental car.

The flight itself and the crew were great. Sitting on the tarmac for over an hour until our gate opened up was really frustrating. Missed our scheduled bus and got home two hours later

There absolutely needs to be WiFi on flights. Not sure why this new aircraft did not have the capability, but it made for a very frustrating flight. I honestly would have paid twice as much for another airline to have WiFi as an option, especially as a mom with kids who have disabilities.

Flight out was great but this flight was canceled and nothing was available for 2 days after this so I had to purchase an expensive ticket from another airline so I could go home. The flight cancellation was said to be a crew issue, it wasn’t weather or maintenance.

the fligh was delay form 9am to 10, delayed again from 10 to 11, than delay and gate change to 12 and delay another gate change to 3;25 pm

Missed flight cause tsa took so long, overbooked flight, left terminal earlier than posted departure ridiculous upcharges stayed at airport additional 6 hours to catch next available flight. Had to make other arrangements to be picked up for later flight. Terrible experience!

Cancelled my flight, said next flight was 30hrs later. Had to come out of pocket $500 to get on a SW flight

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

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

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.