ORD

Find First Class Flights from Orlando Airport to Chicago O'Hare Intl Airport

1 adult
1 adult, First, 0 bags

KAYAK searches hundreds of travel sites at once for first class flights from Orlando Airport to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Chicago, 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 Orlando to Chicago, as well as popular online travel agencies
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Cheap First Class Flight Deals from Orlando Airport to Chicago O'Hare Intl Airport

 
These are the cheapest deals for flights from Orlando Airport to Chicago O'Hare Intl Airport currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 first class round-trip flight deals from Orlando Airport to Chicago O'Hare Intl Airport

Wed, Jul 15 - Wed, Aug 5
American Airlines Logo
6:30 am - 8:36 am
MCO
-
ORD
3h 06mnonstop
American Airlines Logo
7:45 pm - 11:37 pm
ORD
-
MCO
2h 52mnonstop
$721American Airlines
Mon, Aug 31 - Tue, Sep 22
Delta Logo
7:55 pm - 11:57 pm
MCO
-
ORD
5h 02m
1 stop
Delta Logo
9:00 am - 5:23 pm
ORD
-
MCO
7h 23m
1 stop
$723Delta
Wed, Jul 15 - Wed, Aug 5
Delta Logo
4:05 pm - 8:31 pm
MCO
-
ORD
5h 26m
1 stop
Delta Logo
5:30 am - 1:00 pm
ORD
-
MCO
6h 30m
1 stop
$728Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
4:45 pm - 8:55 pm
MCO
-
ORD
5h 10m
1 stop
Delta Logo
7:00 am - 12:59 pm
ORD
-
MCO
4h 59m
1 stop
$739Delta
Wed, Sep 2 - Wed, Sep 23
United Airlines Logo
4:21 pm - 6:33 pm
MCO
-
ORD
3h 12mnonstop
United Airlines Logo
2:10 pm - 6:02 pm
ORD
-
MCO
2h 52mnonstop
$757United Airlines
Wed, Sep 2 - Wed, Sep 23
United Airlines Logo
7:40 am - 9:45 am
MCO
-
ORD
3h 05mnonstop
United Airlines Logo
8:45 am - 6:10 pm
ORD
-
MCO
8h 25m
1 stop
$767United Airlines
Wed, Oct 14 - Wed, Oct 21
Delta Logo
6:20 am - 10:28 am
MCO
-
ORD
5h 08m
1 stop
Delta Logo
1:35 pm - 7:20 pm
ORD
-
MCO
4h 45m
1 stop
$768Delta
Wed, Jul 15 - Wed, Aug 5
American Airlines Logo
3:32 pm - 7:51 pm
MCO
-
ORD
5h 19m
1 stop
American Airlines Logo
6:53 am - 10:37 am
ORD
-
MCO
2h 44mnonstop
$769American Airlines
Sat, Aug 29 - Tue, Sep 22
United Airlines Logo
4:21 pm - 6:33 pm
MCO
-
ORD
3h 12mnonstop
United Airlines Logo
6:03 pm - 9:59 pm
ORD
-
MCO
2h 56mnonstop
$773United Airlines
Thu, Sep 3 - Sat, Sep 12
Delta Logo
2:06 pm - 8:30 pm
MCO
-
ORD
7h 24m
1 stop
Delta Logo
8:55 am - 3:00 pm
ORD
-
MCO
5h 05m
1 stop
$774Delta

Good to Know - First Class Flights from Orlando Airport to Chicago O'Hare Intl Airport

Low seasonApril
Cheapest flight$354
Average price round-trip$1,202
Good deal round-trip$1,022
Good deal one-way$581
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Orlando to Chicago O'Hare Airport
(avg. price over the last 2 weeks)
or less
or less

KAYAK’s Insights & Trends for Orlando Airport to Chicago O'Hare Intl Airport First Class Flights

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

What is the cheapest month to fly First Class from Orlando Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Orlando Airport to Chicago O'Hare 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 First Class flights from Orlando Airport to Chicago O'Hare Intl Airport is April, where tickets cost $721 (round-trip) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $1,257 and $1,141 respectively.

Which airlines offer First Class tickets between Orlando Airport and Chicago O'Hare Intl Airport?

There are 2 airlines that fly First Class from Orlando Airport to Chicago O'Hare Intl Airport. They are: American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $717 for a round-trip flight. On average, the best prices for flying First Class on this route can be found at American Airlines.

FAQs for First Class Orlando Airport to Chicago O'Hare Intl Airport Flights

  • How much is a first class ticket from Orlando Airport to Chicago O'Hare Intl Airport?

    The price of a first class flight ticket between Orlando Airport and Chicago O'Hare Intl Airport depends on many factors, like when the ticket was booked, the departure date, season and much more. The average price for all bookings made on KAYAK for this route over the last 2 weeks is $1,202 for a round-trip.

  • Is it cheaper to fly business or first class between Orlando Airport and Chicago O'Hare Intl Airport?

    Business class tickets are usually cheaper and that is true for this route, with an average price of $969 compared to $1,202 for a round-trip flight.

  • What is the best airline when flying first class between Orlando Airport and Chicago O'Hare Intl Airport?

    The highest-rated airline by KAYAK users offering first class flights for this route is Southwest, with an overall rating of 7.9.

KAYAK's Tips for Finding Cheap First Class Flights from Orlando Airport to Chicago O'Hare Intl Airport

  • It's only possible to fly first class direct between Orlando Airport and Chicago O'Hare Intl Airport.
  • What’s a good price for a first class ticket between Orlando Airport and Chicago O'Hare Intl Airport? 25% of our users found flights on this route for $683 or less one-way and $899 or less round-trip.

Reviews of the Top 4 Airlines Flying First Class from Orlando Airport to Chicago O'Hare Intl Airport

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Orlando to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly first class to Chicago O'Hare Intl Airport? 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.
7.9
SouthwestOverall score based on 4235 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

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

It was an early flight and most people napped/slept and the crew let us which was nice.

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.

Everything you need to know for your flight to Chicago O'Hare Intl Airport

Cabin class types available on flights to Chicago O'Hare Intl Airport

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