Find flights
When to book
FAQs & Tips
Airlines
Deals

CHI

Find First Class Flights to Chicago

1 adult
0 bags
Tue 6/18
Tue 6/25

Good to Know - First Class Flights to Chicago

Low season

January

High season

May

Average price round-trip

$2,238

Good deal round-trip

$570

Good deal one-way

$374
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 5% lower on average.
(avg. price over the last 2 weeks)
or less
or less

When to book first class flights to Chicago

Are your dates flexible? We break down the daily and monthly prices for first class flights to Chicago, so you can find the best time to fly.
Average price per month
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for first class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all the values for each month.
Flight prices as travel date approaches
To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for first class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.

FAQs for Chicago first class flights

  • Which airline has the best first class amenities for flights to Chicago?

    If you reserve a first class flight to Chicago using American Airlines, you will have access to some of the world's best amenities. These range from their cozy, spacious, and luxurious seats to delicious meals and unlimited entertainment. First class passengers use seats with more legroom, ensuring their comfort the entire journey. Passengers are also served a variety of freshly prepared meals accompanied by drinks.

  • Which airline has the best flatbeds for first class flights to Chicago?

    American Airlines has the best flatbeds for first class flights to Chicago. The passengers are able to conveniently adjust their seats to a fully horizontal position. Their property of being spacious makes it possible for them to take any shape. Additionally, the process of adjusting the position of the seat is quite easy; the passenger is only required to press the adjust button, and everything is done.

  • Which airline has the best first class lounge amenities for flights to Chicago?

    The American Airlines' first class lounge has the best amenities. These include the spacious dining where passengers enjoy a variety of freshly prepared meals served with a rich selection of drinks. The lounge also has large flat-screen televisions that offer them unlimited entertainment as they wait for the plane.

  • What is the most popular airline offering First Class flights to Chicago?

    Among KAYAK users, American Airlines is the most popular airline offering First Class seats on flights to Chicago.

  • Which airlines offer First Class tickets on flights to Chicago?

    Traveling to Chicago and want to offer yourself a First Class experience? Depending on the origin, the following airlines offer seats in First Class: American Airlines, United Airlines, Alaska Airlines and Delta.

  • How does KAYAK find such good deals on First Class tickets to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago for economy class as well as First Class travelers.

  • What is the best airline for first class flights to Chicago?

    The highest-rated airline by KAYAK users offering first class flights to Chicago is Delta, with an overall rating of 8.0.

See more FAQs

Top tips for finding first class flights to Chicago

  • Booking first class flights to Chicago through the Chicago O' Hare International Airport and Chicago Midway International Airport will give you the advantage of a shorter security line. This will ensure that you do not waste time before getting to your luxurious seat.
  • Travelers at the Chicago O' Hare International Airport will be able to access the first class lounge at Terminal 3. Those at the Chicago Midway International Airport will be able to access the first-class lounge at Terminal 1.
  • Passengers using first class flights to Chicago will be the first to alight when their plane lands at Chicago O' Hare International Airport or Chicago Midway International Airport. Their luggage will also undergo security checks before that of the other passengers. This increases their level of convenience.
  • To get a below average price, try to book at least 1 week in advance of your departure date.
  • The most expensive day to fly First Class to Chicago is Sunday, while the cheapest is Friday.
See more tips

Top 5 airlines flying to Chicago

 
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 the United States 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? 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.
8.1
SouthwestOverall score based on 6027 reviews
8.7Crew
7.8Entertainment
7.3Food
8.3Boarding
8.1Comfort
Airline reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

2.0 MediocreDavid, May 2024COS - MDW
Read more about Southwest reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

As always it was a pleasure to fly on southwest.

The flight itself was good. We were delayed 1 1/2 hours which was not good.

Flight was fine but new boarding policy was a drag Xtra time passenger group And Waiting until entire bridge empties before calling a list preferred... Waste of time

Wish that they would space out the boarding a little. COVID is still around and is real. No entertainment. Miss the peanuts.

Cramped older 737. Noisy passengers nearby. Wish you would change and make KC a hub with a direct from OKC. Best new airport!

Planes never have enough leg room for someone my height so my knees were cramped and therefore started aching. Also, the Wi-Fi was down so I couldn't watch anything on my phone like I anticipated.

A bit bumpy, but otherwise uneventful, and made up some delay in flight

Seats sook to be getting smaller on the planes. Still miss the peanuts on SW but the graham crackers and brickel are better than the mix.

It was warm on the plane. Perhaps the people who were coughing quite often should be encouraged to wear a mask?! It was a long 4 hours.

I enjoyed the leg room at my seat, but I was in an exit row.

Why do you ask about food when only a snack is served? Actual food needs to be bought.

There was an older male crew member that was very rude to me when doing the last checks before pulling back from the terminal. There is a polite way to tell someone to put their bag under the seat. It was Mother’s Day and my mom has recently passed so it was a tough morning for me in general. There was no need to make for the snide remark “ I don’t know how many times we have said this already” as you walked away. I had held it together all morning and this interaction brought me to tears. love Alaska Airlines and this is the first time I’ve had a negative experience.

Alway a a breeze! And great mountain views on left side of plane during entire flight!

another delayed flight. no one at the desk kept us updated. we found out by an email as the desk was not even staffed up to expected takes off

They canceled my flight going back to SF after I was at the airport. Wanted me to take a flight 14 hours later. Not a happy camper.

Service was excellent. Staff at check in cleared hurdles for me so I could travel with my service animal.

Flight cancelled an hour before takeoff due to "unscheduled maintenance". New flight makes me have to wait for 5 hours in the airport, at a gate totally on the other side of where I'm at, requiring me to take a tram to get from the N terminal, to the C terminal. After waiting for 5 hours I'm informed my new flight is no longer at the gate I'm at, but instead is back in the N terminal where I was previously.

Delayed an hour and sat without updates. Ended up an hour late to destination

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

I had back trouble prior to my flight and everyone was great about helping me.

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

From bag drop to boarding, it was great. In-flight is a little different. The seats were a little uncomfortable for that long of a flight. The rest of the cabin crew except for Eva was wonderful. Eva was not friendly at all. I've had to personally encounter her twice in-flight. First time was when I had to go to the lavatory in the back of the plane, and since it was the first for me to board such tiny plane, I didn't know we were using the crew toilet. She was giving me an attitude while telling me where and how to open it since it's not the regular push to open type of door. The second one was when I had to throw trash then use the lavatory again. I asked where to throw them, and unfortunately she was the only crew in the back doodling on her phone, she had to point it out to me with an attitude then told me to wait on the carpet, which I understand because I didn't realize that, but she could have been nicer. After all, I'm a paying customer, and assisting a passenger who isn't knowledgeable about the aircraft is one of the things she's there for. The rest of the experience and crew from bag drop to in-flight were excellent except for her.

It took an hour to get my bag after landing. Not exaggerating

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

I was seated next to someone so obese I had no space and was pushed against the window. I could not even put my tray down or work. My neck still hurts from that experience. They should not let that happen. Large people should have to pay for enough space.

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

Over all good. I had some issues with trying to buy my seat. The Westjet system kept trying to charge my credit card, without getting the seat. In the end after 5 times being charged, I got my seat.

I did not have a meal or entertainment, but flight was comfortable, beverage service was quick, crew was very helpful and pleasant. And a very smooth flight overall.

Not a bad flight but our priority tagged luggage was the very last to come down the carousel.

Book first class plane tickets to Chicago

Recent round-trip first class deals

 
We’ve provided our cheapest round-trip first class flights to Chicago found on KAYAK in the last 72 hours.
9/7Sat
nonstopDelta
2h 43mJFK-ORD
9/14Sat
nonstopDelta
2h 20mORD-JFK
$399
9/25Wed
nonstopDelta
2h 43mJFK-ORD
9/28Sat
nonstopDelta
2h 20mORD-JFK
$400
9/24Tue
nonstopDelta
2h 43mJFK-ORD
10/1Tue
nonstopDelta
2h 20mORD-JFK
$423
7/17Wed
nonstopUnited Airlines
2h 50mBOS-ORD
7/21Sun
nonstopUnited Airlines
2h 22mORD-BOS
$427
6/15Sat
nonstopDelta
3h 01mJFK-ORD
7/24Wed
nonstopDelta
2h 16mORD-JFK
$433
7/31Wed
nonstopDelta
3h 02mJFK-ORD
8/9Fri
nonstopDelta
2h 47mORD-JFK
$443
6/14Fri
nonstopDelta
2h 57mBOS-ORD
6/21Fri
nonstopDelta
2h 28mORD-BOS
$443
9/24Tue
nonstopDelta
2h 43mJFK-ORD
9/30Mon
nonstopDelta
2h 20mORD-JFK
$445
7/27Sat
nonstopDelta
2h 46mJFK-ORD
8/6Tue
nonstopDelta
2h 32mORD-JFK
$447
6/6Thu
nonstopUnited Airlines
2h 50mBOS-ORD
6/9Sun
nonstopUnited Airlines
2h 20mORD-BOS
$447
9/23Mon
nonstopDelta
2h 47mJFK-ORD
10/1Tue
nonstopDelta
2h 20mORD-JFK
$449
6/6Thu
1 stopUnited Airlines
4h 50mBOS-ORD
6/9Sun
nonstopUnited Airlines
2h 20mORD-BOS
$457
9/28Sat
1 stopDelta
6h 37mJFK-ORD
10/1Tue
nonstopDelta
2h 20mORD-JFK
$462
7/27Sat
1 stopDelta
7h 03mJFK-ORD
8/6Tue
nonstopDelta
2h 32mORD-JFK
$466
8/3Sat
1 stopDelta
7h 03mJFK-ORD
8/6Tue
nonstopDelta
2h 32mORD-JFK
$467
9/24Tue
nonstopDelta
2h 43mJFK-ORD
10/3Thu
nonstopDelta
2h 20mORD-JFK
$471
8/2Fri
nonstopDelta
2h 52mLGA-ORD
8/8Thu
nonstopDelta
2h 18mORD-LGA
$480
7/7Sun
nonstopDelta
2h 46mJFK-ORD
7/10Wed
nonstopDelta
2h 16mORD-JFK
$483
7/7Sun
nonstopDelta
2h 46mJFK-ORD
7/10Wed
nonstopDelta
2h 16mORD-JFK
$485
8/3Sat
nonstopAmerican Airlines
2h 37mEWR-ORD
8/12Mon
nonstopAmerican Airlines
2h 21mORD-EWR
$485

Search by stops

Search by airline

Search by price

Recent one-way first class deals

 
Only flying one-way? Below are some of the best deals for one-way first class flights to Chicago found on KAYAK in the last 72 hours.
5/27Mon
nonstopDelta
2h 42mJFK-ORD
$219
6/4Tue
1 stopUnited Airlines
4h 43mDFW-ORD
$239
6/9Sun
nonstopAmerican Airlines
4h 00mSEA-ORD
$240
5/25Sat
nonstopDelta
2h 57mLGA-ORD
$240
6/1Sat
nonstopDelta
2h 51mJFK-ORD
$253
5/25Sat
nonstopDelta
2h 51mJFK-ORD
$254
6/1Sat
1 stopDelta
5h 29mJFK-ORD
$262
7/24Wed
nonstopUnited Airlines
2h 13mDCA-ORD
$270
6/4Tue
nonstopUnited Airlines
2h 36mDFW-ORD
$271
8/27Tue
1 stopUnited Airlines
5h 13mDCA-ORD
$279
7/1Mon
1 stopUnited Airlines
4h 10mEWR-ORD
$279
8/17Sat
nonstopUnited Airlines
2h 10mDCA-ORD
$280
5/27Mon
nonstopUnited Airlines
2h 35mEWR-ORD
$289
8/11Sun
nonstopUnited Airlines
2h 10mDCA-ORD
$290
7/1Mon
nonstopDelta
2h 45mJFK-ORD
$294
5/25Sat
1 stopUnited Airlines
4h 08mEWR-ORD
$298
5/25Sat
1 stopUnited Airlines
4h 51mLGA-ORD
$298
7/1Mon
nonstopUnited Airlines
2h 37mEWR-ORD
$299
7/1Mon
1 stopUnited Airlines
6h 53mLGA-ORD
$308
8/27Tue
2 stopsUnited Airlines
13h 28mDCA-ORD
$312

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$326
$296
$246
$37

Browse origins: