Find flights
When to book
FAQs & Tips
Airlines
Deals

CHI

Find Business Class Flights to Chicago

1 adult
0 bags
Tue 5/28
Tue 6/4

Good to Know - Business Class Flights to Chicago

Low season

March

High season

August

Average price round-trip

$1,370

Good deal round-trip

$645

Good deal one-way

$204
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 10% lower on average.
(avg. price over the last 2 weeks)
or less
or less

When to book business class flights to Chicago

Are your dates flexible? We break down the daily and monthly prices for business 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 business 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 business 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 business class flights

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

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

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

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

  • How does KAYAK find such good deals on Business 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 Business Class travelers.

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

    The highest-rated airline by KAYAK users offering business class flights to Chicago is Alaska Airlines, with an overall rating of 8.1.

See more FAQs

Top tips for finding business class flights to Chicago

  • 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 Business Class to Chicago is Thursday, while the cheapest is Friday.

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 business 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 6155 reviews
8.7crew
7.8entertainment
8.1comfort
8.3boarding
7.4food
Airline reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

6.0 GoodTobin, Apr 2024PHX - BUR
Read more about Southwest reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

Crew was great but because of fog they diverted us to Ontario instead of our Santa Barbara destination. Instead of cancelling the flight as soon as we landed in Ontario, they instead held us in Ontario for almost 4 hours before cancelling the flight. I had to rent a car in Ontario to get back to ventura on time to get an elderly relative his medication and take over his caretaking… otherwise if I had taken the buses you offered from Ontario I wouldn’t have even arrived to Santa Barbara till at least midnight (according to southwest airlines employees at Ontario), and then would have had to drive back down to ventura. At least renting the car I could get up to ventura by 10 pm to take care of my loved one.

Boarding was quick. The flight itself was good. However, no charging ports for cell phones. Also, the food provided was just a few snacks. For a 5-hr flight, I would expect at least a sandwich.

Landing was kinda fast and my ears were plugged for days after.

Healthier snack would be much appreciated. Love traveling on Southwest!

We sat on the tarmac for 2 hours waiting in line to be de-iced. The flight is 1.5 hours, so we spent more time tied to our seats for no reason than actually flying.

Best domestic airline in the USA. Excellent fares and two bags included with every fare (only carrier to do so).

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

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

It was a full flight without any issues or stress. Really surprised with how so many flights seem to have issues nowadays.

Flight was good. Glad it was delayed or I may have missed the connection since I got to Seattle at about the same time my connection was to leave. The snack was a small bag of pretzels and a small soda. Can’t really call that food. There was no entertainment available on the flight.

Same as the earlier flight. Bad boarding practices, uncomfortable seats, and no Wi-Fi service.

Everything was good. One of the flight attendants was not very friendly

Text and wifi were paywalled. I'm not looking for something fast, but not getting a text for ride coordination until back at the gate was a pain.

I like that we took off on time and arrived a bit early. I like that I could gate check my bag and board early. I don't like how crowded the flight was. I had ok leg room, but could feel every move of the person next to me. And the aisles are very narrow. The gate and flight crews were terrific.

It was not a great flight. There was a software update delay which had us on the ground for almost 2 hours. I was unable to make my shuttle to my final destination.

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

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.

We flew halfway to our destination (NYC to Burlington) and turned around due to a mechanical issue (landing gear wouldn’t retract automatically). We turned back to JFK for JetBlue’s benefit as we landed safely at JFK and could've just as easily landed safely in Burlington on our Christmas Day flight. Instead the company directed the crew to return the plane to more easily service the aircraft. The passengers landed 3 1/2 hours later and JetBlue gave each passenger $50 for the trouble. Hardly fair compensation to be separated from family on Christmas Day.

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.

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.

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

Plane had a flat tire, delayed boarding and takeoff but one in the air, smooth. Make sure you have downloaded the WJ app before you leave. When on board, you can watch movies or TV shows offered on the app, it passed the time very quickly.

A good set of flights but my suitcase was irreparably damaged. (Hard shell suitcase with multiple full layer cracks from one corner all the way to the zipper) I needed to rush to catch a ferry so I didn’t notice it until it was loaded into a taxi. It cost over $100 USD to replace the suitcase to travel home.

Our recent flight from edmontown to kahalui was excellent. The service staff was very friendly, knowledgeable, funny and attentive. Thanks to all involved that made or travel such a pleasant experience and we hope to fly with west jet again soon

The flight was delayed and I missed boarding my 7 day cruise. I had to book a separate flight home

Flight late …60 minutes No food No wifi No entertainment system A disaster!!!

Book business class plane tickets to Chicago

Recent round-trip business class deals

 
We’ve provided our cheapest round-trip business class flights to Chicago found on KAYAK in the last 72 hours.
6/4Tue
nonstopAlaska Airlines
4h 06mSEA-ORD
6/5Wed
nonstopAlaska Airlines
4h 35mORD-SEA
$649
5/29Wed
nonstopAlaska Airlines
4h 04mSEA-ORD
6/1Sat
nonstopAlaska Airlines
4h 31mORD-SEA
$693
6/3Mon
nonstopAlaska Airlines
4h 06mSEA-ORD
6/7Fri
nonstopAlaska Airlines
4h 27mORD-SEA
$723
5/29Wed
nonstopAlaska Airlines
4h 04mSEA-ORD
6/1Sat
1 stopAlaska Airlines
6h 42mORD-SEA
$729
9/7Sat
nonstopAlaska Airlines
3h 53mSEA-ORD
9/10Tue
nonstopAlaska Airlines
4h 34mORD-SEA
$733
9/9Mon
nonstopAlaska Airlines
3h 53mSEA-ORD
9/12Thu
nonstopAlaska Airlines
4h 34mORD-SEA
$737
9/13Fri
1 stopAlaska Airlines
7h 45mSEA-ORD
9/18Wed
nonstopAlaska Airlines
4h 34mORD-SEA
$738
6/3Mon
nonstopAlaska Airlines
4h 06mSEA-ORD
6/7Fri
1 stopAlaska Airlines
6h 42mORD-SEA
$768
5/29Wed
1 stopAlaska Airlines
6h 55mSEA-ORD
6/1Sat
1 stopAlaska Airlines
6h 42mORD-SEA
$809
9/8Sun
1 stopAlaska Airlines
5h 45mSEA-ORD
9/11Wed
nonstopAlaska Airlines
4h 34mORD-SEA
$817
5/26Sun
1 stopAlaska Airlines
6h 55mSEA-ORD
6/5Wed
1 stopAlaska Airlines
6h 17mORD-SEA
$819
5/30Thu
1 stopAlaska Airlines
6h 55mSEA-ORD
6/6Thu
1 stopAlaska Airlines
6h 27mORD-SEA
$828
6/7Fri
1 stopAlaska Airlines
6h 55mSEA-ORD
6/9Sun
nonstopAlaska Airlines
4h 28mORD-SEA
$847
9/23Mon
1 stopAlaska Airlines
7h 50mSFO-ORD
10/19Sat
nonstopAlaska Airlines
4h 46mORD-SFO
$868
9/23Mon
1 stopAlaska Airlines
8h 50mSFO-ORD
10/18Fri
nonstopAlaska Airlines
4h 46mORD-SFO
$888
8/13Tue
1 stopAlaska Airlines
7h 20mSFO-ORD
8/21Wed
nonstopAlaska Airlines
4h 44mORD-SFO
$893
9/27Fri
1 stopAlaska Airlines
6h 45mSFO-ORD
10/19Sat
nonstopAlaska Airlines
4h 46mORD-SFO
$913
6/6Thu
1 stopAlaska Airlines
6h 55mSEA-ORD
6/9Sun
nonstopAlaska Airlines
4h 28mORD-SEA
$916
10/24Thu
nonstopAlaska Airlines
4h 19mSFO-ORD
11/2Sat
nonstopAlaska Airlines
4h 46mORD-SFO
$918
8/3Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
8/12Mon
1 stopAlaska Airlines
12h 53mORD-SFO
$921

Search by stops

Search by airline

Search by price

Recent one-way business class deals

 
Only flying one-way? Below are some of the best deals for one-way business class flights to Chicago found on KAYAK in the last 72 hours.
6/8Sat
nonstopAlaska Airlines
4h 06mSEA-ORD
$369
5/25Sat
nonstopAlaska Airlines
4h 23mSFO-ORD
$375
5/19Sun
nonstopAlaska Airlines
4h 23mSFO-ORD
$415
6/14Fri
nonstopAlaska Airlines
4h 21mSFO-ORD
$445
6/12Wed
nonstopAlaska Airlines
4h 23mSFO-ORD
$454
5/2Thu
nonstopAlaska Airlines
4h 24mSFO-ORD
$455
9/9Mon
1 stopAlaska Airlines
6h 45mSFO-ORD
$519
9/12Thu
nonstopAlaska Airlines
4h 20mSFO-ORD
$524
5/30Thu
1 stopAlaska Airlines
22h 20mLAX-ORD
$540
7/11Thu
1 stopAlaska Airlines
22h 20mLAX-ORD
$551
5/19Sun
1 stopAlaska Airlines
21h 40mSFO-ORD
$553
5/15Wed
2 stopsAlaska Airlines
18h 02mLAX-ORD
$558
9/8Sun
1 stopAlaska Airlines
6h 45mSFO-ORD
$561
6/10Mon
1 stopAlaska Airlines
15h 49mSFO-ORD
$567
5/16Thu
nonstopAlaska Airlines
4h 23mSFO-ORD
$569
6/9Sun
1 stopAlaska Airlines
22h 20mLAX-ORD
$573
6/15Sat
1 stopAlaska Airlines
18h 25mLAX-ORD
$598
6/14Fri
1 stopAlaska Airlines
12h 22mSFO-ORD
$627
5/30Thu
2 stopsAlaska Airlines
20h 40mLAX-ORD
$643
8/18Sun
2 stopsAlaska Airlines
16h 36mLAX-ORD
$658

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$274
$293
$217
$38

Browse origins: