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Find Business Class Flights to Chicago

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

Good to Know - Business Class Flights to Chicago

Low season

January

High season

August

Average price round-trip

$3,462

Good deal round-trip

$1,012

Good deal one-way

$314
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 4% 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.

  • 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 Delta, with an overall rating of 8.0.

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.

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 6027 reviews
8.1Comfort
7.3Food
7.8Entertainment
8.3Boarding
8.7Crew
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 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.
7/22Mon
nonstopAlaska Airlines
3h 55mSEA-ORD
7/30Tue
nonstopAlaska Airlines
4h 38mORD-SEA
$703
7/23Tue
1 stopAlaska Airlines
7h 30mSEA-ORD
7/31Wed
nonstopAlaska Airlines
4h 31mORD-SEA
$739
7/28Sun
nonstopAlaska Airlines
3h 55mSEA-ORD
7/31Wed
nonstopAlaska Airlines
4h 31mORD-SEA
$743
7/24Wed
nonstopAlaska Airlines
3h 55mSEA-ORD
8/2Fri
nonstopAlaska Airlines
4h 38mORD-SEA
$747
7/26Fri
1 stopAlaska Airlines
7h 30mSEA-ORD
7/30Tue
nonstopAlaska Airlines
4h 38mORD-SEA
$748
7/27Sat
nonstopAlaska Airlines
3h 55mSEA-ORD
7/28Sun
nonstopAlaska Airlines
4h 34mORD-SEA
$781
7/23Tue
1 stopAlaska Airlines
7h 30mSEA-ORD
7/28Sun
nonstopAlaska Airlines
4h 31mORD-SEA
$783
7/28Sun
nonstopAlaska Airlines
3h 55mSEA-ORD
8/3Sat
nonstopAlaska Airlines
4h 31mORD-SEA
$787
7/26Fri
1 stopAlaska Airlines
7h 30mSEA-ORD
8/2Fri
nonstopAlaska Airlines
4h 31mORD-SEA
$792
6/11Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
6/13Thu
nonstopAlaska Airlines
4h 37mORD-SFO
$793
7/23Tue
1 stopAlaska Airlines
7h 30mSEA-ORD
7/30Tue
1 stopAlaska Airlines
6h 32mORD-SEA
$819
7/26Fri
nonstopAlaska Airlines
4h 04mSEA-ORD
7/26Fri
nonstopAlaska Airlines
4h 38mORD-SEA
$821
7/28Sun
nonstopAlaska Airlines
3h 55mSEA-ORD
7/30Tue
1 stopAlaska Airlines
8h 38mORD-SEA
$823
7/21Sun
nonstopAlaska Airlines
4h 06mSEA-ORD
7/28Sun
nonstopAlaska Airlines
4h 31mORD-SEA
$827
6/10Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
6/14Fri
nonstopAlaska Airlines
4h 37mORD-SFO
$827
7/26Fri
1 stopAlaska Airlines
7h 30mSEA-ORD
7/30Tue
1 stopAlaska Airlines
7h 52mORD-SEA
$829
7/26Fri
1 stopAlaska Airlines
7h 30mSEA-ORD
7/29Mon
1 stopAlaska Airlines
7h 52mORD-SEA
$838
7/16Tue
1 stopAlaska Airlines
7h 43mSFO-ORD
7/20Sat
nonstopAlaska Airlines
4h 40mORD-SFO
$838
6/11Tue
1 stopAlaska Airlines
9h 45mSFO-ORD
6/13Thu
nonstopAlaska Airlines
4h 37mORD-SFO
$852
7/21Sun
nonstopAlaska Airlines
4h 06mSEA-ORD
7/31Wed
1 stopAlaska Airlines
8h 38mORD-SEA
$863

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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.
6/10Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
$414
6/11Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
$425
6/11Tue
1 stopAlaska Airlines
9h 45mSFO-ORD
$439
6/25Tue
nonstopAlaska Airlines
4h 21mSFO-ORD
$459
6/25Tue
1 stopAlaska Airlines
7h 43mSFO-ORD
$524
6/7Fri
nonstopAlaska Airlines
4h 23mSFO-ORD
$562
6/15Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
$574
6/11Tue
2 stopsAlaska Airlines
18h 40mSFO-ORD
$593
6/15Sat
1 stopAlaska Airlines
20h 40mSFO-ORD
$597
6/6Thu
1 stopAlaska Airlines
20h 40mSFO-ORD
$657
6/7Fri
2 stopsAlaska Airlines
20h 40mSFO-ORD
$678
6/25Tue
2 stopsAlaska Airlines
21h 15mSFO-ORD
$682
5/29Wed
2 stopsAlaska Airlines
12h 22mLAX-ORD
$701
6/17Mon
2 stopsAlaska Airlines
16h 36mLAX-ORD
$723
6/6Thu
2 stopsAlaska Airlines
19h 40mSFO-ORD
$732
6/27Thu
2 stopsAlaska Airlines
16h 31mLAX-ORD
$803
8/7Wed
2 stopsAlaska Airlines
10h 09mLAX-ORD
$810
8/6Tue
2 stopsAlaska Airlines
10h 09mLAX-ORD
$830
8/1Thu
2 stopsAlaska Airlines
10h 09mLAX-ORD
$865
5/24Fri
2 stopsAlaska Airlines
21h 30mLAX-ORD
$973

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Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$326
$296
$246
$37

Browse origins: