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Find Business Class Flights to Chicago

1 adult
0 bags
Tue 6/4
Tue 6/11

Good to Know - Business Class Flights to Chicago

Low season

January

High season

August

Average price round-trip

$1,278

Good deal round-trip

$681

Good deal one-way

$295
Best time to beat the crowds with an average 16% 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 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 6092 reviews
7.8Entertainment
8.7Crew
7.3Food
8.3Boarding
8.1Comfort
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).

Boarding was well explained and smooth. The flight was short, so there was no time for snacks. They did offer water or juice, though.

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

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

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

It was fine since it ensure we went to our destination in time.

I bought the cheapest ticket. No meal, no checked luggage so I didn't expect much and was surprised by how good the flight and service was. Alaska is now my favorite airline.

No entertainment, food was cookies & juice,water, soda or coffee.

My baggage was in another flight, anit was delayed for one hour.

The maintenance delay was seemingly handled very poorly... Little to no information was provided to the passengers sitting on board for an extended period of time. On a brighter note, at least the cabin crew (flight attendants) did the best they could. They seemingly were provided very little information with regards to the delay. Unless absolutely beyond my control, I can’t imagine buying a ticket on Alaska airlines again, based on this and a previous experience my wife recently had, along with complaints overheard from other passengers.

The only issue was in the wheelchair waiting area before we got on the plane. They seemed very disorganized. Everyone we encountered after that was great! We loved Cassandra at check-in. She was awesome. The flight attendants were wonderful too! The lady helping with the waiting wheelchair when we got off the plane was awesome too!

They canceled the flight 30 minutes prior to departure without any heads up.

Expect to get miles for us having to miss our first planned flight due to them waiting on passengers that decided to be late to the airport.

Up on arrival, due to twisted ankle, I wasn’t able to walk. Requested for a wheelchair. They immediately asked for it. After 10 minutes wait a young man named Carlos picked me up at the gate, got my baggage and took me to the pick up area. It was a great service. Thanks Alaska Air line

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

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 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.

Wish we had music during take off and landing like the last flight

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

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.
9/13Fri
1 stopAlaska Airlines
5h 45mSEA-ORD
9/18Wed
nonstopAlaska Airlines
4h 34mORD-SEA
$748
6/4Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
6/8Sat
nonstopAlaska Airlines
4h 37mORD-SFO
$779
7/28Sun
nonstopAlaska Airlines
3h 55mSEA-ORD
8/2Fri
nonstopAlaska Airlines
4h 38mORD-SEA
$787
10/10Thu
1 stopAlaska Airlines
7h 35mSEA-ORD
10/17Thu
nonstopAlaska Airlines
4h 40mORD-SEA
$792
10/9Wed
1 stopAlaska Airlines
5h 35mSEA-ORD
10/23Wed
1 stopAlaska Airlines
7h 52mORD-SEA
$818
8/1Thu
nonstopAlaska Airlines
3h 55mSEA-ORD
8/10Sat
nonstopAlaska Airlines
4h 31mORD-SEA
$827
10/9Wed
1 stopAlaska Airlines
7h 35mSEA-ORD
10/17Thu
1 stopAlaska Airlines
7h 52mORD-SEA
$828
5/23Thu
1 stopAlaska Airlines
6h 55mSEA-ORD
5/26Sun
nonstopAlaska Airlines
4h 28mORD-SEA
$832
10/10Thu
1 stopAlaska Airlines
5h 35mSEA-ORD
10/17Thu
1 stopAlaska Airlines
7h 52mORD-SEA
$838
6/4Tue
1 stopAlaska Airlines
6h 45mSFO-ORD
6/8Sat
nonstopAlaska Airlines
4h 37mORD-SFO
$838
6/10Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
6/14Fri
nonstopAlaska Airlines
4h 37mORD-SFO
$869
5/31Fri
nonstopAlaska Airlines
4h 23mSFO-ORD
6/2Sun
nonstopAlaska Airlines
4h 37mORD-SFO
$883
7/28Sun
nonstopAlaska Airlines
3h 55mSEA-ORD
8/2Fri
1 stopAlaska Airlines
8h 38mORD-SEA
$911
5/23Thu
1 stopAlaska Airlines
6h 55mSEA-ORD
5/27Mon
nonstopAlaska Airlines
4h 27mORD-SEA
$912
5/24Fri
nonstopAlaska Airlines
4h 06mSEA-ORD
5/27Mon
nonstopAlaska Airlines
4h 27mORD-SEA
$947
6/4Tue
1 stopAlaska Airlines
6h 45mSFO-ORD
6/8Sat
1 stopAlaska Airlines
9h 14mORD-SFO
$963
6/10Mon
1 stopAlaska Airlines
9h 45mSFO-ORD
6/14Fri
nonstopAlaska Airlines
4h 37mORD-SFO
$973
6/17Mon
nonstopAlaska Airlines
4h 21mSFO-ORD
6/24Mon
nonstopAlaska Airlines
4h 40mORD-SFO
$978
6/13Thu
1 stopAlaska Airlines
20h 40mSFO-ORD
6/18Tue
nonstopAlaska Airlines
4h 37mORD-SFO
$981
6/13Thu
nonstopAlaska Airlines
4h 21mSFO-ORD
6/18Tue
nonstopAlaska Airlines
4h 37mORD-SFO
$997

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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.
9/12Thu
nonstopAlaska Airlines
3h 53mSEA-ORD
$374
8/6Tue
nonstopAlaska Airlines
4h 21mSFO-ORD
$375
5/25Sat
nonstopAlaska Airlines
4h 23mSFO-ORD
$380
8/8Thu
nonstopAlaska Airlines
4h 21mSFO-ORD
$390
9/12Thu
1 stopAlaska Airlines
6h 45mSEA-ORD
$419
5/27Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
$420
5/28Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
$459
8/7Wed
1 stopAlaska Airlines
9h 30mLAX-ORD
$507
6/8Sat
1 stopAlaska Airlines
9h 05mSFO-ORD
$524
5/13Mon
1 stopAlaska Airlines
8h 25mSFO-ORD
$538
8/6Tue
1 stopAlaska Airlines
13h 00mSFO-ORD
$539
8/8Thu
1 stopAlaska Airlines
7h 25mLAX-ORD
$562
5/19Sun
nonstopAlaska Airlines
4h 23mSFO-ORD
$562
9/12Thu
2 stopsAlaska Airlines
11h 40mSEA-ORD
$567
5/28Tue
2 stopsAlaska Airlines
14h 00mSFO-ORD
$568
5/19Sun
1 stopAlaska Airlines
21h 40mSFO-ORD
$623
5/27Mon
2 stopsAlaska Airlines
20h 40mSFO-ORD
$638
7/4Thu
2 stopsAlaska Airlines
20h 40mLAX-ORD
$656
5/19Sun
2 stopsAlaska Airlines
20h 40mSFO-ORD
$678
5/13Mon
2 stopsAlaska Airlines
12h 30mSFO-ORD
$715

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Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$274
$293
$219
$38

Browse origins: