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Find Business Class Flights to Chicago

1 adult
0 bags
Wed 6/19
Wed 6/26

Good to Know - Business Class Flights to Chicago

Low season

January

High season

August

Average price round-trip

$3,580

Good deal round-trip

$776

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.
8.0
Alaska AirlinesOverall score based on 9166 reviews
8.2Boarding
7.3Entertainment
7.9Comfort
8.6Crew
7.3Food
Airline reviews

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.

6.0 GoodAnonymous, May 2024SEA - ORD
Read more about Alaska Airlines reviews

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

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

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!

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

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.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Delayed departure. Delayed after landing pulling into gate. Delay due to sky bridge malfunction

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

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.
10/8Tue
1 stopAlaska Airlines
6h 35mSEA-ORD
10/20Sun
1 stopAlaska Airlines
7h 52mORD-SEA
$828
9/13Fri
1 stopAlaska Airlines
5h 45mSEA-ORD
9/18Wed
nonstopAlaska Airlines
4h 34mORD-SEA
$872
7/6Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
7/14Sun
nonstopAlaska Airlines
4h 37mORD-SFO
$894
5/30Thu
1 stopAlaska Airlines
6h 55mSEA-ORD
6/3Mon
nonstopAlaska Airlines
4h 27mORD-SEA
$897
5/30Thu
nonstopAlaska Airlines
4h 06mSEA-ORD
6/3Mon
nonstopAlaska Airlines
4h 27mORD-SEA
$907
6/3Mon
1 stopAlaska Airlines
6h 50mSFO-ORD
7/29Mon
nonstopAlaska Airlines
4h 37mORD-SFO
$921
6/12Wed
1 stopAlaska Airlines
9h 45mSFO-ORD
6/17Mon
nonstopAlaska Airlines
4h 37mORD-SFO
$937
8/10Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
8/17Sat
1 stopAlaska Airlines
14h 01mORD-SFO
$941
7/14Sun
nonstopAlaska Airlines
4h 21mSFO-ORD
7/15Mon
1 stopAlaska Airlines
7h 52mORD-SFO
$943
8/8Thu
1 stopAlaska Airlines
15h 39mSFO-ORD
8/17Sat
nonstopAlaska Airlines
4h 40mORD-SFO
$945
7/23Tue
1 stopAlaska Airlines
6h 52mSFO-ORD
8/1Thu
nonstopAlaska Airlines
4h 40mORD-SFO
$948
6/21Fri
1 stopAlaska Airlines
7h 30mSEA-ORD
6/28Fri
nonstopAlaska Airlines
4h 38mORD-SEA
$951
6/3Mon
1 stopAlaska Airlines
6h 50mSFO-ORD
6/9Sun
nonstopAlaska Airlines
4h 37mORD-SFO
$960
8/9Fri
1 stopAlaska Airlines
9h 53mSFO-ORD
8/14Wed
nonstopAlaska Airlines
4h 37mORD-SFO
$965
7/13Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
7/15Mon
1 stopAlaska Airlines
7h 52mORD-SFO
$968
6/27Thu
nonstopAlaska Airlines
4h 21mSFO-ORD
6/30Sun
nonstopAlaska Airlines
4h 37mORD-SFO
$978
7/24Wed
nonstopAlaska Airlines
4h 21mSFO-ORD
8/5Mon
1 stopAlaska Airlines
12h 53mORD-SFO
$980
6/16Sun
1 stopAlaska Airlines
15h 39mSFO-ORD
6/20Thu
nonstopAlaska Airlines
4h 37mORD-SFO
$984
6/1Sat
nonstopAlaska Airlines
4h 23mSFO-ORD
6/13Thu
1 stopAlaska Airlines
12h 53mORD-SFO
$985
6/19Wed
nonstopAlaska Airlines
4h 21mSFO-ORD
7/24Wed
nonstopAlaska Airlines
4h 37mORD-SFO
$987

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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.
9/4Wed
nonstopAlaska Airlines
4h 10mSEA-ORD
$324
7/8Mon
nonstopAlaska Airlines
3h 59mSEA-ORD
$374
6/10Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
$414
7/8Mon
1 stopAlaska Airlines
7h 30mSEA-ORD
$419
6/11Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
$425
7/8Mon
2 stopsAlaska Airlines
11h 35mSEA-ORD
$427
6/11Tue
1 stopAlaska Airlines
9h 45mSFO-ORD
$439
9/5Thu
2 stopsAlaska Airlines
13h 05mSEA-ORD
$457
6/7Fri
nonstopAlaska Airlines
4h 23mSFO-ORD
$562
7/14Sun
1 stopAlaska Airlines
20h 40mSFO-ORD
$577
6/11Tue
2 stopsAlaska Airlines
18h 40mSFO-ORD
$593
6/10Mon
2 stopsAlaska Airlines
10h 45mSFO-ORD
$667
9/6Fri
2 stopsAlaska Airlines
11h 40mSEA-ORD
$677
6/7Fri
2 stopsAlaska Airlines
20h 40mSFO-ORD
$678
5/30Thu
2 stopsAlaska Airlines
20h 40mLAX-ORD
$826
7/14Sun
2 stopsAlaska Airlines
9h 24mSFO-ORD
$849
6/2Sun
2 stopsAlaska Airlines
34h 44mMCO-ORD
$1,065
6/18Tue
1 stopTurkish Airlines
34h 35mEWR-ORD
$6,932
6/12Wed
1 stopTurkish Airlines
34h 20mJFK-ORD
$6,994
6/6Thu
1 stopTurkish Airlines
34h 35mEWR-ORD
$7,634

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Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$326
$296
$246
$37

Browse origins: