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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

$3,580

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.
8.1
SouthwestOverall score based on 6017 reviews
7.8Entertainment
7.3Food
8.3Boarding
8.1Comfort
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

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

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
7/31Wed
nonstopAlaska Airlines
4h 31mORD-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
8/1Thu
nonstopAlaska Airlines
4h 37mORD-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
10/8Tue
1 stopAlaska Airlines
6h 35mSEA-ORD
10/20Sun
1 stopAlaska Airlines
7h 52mORD-SEA
$828
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

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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
6/25Tue
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
7/14Sun
1 stopAlaska Airlines
20h 40mSFO-ORD
$577
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
6/10Mon
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
6/25Tue
2 stopsAlaska Airlines
21h 15mSFO-ORD
$682

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Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$326
$296
$246
$37

Browse origins: