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Cheap Business Class Flight Deals to Chicago

 
These are the cheapest deals for flights from the United Kingdom to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent business class return flight deals to Chicago

Wed, 16 Dec - Thu, 31 Dec
Icelandair Logo
11:55 - 17:20
LGW
-
ORD
11h 25m
1 stop
Icelandair Logo
18:30 - 10:55
ORD
-
LGW
10h 25m
1 stop
£1,543Icelandair
Thu, 27 Aug - Sat, 29 Aug
Icelandair Logo
15:40 - 18:15
LGW
-
ORD
32h 35m
1 stop
Icelandair Logo
22:25 - 14:35
ORD
-
LGW
10h 10m
1 stop
£1,580Icelandair
Wed, 9 Sep - Sun, 13 Sep
Icelandair Logo
13:05 - 21:25
LHR
-
ORD
14h 20m
1 stop
Icelandair Logo
22:25 - 20:20
ORD
-
LHR
15h 55m
1 stop
£1,581Icelandair
Fri, 25 Sep - Sun, 27 Sep
Scandinavian Airlines Logo
09:35 - 16:10
MAN
-
ORD
12h 35m
1 stop
Scandinavian Airlines Logo
19:15 - 18:30
ORD
-
MAN
17h 15m
1 stop
£2,767Scandinavian Airlines
Mon, 28 Dec - Wed, 6 Jan
Scandinavian Airlines Logo
20:55 - 16:45
MAN
-
ORD
25h 50m
2 stops
Scandinavian Airlines Logo
10:30 - 18:35
ORD
-
MAN
26h 05m
2 stops
£2,804Scandinavian Airlines
Wed, 16 Dec - Thu, 31 Dec
Virgin Atlantic Logo
13:00 - 18:37
LHR
-
MDW
11h 37m
1 stop
Virgin Atlantic Logo
11:20 - 07:05
MDW
-
LHR
13h 45m
1 stop
£3,064Virgin Atlantic
Sat, 19 Dec - Fri, 1 Jan
Virgin Atlantic Logo
08:40 - 14:25
LCY
-
ORD
11h 45m
1 stop
Virgin Atlantic Logo
09:30 - 09:30
ORD
-
LCY
18h 00m
2 stops
£3,144Virgin Atlantic
Tue, 3 Nov - Tue, 10 Nov
British Airways Logo
06:50 - 14:00
LCY
-
ORD
13h 10m
1 stop
British Airways Logo
20:10 - 12:40
ORD
-
LCY
10h 30m
1 stop
£3,162British Airways
Sun, 8 Nov - Sun, 15 Nov
British Airways Logo
13:15 - 18:25
LCY
-
ORD
11h 10m
1 stop
British Airways Logo
15:55 - 08:35
ORD
-
LCY
10h 40m
1 stop
£3,180British Airways
Tue, 1 Dec - Sat, 5 Dec
Lufthansa Logo
12:45 - 13:20
EDI
-
ORD
30h 35m
2 stops
Lufthansa Logo
17:50 - 23:15
ORD
-
EDI
23h 25m
2 stops
£3,306Lufthansa

Good to Know - Business Class Flights to Chicago

Low seasonJanuary
Average price round-trip£2,321
Best time to beat the crowds but there is an average 35% increase in price.
Most popular time to fly and prices are also 44% lower on average.
(price for this month)

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

  • Which airline offers highly rated business class services for flights to Chicago?

    One of the best business class services is considered to be that offered by Virgin Atlantic. Before you get on the plane, you’ll enjoy fast-track check-in and security. There is also Virgin Atlantic Clubhouse Lounge, which is a great place to relax before take-off. On board, you will benefit from a luxury four-course meal and a glass of bubbly.

  • Which airlines have full-flat seats for business class flights to Chicago?

    Virgin Atlantic Airways, British Airways and Finnair all provide passengers with superior comfort compared to those travelling in economy. With an extra-large leather seat that turns into a full-flat bed on demand, you’ll be able to arrive at your destination looking and feeling better than ever.

  • Which airline lounge offers the most exceptional amenities?

    Clubhouse, which is offered by Virgin Atlantic, is one of the most sought-after lounges for business class passengers. Located in Terminal 3 at Heathrow Airport (LHR), it offers passengers an a la carte dining service, runway-facing exercise bikes, showers and dedicated workspaces, so you can relax in style ahead of your flight. The lounge is large and spacious, whilst there is also an outdoor terrace where you can get some fresh air.

  • What are common stopovers when flying business class to Chicago from the UK?

    One popular stop on this route is Keflavik Airport (KEF), which is frequently used on Icelandair flights from Gatwick Airport (LGW). If you fly with TAP AIR Portugal from Manchester Airport (MAN), it’s probable that you will transfer at Lisbon Airport (LIS). Meanwhile, flights with Aer Lingus from Edinburgh Airport (EDI) tend to require a stopover at Dublin Airport (DUB).

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

    Among KAYAK users, American 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: American Airlines, British Airways, Air Canada and Lufthansa.

  • 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 United Airlines, with an overall rating of 7.4.

Top tips for finding business class flights to Chicago

  • With business class flights to Chicago, you can take advantage of the fast-track services offered by many airlines. For instance, you can use the priority lanes with Lufthansa to beat the queues, so you’ll have more time to relax in the departures lounge.
  • Business class flights to Chicago provide passengers with access to exclusive airport lounges at Chicago’s airports and at a variety of UK airports. Inside the lounges, you can soak up the relaxed atmosphere whilst enjoying a range of free amenities, such as food and refreshments, dedicated working spaces and showers.
  • An advantage of business class flights to Chicago is the chauffeur service that’s offered by some airlines. For instance, British Airways offers you the chance to use your business points to get a chauffeur-driven car to the airport. You must live within 100 miles of certain airports, such as Manchester Airport (MAN).
  • When you fly business class, your luggage allowance is greater than if you fly economy. For instance, Finnair allows economy passengers to bring one item of checked luggage on the flight with them, which can weigh no more than 23 kg. However, business class passengers get two checked bags, which can have a maximum weight of 32 kg each.
  • On business class flights to Chicago, you can enjoy a fine dining experience. Compared to economy passengers, who normally only get a single-tray meal, business class passengers get a multi-tray service. Airlines such as Virgin Atlantic also permit you to pre-order your meal before you get on the plane.
  • What’s a good price for a business class ticket between United Kingdom and Chicago? 25% of our users found flights on this route for £1,972 or less one-way and £3,252 or less return.
  • Try flying direct if you’re looking to save money, as direct business class tickets are cheaper on average.

Reviews of the 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 Kingdom 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.
7.4
United AirlinesOverall score based on 9975 reviews
8.1Crew
6.7Food
7.7Boarding
7.1Entertainment
7.3Comfort
Airline reviews

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

8.0 ExcellentKatiuscia, Jul 2026
TYS - ORD
Read more United Airlines reviews

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Food was not great. Small seating area for business class

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

The flight was delayed an hour and a half while you tried to fix the plane so I missed my connecting flight in Chicago. In Chicago, it took an hour to get the luggage. Then the conveyor belt was broken where I have to transfer my flight from an international flight to the continuing flight so I had to carry a large suitcase through the airport. The elevators were broken in the airport. I paid people to carry the luggage for me up the escalators in two different areas. The person who helped me get the new flight was outstanding. The temperature in the airport in Chicago was horrible. We were all sweating. It was the day from hell. That was after two hours in a security line in Athens. I have TSA pre-checked and global entry and I still waited. Two hours in a security line. Something has got to be done to stream line this service. After I’ve been through all of that in Athens, why do I have to go through it again in Chicago. It was the worst travel experience I have had in a long time. Your bathrooms have gotten so small that you can hardly get your butt on the toilet. You’ve taken the airspace out of the inside of the top of the toilet. It really makes for a miserable experience. Also on a 4 1/2 hour flight from Chicago to Los Angeles. The only thing we’re given is a bag of pretzels. REALLY!!

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

United has come a long way, it’s been a fantastic experience traveling with them.

Late start, late arrival and very uncomfortable seating. If they schedule a takeoff at a specific time, how can they not know the traffic at the airport will be heavy and delay flights at that time? I paid for legroom but when seated next to an oversized person, I had no elbow room. Also, who wants to rub hips with a large stranger for over 2 hours? I ended up leaning toward the aisle the entire flight and being bumped every time someone passed by. Paying for legroom should include side-to-side space, too. This happened on both domestic flights I had within the past 2 weeks.

Small plane. Tight seating . What can one say except that it was fast!

The flights are literally always delayed arriving, boarding and taking off so they are always late for the connection. I planned ahead so I was okay but many others aren't. The food was terrible. The staff was very pleasant. I appreciate boarding back to front.

All aspects were excellent - it helped that the flight was only 2/3 full and I had no one sitting in my row. The Pre-check (US Passport Control and Customs) in Dublin made everything so easy when we arrived in Chicago.

Very nice experience. Flight had good entertainment system and good food options. Customer service was very friendly and nice as well.

The same as I stated prior. We incurred extra costs that should be reimbursed, given we were not communicated with about schedule changes.

My flight from Dublin was delayed two hours which ment that I missed my connecting flight to Phoenix. American Airlines provided a hotel room and rebooked my flight for 7:30 AM the next day. I didn't get to the room until 11 pm and I had to be at the airport the next day by 5 AM. The airlines did their best but the schedule was challenging for an 81 year old.

There was a mixup with our tickets. They said they did not receive payment for them but yet we had seat assignments. We had to purchase last-minute tickets which cost us three times as much. that’s why they got a rated of a one.

I like Aer Lingus so that is why I’m writing this critique so they can become better. The boarding gate was too small to board properly. Our seats were toward the back of the plane knowing we would be boarding after business class, we moved to that area after business class boarded. An Aer Lingus employee told us we couldn’t stand there. We explained we were the next group to board and wouldn’t even be able to hear when our boarding was called. She didn’t care and was not very professional. The cabin was freezing. I wouldn’t feed my dog the food. We were over an hour late coming into chicago because of weather which can’t be avoided. I asked the crew if they could make an annoucement for before whose final destination is chicago to wait and allow the people with connecting to deplane first. He said there are a lot of people with connecting flights. He said, it doesn’t matter. Well, yes it does. He could have been more considerate of his passengers.

Flight was cancelled. There were no Aer Lingus reps to help. I had to rebook my flight and find a hotel. Still had nothing from the airline.

Very pleasant staff, there was some turbulence but the captain was very apologetic and gave notice where possible.

Terrible way of boarding in Reykjavik. Seats comfortable. Meal was good.

Unlike my prior three connections on this latest journey, this flight was fairly good. Only issue was boarding as it was once again one of those Icelandic issues of bunch up, walk in the rain to a bus that then has you run up three flights of stairs to board the plain. I was in Saga class but the bus scramble eliminates any chance you get on first and have to then find a place to squeeze your carry on into an overhead that the people in economy populate so they can grab it on their way out up front. But unlike other Icelandic flights this journey I did find more the of the business class like accommodations then the other air segments. This one found a pillow and blanket waiting for me and I actually received a small cup of sparkling wine and had a bottle of water in place. Service was attentive and the flight departed and arrived on time. Received a menu and had choices of a hot or cold meal. I choose the hot which was cod and it was good. Decent size portion, salad and a choice of dinner rolls. Beverage menu was a selection of wines, beer and soft drinks. Desert was a small Tiramisu. Overall the six hour flight was a good experience for the price point.

We paid for saga class, which is the business class for international. My seat was broken and did not recline and my monitor for in-flight entertainment was broken.

At least one soda free, felt like I was nickeled to death.

Friendly flight crew. Airplane (757) configured as a domestic flight (no lie-flat seats) & no advanced meal selection.

I am not going to fillo this out for each leg of my trip. My first review holds for the experience

Waiting area on top of stairs before Boarding the bus wasn’t great. Took a long time to load the bus to gate.

The customer service was unbeatable from the wheelchair assist team to the flight attendants. The pilot also did an excellent job managing the turbulence.

Comfort of seats is not good. Like sitting on a rock for 6 hours. Also no in flight food and limited beverages unless you pay is not nice. Need flight to be dark during the “night” but attendants don’t ask for shades to be lowered..

Good. Lacking overhead bin space. No food offered but you can order online or in flight and pay for snacks.

Flight cancelled. I was rebooked without discussion or options. Had booked a flight with a bed and when I was rebooked, the flight had a recliner seat. Felt cheated.

The legroom was lacking and the entertainment system lacked adequate selection of older films. Modern films are generally not very good.

Perfect airline, super friendly, great service, tasty food. Would fly again.

Everything could have been better. What needed to be wrong with United went wrong

It was good. The seats in economy weren’t bad

Excellent service; they helped me reschedule so I can fly in an earlier flight

Wonderful staff. The boarding process can be improved a little better by adequate prior communication but all in all they did fine. However the boarding gate was quite unfreindly to elderly and who needs help with sevral stairs.

Flight map did not work. Crew was great, food was good, plane took off on time and landed early. That's all I can ask.

The crew was the best I’ve ever encountered. Business class was spacious, immaculate, and very modern.

The The check in process was terrible on both ends. It was not clear if we should use the United, Lufthansa, or Aragrant number. It took over an hour to check in on the front end – and then at return the Lufthansa online check in failed multiple times and only after two calls to their phone number could we accomplish the task. The link to the Kayak site provided no access for check in. This difficulty and ambiguity on both ends will affect our interest in using Kayak for foreign travel in the future.

The crew made it a great flight. They were friendly and attentive. They made me want to fly British Airways again.

BA has not been handling priority luggage with any special priority. This time our luggage was distinctly very slow to arrive, well after the first half of items to arrive. Business class flights cost a lot and it would be nice to have that reflected in the speed of baggage handling! (I note that this has worsened in our long experience of BA.) On a different note, we spent 2.5 hours on the plane after landing because of an airport mishap at Boston Logan. The pilot provided reasonably frequent update but more could have been done to ensure passenger comfort, such as more beverage and maybe snack services.

Delayed suitcase - terrible service to get my suitcase next day, I was informed it would arrive today in the afternoon (Jun/28). Now, I was informed I may or may not receive it until 3 am (Jun/29).

I will never want to book with these people. They are arrogant and rude. Food was really really bad, crew was even worst

Generally very good. I think their service is better than some other big names I used to travel with. Their food variety is second to none - and you can place order beforehand. Their seating design is a bit awkward for service, I'd say. Flight attendants must be tall enough - long legs and arms - to reach the window seat passenger while crossing over the isle passenger. Also appreciated the variety on entertainment.

Business class lounge for my gate was closed and no email was sent, causing me to walk back and forth to different gates, etc for over 20 minutes one way. Flight entertainment was mediocre with very poor choices especially for business class cabin. Original flight was cancelled and rebooking was difficult and no reason given for cancellation.

Los Angeles to London. 25th of April 2026. Business class. I was flying backwards with a complete stranger snoring next to me. In Business class. Males and females, strangers lying next to each other. Seats were backwards. I paid for comfort. I got dizziness and stress.

A shout-out to the flight attendent, Lauren, who was the main person assisting me. She was amazing - perfect balance of bright, cheerful, engaging, yet formal

Check-in in SAN was long. ORD was good. Flight delayed On board crew was ok. No warmth or personality. LHrR barely made connection

Check-in experience, for business call please provide a premium experience

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.