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Book Now, Pay LaterFirst & Business Flights Departing In 2025

Cheap Business Class Flights to Chicago

Chicago

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Business Class Flights from £2,310.00

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First Class Flights from 2,310.00

Fly to Chicago in Style with Cheap Business Class Flights Deal 

Ever dreamed of rolling into the Windy City like you sealed a deal off the Magnificent Mile or took a bow off The Second City stage? We’re rolling out the red carpet with Cheap Business Class.  Picture yourself eating deep-dish at Lou Malnati’s, soaring above the city from off the Willis Tower, or schmoozing in the Loop— with cheap business class flights to Chicago. So sit back and enjoy a hot dog (no ketchup, thank you) while flying business class to Chicago – your passport to a first-class Midwestern adventure. 

Discover Chicago: Top Places to Visit in the Windy City

Welcome to Chicago—a city where skyscrapers stretch as tall as clouds to keep up with deep-dish fantasies, where history reverberates around each turn, and where its skyline alone will leave you breathless. Wherever you landed, in style with cheap business class flights to Chicago, the city has the best combination of attitude, chow, and culture that’s just so over-the-top.

1. Willis Tower Skydeck

Once Sears Tower, the Willis Tower is America’s greatest symbol. It’s 1,450 feet tall, not just a building—a sensation. Zip up to the Skydeck on floor 103 and view four states if the weather is good. Fearless thrill-seekers can zip over to The Ledge, a four-foot glass balcony off the tower, for a vertigo-inducing view straight down. Not to be missed by the newbie crowd or photogs either. 

2. Millennium Park and The Bean

Taking a walk in Millennium Park is a walk in and through art and contemporary cityscape architecture.

Its crown is the legendary “Bean” (officially Cloud Gate), a stainless steel sculpture that reflects back the city skyline and its dwellers in an awe-inspiring, sweeping view. It’s among the city’s best photo ops. And wait for it—extend the park along to uncover the Crown Fountain, the peaceful Lurie Garden, and the Jay Pritzker Pavilion, an amphitheater by Frank Gehry that features free concerts and performances. 

3. The Magnificent Mile

After landing in style with cheap business class flights to Chicago, do head to the Magnificent Mile. either for shopping or window shopping. 

This lively stretch of Michigan Avenue is lined with upscale boutiques, trendy shops, historic landmarks, and high-end hotels. It also boasts some of the city’s best cultural attractions, including the Museum of Contemporary Art and the ancient Water Tower, the only building to have withstood the 1871 Great Chicago Fire. Either way, this ‘hood still retains a real electric city feel. 

4. Navy Pier

This historic shipping house is now a colossal lakefront playground. It features the Centennial Wheel, an antique carousel, the Chicago Children’s Museum, and nighttime fireworks during summer evenings.

And it’s also a launching point, coincidentally, for boat cruises that set you adrift on Lake Michigan, prepared for intimate glimpses of Chicago’s skyline from the lake. Family or solo strolling, Navy Pier offers relaxation, entertainment, and wonderful vistas all in one place you won’t soon forget after you travel on cheap business class flights to Chicago.

5. Lou Malnati’s Pizzeria

You took cheap business class flights to Chicago but didn’t visit Lou Malnati’s Pizzeria; then what did you do? Any trip to Chicago isn’t complete without deep-dish pizza, and Lou Malnati’s is a neighborhood gem for a reason.

Its creamy, buttery crust, chunky tomato sauce, melted mozzarella, and bounteous sprinklings of toppings are all mixed together to make a mouthwatering dish.

6. The Art Institute of Chicago

Art enthusiasts, behold. The Art Institute of Chicago boasts a two-thousand-year-old, world-renowned collection comprising all the highlights of art’s greatest periods.

Don’t skip Grant Wood’s American Gothic, Georges Seurat’s A Sunday on La Grande Jatte, and a magnificent collection of Impressionist and Post-Impressionist paintings. And of course, the building itself, off Michigan Avenue—a charming combination of old and new— all making the long and cheap business class flights to Chicago worthwhile. 

7. The Loop District

The Loop, downtown Chicago’s commercial center, is a financial center and so much more—It’s a place where business, culture, and history converge. People from all around the world take cheap business class flights to Chicago to visit this iconic place.  

There you’ll discover famous skyscrapers like the Chicago Board of Trade, vintage movie palaces like the Chicago Theatre, and people’s sculptures by Picasso and Calder. Architecture buffs will especially enjoy the range of styles that are on display, from Art Deco gems to skyscraper high-rises. It’s also where you get to make those power moves you’ve always fantasized about—whether it’s a power lunch, glad-handing at cocktail hour, or sealing the deal over a skyscraper café lunch. 

8. Chicago Riverwalk

After the long and cheap business class flights to Chicago, you should definitely visit the Chicago Riverwalk to relax. It is a 1.25-mile riverway that winds through bars, restaurants, public art, and stunning city views of architectural landmarks.

Take a kayak ride, architecture boat tour, or just sit and order a cocktail while water taxis whizz by. It is probably the best way to soak up city life, and best during good weather and fall.

Final Thoughts

Chicago is a city of contradictions—ancient and modern, assertive and friendly, businesslike and creative.

Whether you’re gazing out from the top of the Willis Tower, closing a deal in the Loop, or savoring deep-dish at Lou Malnati’s, the Windy City knows how to leave a lasting impression. With cheap business class flights now more accessible, there’s never been a better time to experience Chicago in style. Pack your bags and prepare to fall in love with this world-class city, one moment at a time. Contact us today, and we will get you hooked up with the best cheap business class flights to Chicago.

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