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Flights to Chicago

Flying to Chicago offers a diverse experience, blending cultural richness with modern allure. Explore iconic landmarks like Millennium Park and the Willis Tower, providing breathtaking cityscapes. Immerse yourself in the city's vibrant arts scene, highlighted by renowned museums such as the Art Institute of Chicago. Indulge in a culinary journey at local eateries, offering a delightful mix of global cuisines. Traverse the scenic Lake Michigan shoreline or catch a game at Wrigley Field for a taste of Chicago's sports culture. With O'Hare International Airport serving as a major hub, efficient travel options abound for a memorable and accessible trip.

Chicago

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£443

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24 Feb 2025

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02 Mar 2025

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17 Minutes

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London

Chicago

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£543

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08 Apr 2025

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15 Apr 2025

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35 Minutes

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London

Chicago

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£602

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01 Jan 2025

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11 Jan 2025

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02 Hours

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London

Chicago

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£514

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23 Mar 2025

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28 Mar 2025

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04 Hours

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London

Chicago

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£573

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08 Oct 2025

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13 Oct 2025

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04 Hours

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London

Chicago

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£486

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08 Oct 2025

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15 Oct 2025

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05 Hours

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London

Here's a unique travel guide to help you plan your trip to Chicago.

  • Explore the Architecture: Chicago is known for its impressive architecture, with many famous skyscrapers and buildings such as the Willis Tower (formerly known as the Sears Tower), the John Hancock Center, and the Tribune Tower. Take a guided walking tour or a riverboat tour to learn about the city's architecture and history.
  • Visit the Museums: Chicago is home to some of the world's best museums, including the Art Institute of Chicago, the Museum of Science and Industry, and the Field Museum of Natural History. Don't miss the chance to see the iconic "Bean" sculpture in Millennium Park and take a selfie.
  • Indulge in the Food: Chicago is known for its deep-dish pizza, hot dogs, and Italian beef sandwiches. Try a slice of deep-dish pizza at Lou Malnati's, grab a hot dog at Portillo's, or get an Italian beef sandwich at Al's Beef.
  • Explore the Parks: Chicago has over 600 parks and public spaces, including Grant Park, Lincoln Park, and Millennium Park. Take a stroll, rent a bike or take a paddleboat ride at the Chicago Riverwalk.
  • Experience the Nightlife: Chicago has a thriving nightlife scene with numerous bars, clubs, and live music venues. Head to Wrigleyville to catch a Cubs game and stay for the bars or visit the famous blues clubs in the South Side.
  • Shop on Michigan Avenue: Known as the "Magnificent Mile," Michigan Avenue is the place to go for shopping in Chicago. It has a mix of high-end shops, department stores, and restaurants.
  • See a Show: Chicago is home to many theatres, including the famous Chicago Theatre and the Steppenwolf Theatre. Catch a Broadway show or see an improv comedy show at Second City.
  • Explore the Neighbourhoods: Chicago is a city of neighbourhoods, each with its own unique vibe and attractions. Explore Wicker Park for its hipster culture and vintage shops, or head to Chinatown for delicious food and unique shopping.
  • Visit the Beaches: Chicago has over 26 miles of lakefront, including many beaches like North Avenue Beach, Oak Street Beach, and Montrose Beach. Relax on the sand, take a swim or play beach volleyball.
  • Enjoy the Festivals: Chicago hosts many festivals throughout the year, such as the Chicago Blues Festival, the Taste of Chicago, and the Lollapalooza music festival. Check the calendar and plan your visit accordingly.

Chicago is a vibrant city with plenty to offer, and this travel guide should help you make the most of your trip. Don't forget to pack comfortable shoes, as there's a lot of walking to do!

What is the best time to visit Chicago?

The best time to visit Chicago is during the summer months from June to August when the weather is warm and sunny. However, this is also peak tourist season, so prices for hotels and attractions can be higher. If you prefer to avoid the crowds and don't mind cooler temperatures, spring (April to May) and fall (September to October) can be great times to visit, with milder weather and fewer crowds. Winter (November to March) can be very cold and snowy, but it's also a great time to experience the city's winter festivals and holiday celebrations.

Is it expensive to eat out in Chicago?

The cost of eating out in Chicago can vary depending on the restaurant and the type of cuisine you are looking for. Generally, dining out in the city can be expensive, but there are also plenty of affordable options available. For example, you can find a range of affordable fast-food and street food options in the city, while upscale restaurants can be more expensive. If you're on a budget, you might want to consider exploring the city's many neighbourhood diners and cafes, which can offer great food at reasonable prices. Additionally, many restaurants offer happy hours or special deals on certain days of the week, so it's worth doing some research ahead of time to find the best deals.

What are the best restaurants in Chicago?

Chicago is known for its diverse food scene and has many acclaimed restaurants serving a range of cuisines. Here are some of the best restaurants in Chicago:

  • Alinea: This restaurant has won numerous awards and is known for its inventive, multi-course tasting menu that pushes the boundaries of fine dining.
  • Girl & The Goat: Celebrity chef Stephanie Izard's restaurant offers a creative, globally inspired menu with a focus on local ingredients.
  • The Publican: This rustic-chic restaurant serves a variety of pork-centric dishes, as well as seafood and seasonal vegetables.
  • The Purple Pig: This lively Mediterranean-inspired restaurant offers small plates and an extensive wine list.
  • Gibsons Bar & Steakhouse: This classic Chicago steakhouse is known for its dry-aged steaks and impressive wine selection.
  • Roister: This casual spot from the team behind Alinea offers creative, flavourful dishes cooked over an open hearth.
  • Oriole: This Michelin-starred restaurant serves a seasonal tasting menu that incorporates global flavours and techniques.
  • Xoco: Chef Rick Bayless's casual restaurant offers a variety of Mexican street food-inspired dishes, including churros, tortas, and hot chocolate.
  • Monteverde: This Italian restaurant offers a range of handmade pastas, as well as other traditional Italian dishes with a modern twist.
  • Pacific Standard Time: This California-inspired restaurant offers wood-fired dishes and creative cocktails in a bright, airy space.

What is the local food in Chicago?

Chicago is famous for its deep-dish pizza, which is a must-try when visiting the city. Other popular local foods include Italian beef sandwiches, Chicago-style hot dogs, popcorn (particularly Garrett Popcorn), and various types of sausages, such as bratwurst and Polish sausage. Chicago is also known for its diverse culinary scene, with a wide range of international cuisines available throughout the city, including Mexican, Chinese, Vietnamese, and more.

How much is a bottle of wine in Chicago?

The price of a bottle of wine in Chicago can vary widely depending on the type and quality of the wine, as well as the establishment where it is being sold. On average, you can expect to pay anywhere from $20 to $100 or more for a bottle of wine in a restaurant or bar in Chicago. Of course, there are also many liquor stores throughout the city where you can purchase wine at a range of price points.

What is the nightlife like in Chicago?

Chicago is a vibrant city with a diverse nightlife scene, offering something for everyone. There are countless bars, pubs, and clubs throughout the city, each with its own unique atmosphere and crowd. Some popular nightlife neighbourhoods in Chicago include River North, Wicker Park, and Logan Square, which are all known for their abundance of bars and clubs.

In addition to bars and clubs, Chicago also offers a range of other night-time activities, such as live music venues, comedy clubs, and theatre performances. For those who enjoy a more relaxed atmosphere, there are also many lounges and rooftop bars throughout the city that offer stunning views of the skyline.

Overall, the nightlife scene in Chicago is lively and varied, with plenty of options for locals and visitors alike

Does Chicago have a beach?

Yes, Chicago has several beaches along the shore of Lake Michigan. Some of the popular ones include Oak Street Beach, North Avenue Beach, Montrose Beach, and 12th Street Beach. These beaches are open from Memorial Day weekend to Labor Day, and they offer various amenities such as restrooms, concessions, and rentals for beach chairs, umbrellas, and water sports equipment.

Is Chicago good for families?

Yes, Chicago is a great destination for families. The city has a lot to offer for children of all ages, including museums, parks, zoos, and other attractions. Some of the family-friendly attractions in Chicago include:

  • The Museum of Science and Industry: This museum has over 2,000 exhibits, including a coal mine tour, a submarine exhibit, and a giant heart exhibit.
  • Navy Pier: Navy Pier is a popular tourist attraction that features an IMAX theatre, a Ferris wheel, and other family-friendly activities.
  • Lincoln Park Zoo: This free zoo is a great place to take kids to see animals such as lions, tigers, and bears.
  • The Shedd Aquarium: The Shedd Aquarium is a must-visit attraction for families, with over 32,000 animals and interactive exhibits.
  • Millennium Park: This park features a variety of public art installations, a reflecting pool, and a large outdoor stage that hosts free concerts and events.

Overall, Chicago has a lot to offer for families, and it's easy to find activities and attractions that will appeal to children of all ages.

The Museum of Science and Industry

Chicago is a great destination for couples. The city offers a wide range of romantic activities and experiences, from strolling along the lakefront to exploring world-class museums and galleries. Here are a few suggestions for couples visiting Chicago:

  • Take a romantic stroll along the lakefront: The lakefront offers some of the best views in the city, and it's a great place to take a leisurely walk with your partner. You can also rent bikes or take a scenic boat tour.
  • Explore the city's museums and galleries: Chicago is home to some of the best museums and galleries in the country, including the Art Institute of Chicago and the Museum of Contemporary Art.
  • Enjoy a romantic dinner: Chicago has a thriving culinary scene, with a variety of restaurants to suit every taste and budget. Whether you're in the mood for sushi, steak, or Italian, you'll find plenty of options.
  • See a show: Chicago is home to a vibrant theatre scene, with a variety of productions throughout the year. Whether you're in the mood for a classic Broadway musical or an edgy experimental play, you're sure to find something that suits your taste.
  • Take in the city's skyline: Chicago has one of the most iconic skylines in the world, and there are plenty of ways to take it all in. You can take a ride on the Ferris wheel at Navy Pier, visit the top of the Willis Tower (formerly known as the Sears Tower), or simply find a rooftop bar with a great view.

Is it safe be a single traveller in Chicago?

As with any major city, Chicago has areas that are safer than others, but overall, Chicago is generally safe for solo travellers. It is recommended to avoid wandering around certain neighbourhoods, especially at night. It is best to stay in well-lit and crowded areas and to take precautions such as not carrying too much cash and being aware of your surroundings. It is also a good idea to use common sense safety practices such as not leaving valuables unattended and staying alert in crowded areas.

What's the weather like in Chicago?

Chicago has a humid continental climate, with hot summers and cold winters. The best time to visit Chicago is during the summer months from June to August, when the weather is warm and sunny, and there are plenty of outdoor activities and events happening. However, it can also be crowded and expensive during this time. Spring and fall can also be good times to visit, with milder weather and fewer crowds, although there is a higher chance of rain. The winter months from December to February can be very cold and snowy, but they can also offer some unique winter activities and festivals.

Is it easy to get around in Chicago?

Yes, it is relatively easy to get around in Chicago as the city has a comprehensive public transportation system, including buses and an elevated train system called the "L". The city is also very walkable, with many attractions located in close proximity to each other. Additionally, Chicago has a bike share program and many bike-friendly streets, making it easy to get around on two wheels. Taxis and ride-sharing services such as Uber and Lyft are also readily available.

Where is the best place area to stay in Chicago?

Chicago is a large city with many different neighbourhoods to choose from, each with their own unique character and attractions. The best place to stay in Chicago will depend on your interests and budget. Here are a few popular neighbourhoods to consider:

  • The Loop: This is the central business district of Chicago and home to many of the city's famous landmarks, such as the Willis Tower and the Art Institute of Chicago. The Loop is a great option if you want to be close to the city's top attractions.
  • River North: This is a trendy and upscale neighbourhood that is known for its art galleries, restaurants, and nightlife. It's a good option if you want to be close to the action.
  • The Magnificent Mile: This is a bustling shopping district that is located near the lakefront. It's a great option if you want to be close to shopping and entertainment.
  • Lincoln Park: This is a residential neighbourhood that is known for its tree-lined streets, beautiful homes, and the Lincoln Park Zoo. It's a good option if you want to be in a quieter area.
  • Wicker Park: This is a hip and eclectic neighbourhood that is known for its independent boutiques, restaurants, and nightlife. It's a good option if you want to experience the city's alternative culture.

Overall, the best place to stay in Chicago will depend on your individual preferences and interests.

What are the best hotels to stay in Chicago?

Chicago is home to many excellent hotels that cater to a range of budgets and preferences. Here are some of the best hotels to stay in Chicago:

  • The Langham, Chicago: This luxurious hotel is located in a landmark building in the heart of the city and offers stunning views of the Chicago River and skyline. The Langham features elegant rooms and suites, a spa, a fitness centre, and excellent dining options.
  • The Peninsula Chicago: Another luxury hotel, The Peninsula Chicago is located on the Magnificent Mile and boasts spacious rooms and suites, a rooftop terrace with panoramic views of the city, a world-class spa, and multiple dining options.
  • Four Seasons Hotel Chicago: Situated on the shores of Lake Michigan, this elegant hotel offers spacious rooms and suites with stunning views, a fitness centre, a spa, and a rooftop terrace with an indoor pool.
  • The Gwen, a Luxury Collection Hotel: This stylish hotel is in the historic McGraw-Hill Building and features beautifully designed rooms and suites, a rooftop terrace with stunning city views, and multiple dining options.
  • Thompson Chicago: This trendy hotel is located in the Gold Coast neighbourhood and features sleek rooms and suites with city views, a fitness centre, and a rooftop lounge with stunning views of the city.
  • Kimpton Hotel Monaco Chicago: Located in a historic building in the Loop, the Kimpton Hotel Monaco features stylish rooms and suites, a fitness centre, and multiple dining options, including a rooftop bar.
  • The Blackstone, Autograph Collection: This historic hotel, located in the South Loop, boasts beautifully designed rooms and suites, a fitness centre, and an excellent onsite restaurant.
  • Ace Hotel Chicago: A trendy hotel located in the West Loop, the Ace Hotel features stylish rooms and suites, a fitness centre, and multiple dining options, including a rooftop bar.
  • Virgin Hotels Chicago: This fun and quirky hotel is in the Loop and features unique rooms and suites with modern amenities, a rooftop terrace with stunning city views, and multiple dining options.
  • Chicago Athletic Association Hotel: This boutique hotel is housed in a historic building in the Loop and features elegant rooms and suites, a fitness centre, multiple dining options, and a rooftop terrace with stunning city views.

These are just a few of the many excellent hotels in Chicago. It's always a good idea to do some research and read reviews to find the hotel that's right for you.

Are there any annual festivals in Chicago?

Yes, Chicago hosts several annual festivals that attract visitors from around the world. Here are some of the most popular:

  • Chicago Blues Festival: This is the largest free blues festival in the world and is held every June in Millennium Park.
  • Chicago Jazz Festival: This festival takes place in late August and features both free and ticketed concerts throughout the city.
  • Taste of Chicago: Held in July, this festival is a food lover's paradise, with dozens of local restaurants serving up their signature dishes in Grant Park.
  • Lollapalooza: This massive music festival takes place in August and features some of the biggest names in music.
  • Chicago Air and Water Show: This free event takes place in August and features impressive aerial and water stunts performed by the US Navy Blue Angels, US Army Golden Knights, and other groups.
  • Chicago Humanities Festival: This festival takes place in November and features talks, performances, and discussions on a wide range of topics, including literature, politics, and science.

These are just a few of the many festivals that take place in Chicago throughout the year.

What is the time difference between the United Kingdom and Chicago?

The time difference between the United Kingdom and Chicago is 6 hours. For example, when it is 12:00pm noon in London, it would be 6:00am in Chicago. Note that this time difference may vary depending on daylight saving time, which is observed in both the UK and the US but not necessarily at the same time or on the same dates.

What is the best time to get cheapest flights to Chicago?

The best time to get cheap flights to Chicago is during the low season, which is typically from November to March (excluding Christmas and New Year's holidays) when the weather is cold and snowy. However, you can also find good deals during the shoulder seasons of April to May and September to October. It's generally best to avoid peak summer months of June to August when prices can be higher due to increased demand. Keep in mind that prices can vary depending on the airline, route, and time of booking.

Which Airlines operate flights from United Kingdom to Chicago?

The best time to get cheap flights to Chicago is during the low season, which is typically from November to March (excluding Christmas and New Year's holidays) when the weather is cold and snowy. However, you can also find good deals during the shoulder seasons of April to May and September to October. It's generally best to avoid peak summer months of June to August when prices can be higher due to increased demand. Keep in mind that prices can vary depending on the airline, route, and time of booking.

How much is a return flight from United Kingdom to Chicago?

The cost of a return flight from the United Kingdom to Chicago can vary depending on several factors, including the airline, the time of year, and how far in advance the booking is made. As a result, there is no fixed price for a return flight from the UK to Chicago. However, on average, a return flight from the UK to Chicago can cost between £400 and £700, although prices can be higher or lower depending on the factors mentioned above.

How Long is a direct and indirect Flight to Chicago from United Kingdom?

The flight time from the United Kingdom to Chicago varies depending on the departure city and the number of stopovers.

A direct flight from London to Chicago takes approximately 8 hours.

An indirect flight with one stopover can take around 10-14 hours, depending on the location of the stopover and the airline.

It's important to note that flight times can vary depending on the time of year and the weather conditions.

What are the nearest airports to Chicago?

Chicago has two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Both airports serve domestic and international flights. O'Hare is the larger and more frequently used airport, located about 17 miles (27 km) northwest of downtown Chicago, while Midway is smaller and located about 10 miles (16 km) southwest of downtown.

How to find cheap flights to Chicago with flexible booking policies?

One way to find cheap flights to Chicago with flexible booking policies is to search for flights on www.travelup.com we allow you to filter search results based on factors like price, airline, and travel dates.

Another option is to sign up for our newsletter or follow TravelUp on social media. This way, you can stay up to date with any sales or promotions we may have.

When booking, make sure to read the airline's cancellation and change policies carefully to ensure you have flexibility in case your travel plans change. Some airlines also offer flexible booking options for an additional fee.

Finally, be sure to book your flight well in advance to take advantage of lower prices and avoid last-minute price increases.

Which United Kingdom Airport can I fly to Chicago?

There are several airports in the United Kingdom that offer flights to Chicago. The main ones are London Heathrow Airport (LHR), London Gatwick Airport (LGW), Manchester Airport (MAN), and Edinburgh Airport (EDI). However, other airports in the UK may also have flights to Chicago, depending on the airline and route.

What are the options for business class flights from United Kingdom to Chicago?

There are several airlines that operate business class flights from the United Kingdom to Chicago, including British Airways, Virgin Atlantic, American Airlines, United Airlines, and Delta Air Lines. These airlines offer various options for business class travel, including lie-flat seats, personal entertainment systems, priority boarding and check-in, lounge access, and gourmet meals. Some airlines also offer chauffeur service to and from the airport, as well as additional perks such as amenity kits and pyjamas for overnight flights. Prices for business class flights can vary depending on the airline, time of year, and how far in advance you book, but you can expect to pay several thousand pounds for a round-trip ticket.

What is the baggage allowance on flights to Chicago from United Kingdom in Economy Class?

The baggage allowance for flights from the United Kingdom to Chicago in economy class varies by airline. Typically, the checked baggage allowance is 1 or 2 bags, weighing up to 23 kg each. The carry-on baggage allowance is usually one bag weighing up to 7 kg, plus a personal item such as a purse or laptop bag. However, it is important to check with the specific airline you are flying with, as their baggage policies may differ.

What is the baggage allowance on flights to Chicago from United Kingdom in Premium Economy Class?

The baggage allowance on flights to Chicago from United Kingdom in Premium Economy Class can vary depending on the airline you are flying with. However, generally, passengers flying in Premium Economy Class are allowed to carry more baggage compared to those traveling in Economy Class. The baggage allowance may typically range from 1 to 2 checked bags, each weighing up to 23 kg, with a carry-on bag and a personal item. However, it is recommended that you check with your airline for their specific baggage policy as it may vary.

What is the baggage allowance on flights to Chicago from United Kingdom in Business Class?

The baggage allowance on flights to Chicago from the United Kingdom in Business Class varies depending on the airline and the specific fare you book. Generally, most airlines offer a higher baggage allowance in Business Class compared to Economy or Premium Economy.

As an example, British Airways offers a baggage allowance of 2 checked bags weighing up to 32kg each in Business Class on flights from the UK to Chicago. However, it's always best to check with your specific airline and fare class to confirm the baggage allowance and any restrictions that may apply.

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