Flights to Chicago
Buy flights to Chicago and pay later
Heading to Chicago but want to pay later? You’ve landed in the right spot. At Alternative Airlines, booking flights is easy, and paying doesn’t have to be all at once. Our Buy Now Pay Later options let you split your Chicago flight cost into manageable, flexible payments.
That means you can secure your seat now and keep some cash handy for a stroll along the Lakefront, a trip to Millennium Park, or some famous Chicago-style hot dogs.
We work with trusted payment partners like Klarna, Afterpay, Affirm, Sezzle and more. Many plans come with no interest, so you only pay what you booked.
Book your flight to Chicago today and spread the cost your way ✈️
How to find cheap flights to Chicago
Start with a search 🔎
Type ‘Chicago’ into our search bar, pick your travel dates, and we’ll show you all your options. Whether you want a quick weekend getaway or a longer trip, you’ll find flights from over 600 airlines - from budget-friendly low-cost carriers to full-service airlines with all the extras.
Sort and filter ✔️
Looking for something specific? Use our handy filters to narrow down flights by price, shortest travel time, or your favourite airline. If you want to skip connections, just tick the non-stop flights box - it’s that simple. You’re in control to find the flight that suits your travel style.
Be flexible with your dates 📅
Flight prices can vary a lot depending on the day you fly. If your schedule allows, try our best fare finder tool. It shows you the cheapest days around your preferred dates so you can grab the best deal without missing out on your plans.
Pay your way 💸
We get that budgets aren’t always straightforward. That’s why we offer flexible payment options. Pay in full upfront or spread the cost over time - you choose. It’s all about making your booking stress-free, so you can focus on the fun part: planning your Chicago adventure.
Top tip 💡
Want to save even more? Flying mid-week usually means cheaper fares, and avoiding big events like Chicago’s music festivals or sports games helps too. Booking early gives you more flight choices and better prices, so don’t wait too long to book your trip.
Top airlines flying to Chicago
We partner with more than 600 airlines so you can fly to Chicago your way. Here are a few of our top picks:
If you're flying to Chicago, United Airlines has you covered with frequent flights from major hubs including New York LaGuardia, Los Angeles, Denver and San Francisco. Perfect for business trips or city breaks, they offer plenty of daily options to suit your timing.
Chicago O’Hare is a major United hub, connecting you to over 380 destinations worldwide. Thanks to their global Star Alliance network, it’s simple to fly in from places like Paris, Tokyo, and Frankfurt.
Plus, with perks like Economy Plus seating and growing Wi-Fi availability, your flight to Chicago feels a little more like first class.
American Airlines flies direct to Chicago O’Hare from major US cities like Dallas, Charlotte, Miami and Los Angeles. They also offer seasonal and connecting flights from international hubs including London and Tokyo.
As part of the Oneworld alliance, American makes global travel simple with partners like British Airways and Japan Airlines. You can choose from cabin classes like Flagship First, Business and Premium Economy for extra comfort on your journey.
Delta’s strong presence at Chicago O’Hare makes it a go-to airline for US and international flights.
You’ll find frequent non-stop routes from Delta’s major hubs, including Atlanta, Minneapolis, and New York, plus international flights to cities like London and Tokyo. It’s a great choice if you want flexibility and comfort.
Delta’s commitment to friendly service and perks like Sky Club lounges add a bit of extra ease to your trip. With a modern fleet and helpful policies, flying with Delta keeps things simple.
What other airlines fly to Chicago?
From just about anywhere, you’ll find airlines ready to fly you to Chicago. Check out some of the carriers making the trip:
Domestic Airlines
- Alaska Airlines - Operates flights primarily from the West Coast and Pacific Northwest.
- JetBlue - Provides service to various East Coast and leisure destinations.
- Spirit Airlines - Known for its ultra-low-cost fares, serving multiple US cities.
- Allegiant Air - Focuses on leisure routes, connecting smaller US cities with Chicago.
- Hawaiian Airlines - Offers seasonal flights from Chicago to Honolulu and other Hawaiian destinations.
- Sun Country Airlines - Provides seasonal and year-round service to various US cities.
- SkyWest Airlines - Operates regional flights under various major airline brands.
- Mesa Air Group - Provides regional services, often under the United Express brand.
International Airlines
- Air Canada - Connects Chicago with major Canadian cities.
- Air France - Offers flights to Paris and other European destinations.
- Lufthansa - Provides service to Germany and other European hubs.
- British Airways - Operates flights to London and other UK cities.
- Turkish Airlines - Connects Chicago with Istanbul and various international destinations.
- Qatar Airways - Offers flights to Doha and beyond.
- Emirates - Provides service to Dubai and other Middle Eastern cities.
- Singapore Airlines - Connects Chicago with Singapore and other Asian destinations.
Airports in Chicago
Chicago’s well connected. Here are four airports you can fly into when planning your visit.
O'Hare International Airport
If you’re flying to Chicago, O’Hare International is the main gateway. It’s one of the busiest airports in the world, with flights coming in from all over, including New York, London, Tokyo and Toronto. With major hubs for United and American Airlines, plus plenty of international carriers, O’Hare connects you to Chicago with ease.
The airport has multiple terminals packed with lounges, shops, restaurants and helpful services to make your journey smooth. Getting into downtown Chicago is simple with excellent public transport, taxis and rideshares just outside the terminal - you’ll be city-bound in around 30 minutes.
💡Recommended for international travellers and most arrivals from outside the US.
Midway International Airport
Midway is Chicago’s secondary airport, but it’s a solid choice for domestic and some nearby international flights. It’s closer to downtown than O’Hare and has a strong presence from budget-friendly Southwest Airlines, making it popular with budget-conscious travellers.
This airport is smaller and easier to navigate, with plenty of dining and shopping options. Getting downtown is quick, with taxis, rideshares and public transit nearby. If you’re flying within the US or from Canada and Mexico, Midway is a convenient, no-fuss option.
💡Best for domestic travellers and those looking for budget-friendly flights.
General Mitchell International Airport
For some travellers, Milwaukee’s General Mitchell Airport is a handy alternative. About 90 km north of Chicago, it’s often quieter and can offer cheaper fares or more flight options when Chicago’s airports get busy.
You can reach Chicago by car or bus, which makes this a good option if you want to save on flights or avoid the crowds. It serves several airlines with a focus on domestic and regional routes.
💡Best for flexible travellers who don’t mind a little extra travel to get a better deal.
Gary/Chicago International Airport
Gary Airport is a smaller, growing option about 50 km southeast of Chicago. It’s less crowded and offers quicker check-in and security processes. While commercial flights are limited right now, it’s gaining importance and could become a good choice for regional and low-cost flights in the future.
Ground transport options like taxis and car hire are available, making it easy to reach Chicago or head on to your next destination.
💡Best for regional travellers or those looking for a quieter alternative to the big airports.
Popular flights to Chicago
Getting to Chicago is simple with daily flights into O’Hare and Midway airports from all over the US and beyond. Whether it’s a weekend trip or an important occasion, you’ll find plenty of ways to get there from wherever you start.
Top Domestic Routes
✈️ New York to Chicago - One of the busiest routes, connecting two major hubs for business and leisure travellers.
✈️ Los Angeles to Chicago - A high-demand coast-to-coast route for business, tourism, and visiting family.
✈️ Atlanta to Chicago - A key connecting route through two major airline hubs.
✈️ Dallas/Fort Worth to Chicago - Popular for business and leisure, connecting two big cities.
✈️ Denver to Chicago - A common route for both business and leisure travellers.
Top International Routes
✈️ London to Chicago - One of the busiest transatlantic routes, popular with business travellers and tourists alike.
✈️ Toronto to Chicago - Frequent flights connecting two major North American cities, for business and leisure.
✈️ Mexico City to Chicago - A strong route with steady demand from business and family visits.
✈️ Frankfurt to Chicago - Key European connection, especially for business travellers.
✈️ Tokyo to Chicago - Important transpacific route linking two major global hubs.
Book flights to Chicago
Chicago is a city that packs a punch with its architecture, lakefront views and buzzing neighbourhoods. Explore Navy Pier, stroll through the Magnificent Mile, or catch a show at one of its legendary theatres.
For a break from the urban vibe, head to the nearby parks or take a boat tour on the Chicago River. Whether it’s your first visit or a return trip, Chicago’s charm never fades.
When it comes to food, Chicago’s famous deep-dish pizza is a must-try, but the city also offers everything from street food stalls to gourmet dining. At night, the city thrives with jazz bars, craft breweries and lively clubs.
Your Chicago adventure starts here ✈️
With Alternative Airlines, you can compare flights from over 600 airlines and pick from more than 40 ways to pay, including Buy Now Pay Later. Secure you flight to Chicago today without paying it all upfront.
What to do in Chicago
Catch a show 🎭
Chicago’s theatre scene is legendary. From Broadway hits at the Chicago Theatre to improv comedy at The Second City, there’s always something live and exciting to see. Jazz clubs and music venues offer a soundtrack to your night.
Try your deep-dish 🍕
No trip to Chicago is complete without tasting its famous deep-dish pizza. We recommend grabbing a slice at Giordano’s or Lou Malnati’s, or trying some classic Chicago-style hot dogs and Italian beef sandwiches for a real local flavour.
Explore the lakefront 🚴
Take a stroll or bike ride along Lake Michigan’s scenic trails. Millennium Park, Navy Pier and the lakefront beaches offer plenty of green space, art installations and great views of the city skyline.
Eat your way around 🍽️
Chicago’s food scene goes way beyond pizza. From world-class steakhouses to diverse neighbourhood eateries serving everything from Mexican to Ethiopian, there’s something for every appetite and budget.
Take in the views 🌆
Head up to the Willis Tower Skydeck or 360 Chicago for panoramic city views that will take your breath away. Don’t miss a rooftop bar experience, where you can sip a cocktail with the skyline glowing around you.
Shop around 🛍️
Browse the Magnificent Mile for high-end brands, or explore unique finds in neighbourhood boutiques. From luxury labels to quirky shops, Chicago offers plenty to satisfy your retail cravings.
Top things to do in Chicago
Not sure where to start in Chicago? These 3 spots are a perfect introduction to the city:
Millennium Park
📍 Where is it?
Millennium Park sits right in downtown Chicago, between Michigan Avenue and Lake Michigan. It’s part of the larger Grant Park area, making it easy to reach on foot or public transport.
✨ Highlights
The park is famous for the Cloud Gate sculpture (aka The Bean) - a shiny, reflective artwork that’s perfect for photos. You won't want to miss the Crown Fountain, with its playful LED faces that spit water in the summer. If you visit during warmer months, you can catch free concerts or movie nights at the Jay Pritzker Pavilion.
💰 Entry fees
Millennium Park is free to enter. You can explore all the art, gardens and public spaces without spending a dime.
🕒 Best time to visit
Spring through early fall is ideal. The weather’s great, outdoor events are happening and the gardens are in full bloom. Winters can be chilly but still offer a magical snowy city vibe.
ℹ️ Find out more about Millennium Park
Art Institute of Chicago
📍 Where is it?
The Art Institute of Chicago is right in the heart of downtown, at Millennium Park’s southern edge. You’ll find it on Michigan Avenue, so it's super easy to visit while exploring the city.
✨ Highlights
Home to an incredible collection, the museum features everything from classic masterpieces like Grant Wood’s American Gothic to modern works by Picasso and Warhol. Don’t miss the stunning Impressionist galleries or the contemporary wing with rotating exhibits.
💰 Entry fees
General admission costs around $30 for adults. Discounts are available for seniors, students and kids under 14 enter free. Tickets can be booked online for convenience.
🕒 Best time to visit
Weekdays, especially mornings, are quieter and let you explore without crowds. The museum is open year-round, but check ahead for special exhibits or events.
ℹ️ Find out more about the Art Institute of Chicago
Navy Pier
📍 Where is it?
Navy Pier stretches out into Lake Michigan, right in downtown Chicago. It’s easy to find - just a short walk from the Loop or a quick ride on public transport.
✨ Highlights
Navy Pier is packed with fun. Ride the iconic Centennial Wheel for amazing city and lake views. Explore shops, restaurants and the Chicago Children’s Museum. During summer, catch fireworks shows and live performances on the outdoor stage.
💰 Entry fees
Walking around Navy Pier is free. Some attractions, like the Centennial Wheel and the museum, have ticket prices. Check individual spots for the latest costs.
🕒 Best time to visit
Spring through fall offers the best weather and events. Summer’s prime for fireworks and festivals, but even in winter, Navy Pier’s indoor spots keep things lively with holiday displays and ice skating nearby.
ℹ️ Find out more about Navy Pier
Upcoming Events in Chicago
From live music to fast cars, here’s what’s coming up in the Windy City this year:
- Maifest Chicago - 29 May - 1 June 2025 @ 4521 N. Lincoln Avenue. Celebrate German food, music, and culture with family-friendly fun and plenty of great local brews.
- Chicago Blues Festival - 5-8 June 2025 @ Millennium Park. Enjoy the world’s largest free blues festival featuring top Chicago blues musicians and soulful performances.
- Chicago Street Race Weekend (NASCAR) - 5-6 July 2025 @ Downtown Chicago. Experience NASCAR racing right on city streets with fast cars and fan events for all ages.
- Lollapalooza 2025 - 31 July - 3 August 2025 @ Grant Park. Four days of music madness with over 170 artists across eight stages. From rock to hip-hop, this festival has it all.
- Riot Fest 2025 - 19-21 September 2025 @ Douglass Park. Celebrate 20 years of punk, rock and indie with headline acts like Green Day, Blink-182, and Jack White.
Best time to visit Chicago
From spring blooms to winter’s sparkle, here’s what to expect in Chicago throughout the year, so you can plan your trip around the weather, busy weekends, and key city events.
Spring 🌸
March to May
Spring starts chilly with temps around 35°F (2°C) in March, warming to 65°F (18°C) by May.
Expect some wind and rain, but also early blooms at Millennium Park and baseball season at Wrigley Field.
Layers and a raincoat will keep you comfortable.
Summer ☀️
June to August
Warm and sometimes humid, summer highs range from 70°F to 85°F (21-29°C).
Enjoy festivals like Taste of Chicago, lakefront beaches, rooftop bars, and boat tours.
Pack sunscreen and stay hydrated for days filled with fun.
Autumn 🍂
September to November
Fall cools from mild 70°F (21°C) to crisp 30°F (-1°C).
Perfect for admiring fall colours in city parks, Oktoberfest events, and quieter museums.
Bring layers to stay cosy as temperatures drop.
Winter ❄️
December to February
Cold and snowy, with temps between 15°F and 35°F (-9 to 2°C), sometimes below zero.
Enjoy holiday markets, ice skating, and festive lights.
Dress warmly and soak up Chicago’s winter charm.
Wherever you're looking to go next, we'll get you there on your terms
Frequently Asked Questions
Where is Chicago?
Chicago is a major city located in the state of Illinois, in the United States. It sits on the southwestern shore of Lake Michigan, one of the largest freshwater lakes in the world.
Known as the 'Windy City', Chicago is the third-largest city in the US and a hub for culture, business and history. It’s easily accessible by air, road and rail, making it a popular destination for travellers from everywhere.
Is Chicago safe?
Yes, Chicago is generally safe for visitors, especially in popular tourist areas like The Loop, River North, and Lincoln Park. These neighbourhoods are well-patrolled and offer plenty to see and do.
Crime has been trending down in recent years, but some parts of the city still see higher rates. As long as you stay aware, stick to well-known areas, secure your belongings and use trusted transport (especially at night), you can have a problem-free trip.
Can I visit Chicago on a budget?
Absolutely! Chicago can be a budget-friendly trip with a bit of planning. Many museums offer free or discounted entry days, and there are plenty of parks and outdoor events to enjoy without spending a dime. Dining options range from affordable local eats to street food gems.
Plus, with our flexible pay-over-time options, you can book your flight now and spread the cost, making your Chicago adventure easier on your wallet.
What’s the best way to get from the airport to downtown?
The easiest way to get from Chicago’s airports to downtown depends on your priorities. The 'L' train is usually the fastest and most affordable - O’Hare’s Blue Line and Midway’s Orange Line both go straight downtown.
If you’ve got luggage or want door-to-door service, taxis and ride-shares like Uber are a great option. Shuttle buses run too, but they can take longer. Either way, you’ll be in the city centre in no time!
How long are flights from London to Chicago?
Flights from London to Chicago usually take around 8 to 9 hours nonstop. That’s if you’re flying direct from airports like Heathrow or Gatwick to Chicago O’Hare. If you’ve booked a flight with a layover, it’ll take longer - sometimes up to 14 hours depending on the stop. Keep in mind, flight times can shift a bit due to things like wind speed and the airline’s route.
You can easily compare different flight times and airlines with us, so you’ll know exactly what to expect before you book.
What time zone is Chicago in?
Chicago is in the Central Time Zone (CT). This means it’s 6 hours behind Coordinated Universal Time (UTC-6) during Standard Time and 5 hours behind (UTC-5) when Daylight Saving Time is in effect. Daylight Saving Time in Chicago typically starts in March and ends in November, so clocks are moved forward by one hour in spring and set back in autumn.
If you’re booking a flight to Chicago, make sure to double-check the time difference, especially if you're flying from a different time zone - we don’t want you missing your flight!