How to find cheap flights to Chicago
₹ 46,099 is the lowest price for a one-way flight to Chicago. Or you can book a round-trip plane ticket for ₹ 74,457.
Catch fare drops as they happen with Price Alerts delivered right to your inbox or app. Simply sign up for these automatic notifications and book at the perfect time, every time.
Don't leave things to the last moment. You're more likely to secure the lowest price on tickets if you book ahead. Airlines often offer some awesome early bird deals.
Choose 'Add nearby airports' during your search to give you a better shot at finding cheap flights to Chicago. Doing this will give you more choices for where to start and end your trip, along with different prices.
Indirect routes are generally cheaper, so search for flights that include a stop. After your results show up, select the 'Stops' filter to explore your options.
Best time to go to Chicago
To find the month or even day with the cheapest flights, use the 'Whole month' tool. If you've got some flexibility with your travel dates, search for the green prices on the calendar — they show you the lowest fares available that month.
To experience the city at its busiest, book your flights for July. Travelling during high seasons usually means there's more to see and do compared to other times of the year.
Travel in January if you want to avoid the crowds. This is the least busy time of year and also when plane tickets to Chicago tend to be cheaper.
The weather can make or break a trip, so consider what type of conditions you enjoy travelling in. Chicago is warmest in July, with averages of between 16ºC and 28ºC.
Temperatures are at their lowest in January, when they range from -12ºC to 3ºC.
With six days of rainfall on average, September is the driest month in Chicago.
Rain is more common here in May, which gets around ten days of wet weather.
Weather snapshot
The weather in Chicago brings four distinct seasons with hot summers, snowy winters, and pleasant spring and autumn months. Here's what to expect throughout the year:
December – February: Winter brings crisp days around 2°C and chilly nights dropping to -7°C. Bundle up in warm layers and waterproof boots for the best times to explore Chicago's festive atmosphere and cosy indoor attractions.
March – May: Spring brings mild weather with highs around 18°C and lows near 6°C, making it one of the best times to explore Chicago. Layer your clothing as temperatures can shift throughout the day.
June – September: Summer brings warm, comfortable weather with highs around 26°C and nighttime lows of 16°C. Perfect for outdoor attractions, lakefront activities, and exploring the city on foot.
October – November: Autumn brings crisp temperatures with days reaching 15°C and nights dropping to 5°C. Perfect weather for exploring outdoor attractions, enjoying nature walks, and wandering through the city's neighbourhoods while the leaves change colour.
Flying to Chicago: what you need to know
When organising your Chicago flight, you'll have a good choice of airports to land at. Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD) are the main ones.
Most incoming flights for the city are handled at Chicago O'Hare International Airport (ORD).
Skip the layovers and travel to your destination in a single journey. Book a direct flight to Chicago with one of these airlines:
You'll be in the UTC-6 timezone when you arrive in Chicago.
After you've booked your ticket, find the perfect place to call your own while you're away. Here's a roundup of comfy hotels to put on your short list:
Getting to central Chicago from Chicago O'Hare International Airport (ORD)
Central Chicago is about 27 kilometres from ORD, the city's main gateway.
You'll reach the centre in around 30 minutes if you're taking a taxi or ride-share after your flight to Chicago.
Expect the trip to take about 45 minutes on public transport.
Take your pick of comfortable hotels near Chicago O'Hare International Airport. Relax and recharge at one of these after your flight to Chicago:
Chicago highlights
These top sights should feature on your to-do list after hopping off your flight to Chicago:
Millennium Park: Around 0.80 kilometres northeast of the centre in Loop, this landmark is a classic introduction to what the city has to offer.
Willis Tower: Looking for more reasons to visit Chicago? This landmark attracts travellers from all over and is about 0.48 kilometres west of the city centre in Loop.
Sightseeing and travel inspiration
Things to do in Chicago: Walk or cycle along the 29-kilometre Lakefront Trail that hugs Lake Michigan's shoreline, starting just 2 kilometres east of downtown, where you can also relax on North Avenue Beach about 3 kilometres northeast of the centre. Explore Millennium Park, roughly 1 kilometre southeast, to see the reflective Cloud Gate sculpture and catch outdoor concerts in summer. Head to Lincoln Park Zoo, about 4 kilometres north, for free admission and easy strolls through naturalistic animal habitats.
Cultural experiences: Browse contemporary works at the Art Institute of Chicago, about 2 kilometres southeast of the city centre, then catch a blues performance at Kingston Mines in Lincoln Park, roughly 5 kilometres north. Sample deep-dish pizza in Little Italy on Taylor Street, around 4 kilometres southwest, or attend a show at the Chicago Theatre in the Loop district downtown.
Seasonal highlights: Experience the Chicago Air and Water Show each August with thrilling aerial displays along the lakefront. Summer months bring outdoor concerts at Millennium Park and neighbourhood street festivals throughout the city. Winter transforms Chicago into a festive destination with holiday markets and ice skating rinks. The best time to visit Chicago depends on your preferences, with warm summers ideal for outdoor events and crisp winters perfect for cosy indoor attractions.
Explore more of the United States
There's a whole lot more of the United States begging to be explored. About 257 kilometres southeast of Chicago, set off for Indianapolis. On the must-see list? Start with Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis. The most conveniently located airport for this city is Indianapolis International Airport (IND).
Milwaukee makes a great addition to your trip to the United States. You'll find it around 129 kilometres north of Chicago. Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo rank among the top sights. The main airport serving this city is Milwaukee Mitchell International Airport (MKE).
Or set out for Fort Wayne, about 225 kilometres east of Chicago. African-American Historical Museum, Salomon Farm Park and The Embassy Theatre are just the start of reasons to go.
Complete your trip with a Chicago car hire
Want to rent a car in the city? Choose from a range of car rentals in Chicago and explore without limits. In just one quick search, you can compare rates and book the best deal after locking in your hotel and cheap flight to Chicago.
