Cheap flights to Chicago from £49
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Flights to Chicago in 2024
Find the latest flights to Chicago in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 928,181 searches and data was last updated on 25 April 2024.
Cheap flights to Chicago in April & May 2024
Discover affordable flights and deals to Chicago in April and May 2024. In the last 7 days, Cheapflights users made a total of 928,181 searches and data was last updated on 25 April 2024.
The below flights offer some of the lowest fares to Chicago in April and May 2024. Prices refresh often so be sure to come back soon for more deals.
Chicago 2024 flight deals
Explore flight deals for Chicago in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 928,181 searches and data were last updated on 25 April 2024.
The lowest fares on flights travelling to Chicago in April and May 2024. More deals are always being added, so be sure to check back regularly.
Flights to Chicago departing soon
Discover available last-minute flight options to Chicago, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 928,181 searches and data was last updated on 25 April 2024.
If you're looking for a last-minute flight to Chicago, consider booking one of these fares. Double check the price, date, and time of your last-minute flight.
One-way flights to Chicago
Explore one-way flight options to Chicago for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 928,181 searches and data was last updated on 25 April 2024.
If you're looking for options on one-way flights to Chicago, check out these fares. Users seeking round-trip flights to Chicago should update the search form at the top of the page accordingly.
Direct flights to Chicago
Average price of flights to Chicago by month
Plan your trip to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight to Chicago is currently £52 while a return flight costs £115. Price data was last updated on 21 April 2024.
Currently, January is the cheapest month in which you can book a flight to Chicago (average of £601). Flying to Chicago in July will prove the most costly (average of £782). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
January
£483
February
£498
March
£488
April
£501
May
£515
June
£614
July
£628
August
£575
September
£538
October
£522
November
£500
December
£505
Peak season:
If you’ve been to New York then why not book cheap flights to Chicago, the nation’s second city? The skyscraper metropolis is a feat of modern architecture, as well as home to what was once the world’s tallest building, Sears Tower. It is not a traditional tourist destination but as the hub of the Midwest, Chicago much to offer as a holiday destination. Featuring world-class art galleries and science museums, huge parks and sandy beaches, it also has a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups). Peak tourist season is summer (June to August). This coincides with the festival season with many major events taking place in Chicago parks and neighbourhoods every weekend, in spite of the heat and humidity. Taste of Chicago, an outdoor food festival which showcases the variety of cuisines and local flavours, is in mid-July at the lakefront. If you book flights to Chicago during this popular festival, expect crowds of visitors in the area and a rise in the price of flight tickets. August is host to another popular event – the Chicago Air and Water Show. With its free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers.
Off season:
Chicago is least busy in January through March making cheap flights to Chicago and hotel deals attainable. However, true to its reputation as the ‘Windy City’, cold temperatures and brisk winds will make you want to stay inside for most of your visit.
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | -5 - 23 °C |
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If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
When is the best time to book a flight to Chicago?
Use this chart to determine the optimal time to book a return flight to Chicago. Price data was last updated on 28 January 2024.
Savvy travellers are always on the lookout for the cheapest flights to Chicago but one of the biggest challenges for figuring out when to go can be the weather. If you don’t enjoy extreme temperatures, fiercely hot summers and bitterly cold winters, then give these two seasons a miss. April through May or September through October are the most enjoyable and mild months of the year in Chicago. You’ll still get warm weather and the hotel rates are more reasonable.
When is the cheapest time to fly to Chicago?
Use this chart to determine the cheapest time to fly return to Chicago. Price data was last updated on 21 April 2024.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 25 April 2024.
To help decide which airline to fly to Chicago, see what other customers have to say about Scandinavian Airlines, KLM and Air Canada. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
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Overall
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Terrible flight crew that skipped our row for service multiple times.
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Terrible flight crew that skipped our row for service multiple times.
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Terrible flight crew that skipped our row for service multiple times.
Crew
Boarding
Overall
Entertainment
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Terrible flight crew that skipped our row for service multiple times.
Crew
Boarding
Overall
Entertainment
Food
Comfort
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Boarding
Overall
Entertainment
Food
Comfort
Reviews
Terrible flight crew that skipped our row for service multiple times.