Cheap flights to Chicago

WAS — CHI
2 Jun — 9 Jun1
Return
1 adult
Economy
From?
To?
Thu 2/6
Thu 9/6

Flights to Chicago in 2022

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inJulyHigh demand for flights, 17% potential price rise
Cheapest inOctoberBest time to find cheap flights, 3% potential price drop
Average price£363Average for return flights in May 2022
Return from£327From London to Chicago
One-way from£244One-way flight from London to Chicago

Cheap flights to Chicago in May, June 2022

The best prices found for CHI flights for May, June
23 Jun - 29 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

21h 05m
ORD

Chicago O'Hare Intl

STN

London Stansted

2 stops

21h 45m
£325

Multiple Airlines

View Deal

Deal found 24.05.22

23 Jun - 29 Jun
LTN

London Luton

ORD

Chicago O'Hare Intl

2 stops

17h 50m
ORD

Chicago O'Hare Intl

LTN

London Luton

2 stops

21h 50m
£325

Multiple Airlines

View Deal

Deal found 24.05.22

22 Jun - 29 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

17h 50m
ORD

Chicago O'Hare Intl

STN

London Stansted

2 stops

21h 45m
£327

Multiple Airlines

View Deal

Deal found 25.05.22

Chicago 2022 flight deals

Cheap flights to Chicago found for this year
23 Jun - 29 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

21h 05m
ORD

Chicago O'Hare Intl

STN

London Stansted

2 stops

21h 45m
£325

Multiple Airlines

View Deal

Deal found 24.05.22

23 Jun - 29 Jun
LTN

London Luton

ORD

Chicago O'Hare Intl

2 stops

17h 50m
ORD

Chicago O'Hare Intl

LTN

London Luton

2 stops

21h 50m
£325

Multiple Airlines

View Deal

Deal found 24.05.22

22 Jun - 29 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

17h 50m
ORD

Chicago O'Hare Intl

STN

London Stansted

2 stops

21h 45m
£327

Multiple Airlines

View Deal

Deal found 25.05.22

Last minute flights to Chicago

Late deals on return flights to Chicago, departing today and this week
1 Jun - 8 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

18h 10m
ORD

Chicago O'Hare Intl

STN

London Stansted

2 stops

24h 10m
£403

Multiple Airlines

View Deal

Deal found 24.05.22

1 Jun - 8 Jun
LTN

London Luton

ORD

Chicago O'Hare Intl

2 stops

18h 44m
ORD

Chicago O'Hare Intl

LTN

London Luton

2 stops

24h 15m
£429

Multiple Airlines

View Deal

Deal found 25.05.22

6 Jun - 19 Jun
STN

London Stansted

ORD

Chicago O'Hare Intl

2 stops

23h 09m
ORD

Chicago O'Hare Intl

STN

London Stansted

1 stop

18h 55m
£432

Multiple Airlines

View Deal

Deal found 24.05.22

What is the cheapest month to fly to Chicago?

The cheapest ticket to Chicago found for each month in 2022 based on historical flight searches by Cheapflights users.

January

£450

February

£464

March

£508

April

£508

May

£542

June

£584

July

£607

August

£561

September

£489

October

£531

November

£510

December

£559

Currently, January is the cheapest month in which you can book a flight to Chicago. Flying to Chicago in July will prove the most costly. There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the best time to fly to Chicago?

Average Chicago flight ticket prices and weather conditions for 2022 and 2023 by month

LON - CHI

Price

£458 - £707

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

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.

When is the best time to book a flight to Chicago?

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.

Which day is cheapest to fly to Chicago?

The cheapest flights to Chicago are usually found when departing on a Wednesday. The departure day with the highest cost at present is Sunday.

What time of day is cheapest to fly to Chicago?

Flights in the evening are typically the cheapest time of the day to fly to Chicago. Flights in the afternoon are usually the most expensive.

How long is the flight to Chicago?

Flights from London to Chicago: 8 hours 50 minutes.

Flights from Manchester to Chicago: 8 hours 40 minutes.

Flights from Birmingham to Chicago: 10 hours 30 minutes.

Flights from Glasgow to Chicago: 10 hours 10 minutes.

Which airlines operate flights to Chicago?

There are plenty of direct daily flights to Chicago departing from London Heathrow with airlines such as British Airways, United Airlines and Virgin Atlantic. Connecting flights with various European airlines are available but will add a couple of hours to the flight time. The quickest direct flight to Chicago from Manchester is with American Airlines. Flights from other UK cities will require a connecting flight.

How to get from the airport to the city centre?

Flights to Chicago land at O’Hare International Airport (ORD) located in the city’s northwest corner, about 17 miles away from the CBD or Chicago Loop. Trains and buses provide efficient transportation to city centre and suburbs. The Blue Line of the Chicago subway (known as the ‘L’ to locals) connects O’Hare directly to the city, and commuter rail services are easily accessible by a short shuttle ride. Taxi and car hire services are also available from the airport.

What is good to know if travelling to Chicago?

  • Before you arrive in Chicago, familiarise yourself with this handy airport guide for a smoother transition.
  • Whether you’re in Chicago for a for days or weeks, here’s a fun 24-hour guide for sightseeing, eating and shopping!
  • Calling all theatre-lovers, Chicago’s downtown scene is bustling with live entertainment which is why it’s made the top ten cities for live theatre list.
  • Chicago’s festive cocktails come back into vogue during the winter months. Here are 7 places in the city you can sip on more than just eggnog this Christmas.

How popular are flights to Chicago this year?

Flights to Chicago have seen a 133% increase in demand compared to the previous year.

Chicago, Illinois airports

See all airports in Chicago, select one to find and compare flight prices.