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

The best time to book flights to Chicago is 88 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to fly to Chicago?

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.

Can I find cheaper flights to Chicago if I am willing to have stopovers?

Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

What is the best airline to fly to Chicago?

Based on reviews from Cheapflights users, Icelandair is rated the highest out of the airlines that fly to Chicago.

What is the cheapest airport to fly to in Chicago?

Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost £38, while return flights cost around £82.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around £275, however they can be found for as little as £110.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, Edinburgh Turnhouse offers the quickest one-way flight (8 hours 25 minutes).

Does Chicago O'Hare Intl have car hire?

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

Are there hotels close to Chicago O'Hare Intl?

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).

When is the cheapest time to fly to Chicago?

Users looking for the lowest fares to Chicago should consider flying on Thursday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday afternoons, when prices are usually at their highest.

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from London to Chicago are British Airways, Lufthansa and Finnair.

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 29 minutes. Flights to Chicago from other popular cities in United Kingdom will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (53 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (48 on average).

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Icelandair, Virgin Atlantic and Scandinavian Airlines.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

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).

Cheap Flights to Chicago from £391

Flights to Chicago in 2025

Return from	£395
One-way from	£391
Popular in	July
Cheapest in	February
Average price	£536
Good round-trip deal	£473 or less
Good one-way deal	£474 or less

Scandinavian Airlines
22/11-29/11
2 total stops
29h 35m total
London to Chicago

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Finnair
26/2
Nonstop
8h 50m total
London to Chicago

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Highest demand for flights based on searches. 13% potential increase in price (£62 potential increase over avg. return price).

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Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).

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Average for return flights in October 2025

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Price to beat on a round-trip flight from London to Chicago.

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Price to beat on a one-way flight from London to Chicago.

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Find flight deals to Chicago

Enter your travel dates to find the best prices.

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 9 October 2025.

Sat 22/1110:20LHR - ORD

1 stop12h 25mScandinavian Airlines

Sat 29/1119:20ORD - LHR

1 stop17h 10mScandinavian Airlines

Deal found 8/10£395

Fri 31/1006:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Sun 9/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 8/10£396

Fri 31/1021:45STN - ORD

2 stops25h 00mMultiple Airlines

Sun 9/1119:20ORD - STN

2 stops21h 40mMultiple Airlines

Deal found 8/10£396

Thu 6/1106:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Wed 12/1119:20ORD - LHR

2 stops17h 30mScandinavian Airlines

Deal found 7/10£397

Thu 6/1113:45STN - ORD

2 stops33h 00mMultiple Airlines

Thu 13/1119:20ORD - STN

2 stops22h 00mMultiple Airlines

Deal found 8/10£397

Fri 5/1214:00LGW - ORD

2 stops25h 10mMultiple Airlines

Mon 19/110:18ORD - LGW

1 stop17h 42mMultiple Airlines

Deal found 8/10£398

Fri 31/1021:05LHR - ORD

2 stops25h 40mScandinavian Airlines

Fri 7/1119:20ORD - LHR

2 stops17h 10mScandinavian Airlines

Deal found 8/10£398

Fri 31/1020:55LTN - ORD

2 stops25h 50mMultiple Airlines

Sun 9/1119:20ORD - LTN

2 stops20h 40mMultiple Airlines

Deal found 8/10£398

Sun 23/1106:40LHR - ORD

2 stops16h 05mScandinavian Airlines

Wed 3/1219:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 8/10£398

Thu 20/1114:55LGW - ORD

2 stops31h 50mMultiple Airlines

Mon 24/1119:20ORD - LGW

2 stops19h 40mMultiple Airlines

Deal found 8/10£399

Sat 15/1115:35LHR - ORD

2 stops31h 10mScandinavian Airlines

Thu 27/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 6/10£399

Thu 6/1106:30STN - ORD

2 stops16h 50mMultiple Airlines

Mon 10/1118:30ORD - STN

2 stops20h 50mMultiple Airlines

Deal found 8/10£399

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 9 October 2025.

Thu 6/1107:05LHR - ORD

2 stops15h 40mScandinavian Airlines

Sun 9/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 8/10£398

Thu 6/1116:00LGW - ORD

1 stop29h 25mTAP AIR PORTUGAL

Wed 12/1119:10ORD - LGW

1 stop13h 55mTAP AIR PORTUGAL

Deal found 8/10£400

Fri 31/1020:55LTN - ORD

2 stops25h 50mMultiple Airlines

Sun 2/1119:20ORD - LTN

2 stops20h 40mMultiple Airlines

Deal found 7/10£408

Mon 10/1119:10LCY - ORD

1 stop23h 35mSWISS

Mon 24/1116:10ORD - LCY

1 stop14h 40mSWISS

Deal found 8/10£486

Tue 25/1108:55LHR - MDW

1 stop20h 45mVirgin Atlantic

Wed 3/1209:34MDW - LHR

2 stops16h 16mVirgin Atlantic

Deal found 8/10£510

Tue 25/1106:30LHR - MDW

2 stops16h 08mDelta

Wed 3/1212:50MDW - LHR

2 stops14h 30mDelta

Deal found 8/10£518

Tue 25/1108:40LHR - MDW

2 stops15h 38mKLM

Wed 3/1213:50MDW - LHR

1 stop11h 15mKLM

Deal found 6/10£521

Sat 1/1111:55LGW - ORD

1 stop11h 25mIcelandair

Sun 4/118:30ORD - LGW

1 stop10h 25mIcelandair

Deal found 8/10£545

Thu 13/1112:30LGW - ORD

1 stop35h 59mBritish Airways

Sat 22/1118:04ORD - LGW

1 stop32h 56mBritish Airways

Deal found 7/10£558

Sat 15/1115:35LHR - ORD

2 stops31h 10mScandinavian Airlines

Thu 27/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 6/10£399

Thu 13/1116:30STN - ORD

2 stops30h 15mMultiple Airlines

Sun 16/1119:20ORD - STN

3 stops21h 40mMultiple Airlines

Deal found 7/10£409

Fri 5/1206:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Fri 16/119:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 8/10£401

Mon 10/1108:50LTN - ORD

1 stop11h 10mMultiple Airlines

Mon 24/1115:50ORD - LTN

1 stop10h 45mMultiple Airlines

Deal found 7/10£413

Sat 6/1206:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Sun 7/1219:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 7/10£401

Mon 10/1119:10LCY - ORD

1 stop23h 35mSWISS

Mon 24/1116:10ORD - LCY

1 stop14h 40mSWISS

Deal found 8/10£486

Mon 10/1108:30STN - ORD

1 stop15h 25mMultiple Airlines

Mon 24/1115:50ORD - STN

1 stop12h 00mMultiple Airlines

Deal found 8/10£413

Fri 7/1121:25LGW - ORD

2 stops47h 20mTAP AIR PORTUGAL

Fri 28/1120:15ORD - LGW

1 stop13h 30mTAP AIR PORTUGAL

Deal found 8/10£513

Tue 2/1206:30LHR - MDW

2 stops15h 48mDelta

Tue 13/113:00MDW - LHR

2 stops12h 50mDelta

Deal found 8/10£519

Wed 26/1111:05LHR - MDW

1 stop13h 13mKLM

Tue 2/1213:50MDW - LHR

1 stop11h 15mKLM

Deal found 7/10£533

Wed 3/1218:40LHR - ORD

1 stop28h 05mScandinavian Airlines

Fri 16/119:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 8/10£401

Wed 5/1108:40LCY - MDW

2 stops15h 03mVirgin Atlantic

Wed 12/1113:15MDW - LCY

2 stops21h 20mVirgin Atlantic

Deal found 8/10£551

Wed 26/1118:40LGW - ORD

1 stop27h 40mSWISS

Wed 3/1218:35ORD - LGW

2 stops17h 15mSWISS

Deal found 8/10£504

Fri 21/1105:50LTN - ORD

1 stop14h 10mMultiple Airlines

Fri 28/1119:40ORD - LTN

1 stop14h 35mMultiple Airlines

Deal found 8/10£418

Thu 6/1110:10LGW - ORD

2 stops35h 15mTAP AIR PORTUGAL

Wed 12/1119:10ORD - LGW

2 stops32h 50mTAP AIR PORTUGAL

Deal found 7/10£513

Wed 3/1208:40LHR - MDW

2 stops15h 38mDelta

Wed 14/113:00MDW - LHR

2 stops11h 55mDelta

Deal found 8/10£519

Thu 30/1011:55LGW - ORD

1 stop11h 25mIcelandair

Tue 5/509:30ORD - LGW

2 stops23h 10mIcelandair

Deal found 7/10£586

Wed 5/1107:45LCY - MDW

2 stops15h 58mVirgin Atlantic

Wed 12/1109:34MDW - LCY

2 stops15h 41mVirgin Atlantic

Deal found 7/10£551

Tue 6/117:00LHR - ORD

1 stop29h 45mScandinavian Airlines

Wed 14/119:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 8/10£415

Thu 8/114:00LGW - MDW

1 stop25h 13mMultiple Airlines

Fri 16/121:43MDW - LGW

1 stop30h 22mMultiple Airlines

Deal found 8/10£419

Wed 3/1206:30LHR - MDW

2 stops16h 13mDelta

Wed 14/117:25MDW - LHR

1 stop12h 15mDelta

Deal found 8/10£519

Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 9 October 2025.

Wed 5/1112:35LHR - ORD

Nonstop8h 50mBritish Airways

Wed 12/1117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 8/10£481

Wed 5/1114:10LHR - ORD

Nonstop8h 50mBritish Airways

Mon 10/1117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 7/10£482

Tue 25/1112:35LHR - ORD

Nonstop8h 50mBritish Airways

Wed 3/1217:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 7/10£483

Tue 4/1114:10LHR - ORD

Nonstop8h 50mBritish Airways

Tue 11/1117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 7/10£483

Wed 5/1113:35LHR - ORD

Nonstop9h 25mLufthansa

Wed 12/1117:50ORD - LHR

Nonstop8h 05mLufthansa

Deal found 7/10£486

Mon 16/214:10LHR - ORD

Nonstop8h 50mBritish Airways

Tue 10/322:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 8/10£486

Tue 17/312:35LHR - ORD

Nonstop8h 50mBritish Airways

Tue 24/322:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 7/10£488

Mon 2/311:00LHR - ORD

Nonstop8h 50mBritish Airways

Tue 10/319:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 8/10£489

Mon 12/114:10LHR - ORD

Nonstop8h 50mBritish Airways

Thu 15/117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 7/10£489

Mon 10/1112:35LHR - ORD

Nonstop8h 50mBritish Airways

Mon 24/1121:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 8/10£490

Mon 10/1110:25LHR - ORD

Nonstop9h 20mAustrian Airlines

Mon 24/1121:05ORD - LHR

Nonstop8h 10mAustrian Airlines

Deal found 8/10£492

Tue 4/1113:35LHR - ORD

Nonstop9h 25mAustrian Airlines

Tue 11/1117:50ORD - LHR

Nonstop8h 05mAustrian Airlines

Deal found 7/10£492

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 9 October 2025 and is based on user searches.

Thu 30/1010:20LHR - ORD

1 stop13h 25mScandinavian Airlines

Wed 14/119:20ORD - LHR

1 stop16h 20mScandinavian Airlines

Deal found 8/10£400

Fri 31/1006:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Sun 9/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 8/10£396

Fri 31/1021:45STN - ORD

2 stops25h 00mMultiple Airlines

Sun 9/1119:20ORD - STN

2 stops21h 40mMultiple Airlines

Deal found 8/10£396

Fri 31/1021:05LHR - ORD

2 stops25h 40mScandinavian Airlines

Fri 7/1119:20ORD - LHR

2 stops17h 10mScandinavian Airlines

Deal found 8/10£398

Fri 31/1020:55LTN - ORD

2 stops25h 50mMultiple Airlines

Sun 9/1119:20ORD - LTN

2 stops20h 40mMultiple Airlines

Deal found 8/10£398

Thu 6/1106:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Wed 12/1119:20ORD - LHR

2 stops17h 30mScandinavian Airlines

Deal found 7/10£397

Thu 6/1116:30STN - ORD

2 stops30h 15mMultiple Airlines

Mon 10/1119:20ORD - STN

2 stops20h 00mMultiple Airlines

Deal found 8/10£397

Thu 6/1116:00LGW - ORD

1 stop29h 25mTAP AIR PORTUGAL

Wed 12/1119:10ORD - LGW

1 stop13h 55mTAP AIR PORTUGAL

Deal found 8/10£400

Sat 15/1115:35LHR - ORD

2 stops31h 10mScandinavian Airlines

Thu 27/1119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 6/10£399

Thu 20/1114:00LGW - ORD

1 stop15h 06mMultiple Airlines

Mon 24/1115:53ORD - LGW

2 stops22h 42mMultiple Airlines

Deal found 9/10£399

Sat 22/1110:20LHR - ORD

1 stop12h 25mScandinavian Airlines

Sat 29/1119:20ORD - LHR

1 stop17h 10mScandinavian Airlines

Deal found 8/10£395

Sun 23/1106:40LHR - ORD

2 stops16h 05mScandinavian Airlines

Wed 3/1219:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 8/10£398

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 9 October 2025.

Thu 26/211:00LHR - ORD

Nonstop8h 50mFinnair

Deal found 7/10£391

Mon 20/1020:05SEN - ORD

3 stops46h 40mMultiple Airlines

Deal found 8/10£392

Mon 20/1020:40LGW - ORD

2 stops46h 05mMultiple Airlines

Deal found 6/10£392

Fri 13/208:40LCY - ORD

1 stop11h 40mDelta

Deal found 8/10£392

Fri 9/120:15STN - ORD

1 stop29h 00mMultiple Airlines

Deal found 8/10£392

Fri 13/209:20LCY - ORD

1 stop11h 00mDelta

Deal found 7/10£392

Wed 24/1207:05LHR - ORD

2 stops39h 40mScandinavian Airlines

Deal found 7/10£392

Mon 20/1020:05SEN - ORD

3 stops46h 40mMultiple Airlines

Deal found 7/10£393

Tue 25/1108:30LGW - MDW

3 stops36h 22mMultiple Airlines

Deal found 8/10£393

Mon 20/1006:45LGW - ORD

2 stops42h 55mMultiple Airlines

Deal found 7/10£393

Fri 20/212:35LHR - ORD

Nonstop8h 50mFinnair

Deal found 7/10£393

Mon 27/1018:45LTN - ORD

2 stops44h 28mMultiple Airlines

Deal found 8/10£393

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Cheap flights to Chicago – Compare and Save

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 858,174 searches and data was last updated on 9 October 2025.

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One-way from

Popular in

Cheapest in

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Good round-trip deal

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Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 9 October 2025.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 9 October 2025.

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Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 9 October 2025.