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

The best time to book flights to Chicago is 46 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.

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 £26, while return flights cost around £47.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around £342, however they can be found for as little as £47.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, London 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 Icelandair.

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 36 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 Wednesday (48 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (34 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 £395

Flights to Chicago in 2025

Return from	£454
One-way from	£395
Popular in	July
Cheapest in	February
Average price	£591
Good round-trip deal	£535 or less
Good one-way deal	£484 or less

25/1-1/2
3 total stops
70h 56m total
London to Chicago

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5/4
1 total stop
16h 28m total
London to Chicago

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Highest demand for flights based on searches. 13% potential increase in price (£81 potential increase over avg. return price).

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Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).

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Average for return flights in December 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 12 December 2025.

Fri 26/1206:40LHR - ORD

1 stop16h 05mScandinavian Airlines

Thu 22/119:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 11/12£490

Fri 26/1207:05LHR - ORD

2 stops15h 40mScandinavian Airlines

Thu 22/119:20ORD - LHR

1 stop20h 20mScandinavian Airlines

Deal found 11/12£492

Tue 23/1220:35LHR - ORD

1 stop26h 45mIcelandair

Wed 14/118:30ORD - LHR

1 stop10h 20mIcelandair

Deal found 10/12£493

Tue 23/1218:30LHR - ORD

1 stop26h 30mTAP AIR PORTUGAL

Fri 16/120:15ORD - LHR

1 stop16h 40mTAP AIR PORTUGAL

Deal found 10/12£494

Tue 23/1218:30LHR - ORD

1 stop26h 30mTAP AIR PORTUGAL

Sun 18/120:25ORD - LHR

1 stop19h 10mTAP AIR PORTUGAL

Deal found 10/12£495

Fri 26/1219:50LHR - ORD

2 stops26h 55mScandinavian Airlines

Thu 22/119:20ORD - LHR

2 stops15h 05mScandinavian Airlines

Deal found 11/12£499

Wed 24/1219:50LHR - ORD

2 stops26h 55mScandinavian Airlines

Fri 9/119:20ORD - LHR

2 stops31h 35mScandinavian Airlines

Deal found 10/12£503

Wed 24/1219:50LHR - ORD

2 stops26h 55mScandinavian Airlines

Fri 9/119:20ORD - LHR

1 stop14h 40mScandinavian Airlines

Deal found 10/12£509

Tue 23/1220:35LHR - ORD

1 stop26h 45mIcelandair

Sat 17/118:30ORD - LHR

1 stop19h 00mIcelandair

Deal found 10/12£518

Tue 16/1207:10LGW - ORD

2 stops37h 47mMultiple Airlines

Thu 15/120:51ORD - LGW

1 stop31h 09mMultiple Airlines

Deal found 10/12£521

Tue 23/1220:35LHR - ORD

1 stop26h 45mIcelandair

Tue 6/118:30ORD - LHR

1 stop19h 00mIcelandair

Deal found 11/12£521

Tue 16/1207:10LGW - ORD

2 stops37h 47mMultiple Airlines

Mon 12/117:53ORD - LGW

1 stop30h 07mMultiple Airlines

Deal found 10/12£530

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 12 December 2025.

Sun 15/320:35LHR - ORD

1 stop26h 45mIcelandair

Mon 4/519:25ORD - LHR

1 stop10h 30mIcelandair

Deal found 11/12£455

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£463

Thu 19/210:20LHR - ORD

1 stop12h 25mScandinavian Airlines

Tue 24/210:36ORD - LHR

2 stops25h 04mScandinavian Airlines

Deal found 11/12£468

Wed 18/309:00LHR - ORD

1 stop13h 20mUnited Airlines

Mon 4/516:25ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 11/12£485

Wed 25/219:10LCY - ORD

1 stop23h 35mSWISS

Tue 31/319:05ORD - LCY

1 stop11h 25mSWISS

Deal found 11/12£504

Mon 16/308:40LHR - MDW

2 stops15h 00mDelta

Mon 23/314:03MDW - LHR

1 stop12h 02mDelta

Deal found 10/12£522

Mon 12/108:55LHR - MDW

1 stop13h 34mVirgin Atlantic

Mon 19/113:49MDW - LHR

1 stop11h 16mVirgin Atlantic

Deal found 10/12£534

Tue 17/316:35LGW - ORD

1 stop28h 25mTAP AIR PORTUGAL

Sat 18/418:15ORD - LGW

2 stops35h 05mTAP AIR PORTUGAL

Deal found 12/12£565

Fri 27/209:20LCY - ORD

1 stop11h 00mKLM

Tue 30/616:20ORD - LCY

1 stop10h 30mKLM

Deal found 10/12£631

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£463

Thu 19/207:05LHR - ORD

2 stops15h 40mScandinavian Airlines

Tue 24/210:36ORD - LHR

2 stops16h 44mScandinavian Airlines

Deal found 11/12£470

Mon 16/320:35LHR - ORD

1 stop26h 45mIcelandair

Sat 25/419:25ORD - LHR

1 stop18h 55mIcelandair

Deal found 11/12£475

Wed 25/220:05LHR - ORD

2 stops22h 05mSWISS

Tue 31/319:05ORD - LHR

1 stop11h 55mSWISS

Deal found 11/12£506

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£464

Mon 16/308:40LHR - MDW

2 stops15h 00mDelta

Mon 23/313:09MDW - LHR

1 stop14h 36mDelta

Deal found 11/12£522

Wed 18/311:55LGW - ORD

1 stop11h 25mIcelandair

Sat 28/319:25ORD - LGW

1 stop13h 15mIcelandair

Deal found 11/12£480

Thu 19/310:20LHR - ORD

1 stop12h 25mScandinavian Airlines

Sat 28/319:35ORD - LHR

2 stops17h 15mScandinavian Airlines

Deal found 11/12£482

Mon 12/110:10LHR - MDW

2 stops17h 57mVirgin Atlantic

Mon 19/112:48MDW - LHR

1 stop11h 37mVirgin Atlantic

Deal found 11/12£535

Wed 4/308:40LHR - MDW

2 stops15h 57mDelta

Tue 31/317:38MDW - LHR

1 stop11h 32mDelta

Deal found 10/12£522

Mon 12/107:35STN - ORD

1 stop15h 10mMultiple Airlines

Mon 19/119:20ORD - STN

1 stop14h 25mMultiple Airlines

Deal found 11/12£477

Mon 16/320:35LHR - ORD

1 stop26h 45mIcelandair

Sat 2/519:25ORD - LHR

1 stop18h 55mIcelandair

Deal found 11/12£480

Wed 25/219:10LCY - ORD

1 stop23h 35mSWISS

Mon 30/315:50ORD - LCY

1 stop14h 40mSWISS

Deal found 11/12£536

Fri 20/310:20LHR - ORD

1 stop12h 25mScandinavian Airlines

Mon 27/419:15ORD - LHR

1 stop32h 05mScandinavian Airlines

Deal found 11/12£491

Thu 26/210:45LHR - MDW

1 stop13h 00mVirgin Atlantic

Tue 31/310:49MDW - LHR

1 stop13h 41mVirgin Atlantic

Deal found 11/12£543

Wed 4/308:40LHR - MDW

2 stops15h 57mDelta

Tue 31/312:47MDW - LHR

1 stop11h 43mDelta

Deal found 11/12£522

Wed 21/106:00STN - ORD

2 stops17h 20mMultiple Airlines

Sat 24/118:30ORD - STN

2 stops14h 55mMultiple Airlines

Deal found 11/12£479

Fri 27/212:15LHR - ORD

1 stop11h 05mIcelandair

Thu 2/419:25ORD - LHR

1 stop10h 30mIcelandair

Deal found 11/12£482

Thu 26/207:05LHR - ORD

2 stops15h 40mScandinavian Airlines

Tue 31/310:40ORD - LHR

2 stops16h 40mScandinavian Airlines

Deal found 11/12£497

Thu 26/208:40LHR - MDW

2 stops15h 57mVirgin Atlantic

Tue 31/314:03MDW - LHR

2 stops12h 52mVirgin Atlantic

Deal found 11/12£552

Thu 26/219:10LCY - ORD

1 stop23h 35mSWISS

Tue 31/319:05ORD - LCY

1 stop11h 25mSWISS

Deal found 11/12£554

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 12 December 2025.

Wed 25/311:00LHR - ORD

Nonstop8h 50mBritish Airways

Tue 31/321:15ORD - LHR

Nonstop8h 00mBritish Airways

Deal found 11/12£478

Mon 16/212:35LHR - ORD

Nonstop8h 50mBritish Airways

Mon 23/221:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 11/12£494

Mon 12/113:35LHR - ORD

Nonstop9h 25mLufthansa

Mon 19/115:45ORD - LHR

Nonstop8h 10mLufthansa

Deal found 10/12£505

Mon 12/107:55LHR - ORD

Nonstop9h 20mLufthansa

Mon 19/121:05ORD - LHR

Nonstop8h 10mLufthansa

Deal found 11/12£506

Mon 12/107:55LHR - ORD

Nonstop9h 20mLufthansa

Mon 19/121:05ORD - LHR

Nonstop8h 10mLufthansa

Deal found 10/12£506

Mon 12/110:25LHR - ORD

Nonstop9h 20mLufthansa

Mon 19/121:05ORD - LHR

Nonstop8h 10mLufthansa

Deal found 10/12£508

Mon 12/110:25LHR - ORD

Nonstop9h 20mUnited Airlines

Mon 19/115:45ORD - LHR

Nonstop8h 10mUnited Airlines

Deal found 10/12£513

Mon 12/107:55LHR - ORD

Nonstop9h 20mAustrian Airlines

Mon 19/115:45ORD - LHR

Nonstop8h 10mAustrian Airlines

Deal found 9/12£514

Tue 17/307:25LHR - ORD

Nonstop9h 20mUnited Airlines

Wed 29/418:10ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 11/12£516

Wed 22/413:10LHR - ORD

Nonstop8h 45mBritish Airways

Mon 18/517:40ORD - LHR

Nonstop7h 40mBritish Airways

Deal found 11/12£519

Sat 14/215:45LHR - ORD

Nonstop9h 00mBritish Airways

Thu 19/217:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 10/12£521

Fri 6/312:35LHR - ORD

Nonstop8h 50mBritish Airways

Wed 11/319:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 10/12£522

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 12 December 2025 and is based on user searches.

Sun 11/114:10LGW - ORD

1 stop35h 31mMultiple Airlines

Fri 16/112:44ORD - LGW

1 stop15h 16mMultiple Airlines

Deal found 10/12£470

Mon 12/111:55LGW - ORD

1 stop11h 25mIcelandair

Mon 19/118:30ORD - LGW

1 stop10h 25mIcelandair

Deal found 11/12£461

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£462

Mon 12/114:00LGW - ORD

1 stop29h 13mMultiple Airlines

Mon 19/112:44ORD - LGW

1 stop15h 16mMultiple Airlines

Deal found 11/12£462

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£463

Mon 12/114:00LGW - ORD

1 stop29h 13mMultiple Airlines

Mon 19/112:44ORD - LGW

1 stop15h 16mMultiple Airlines

Deal found 11/12£463

Mon 12/114:00LGW - MDW

1 stop15h 09mMultiple Airlines

Mon 19/110:07MDW - LGW

1 stop17h 53mMultiple Airlines

Deal found 11/12£464

Mon 12/111:20LGW - ORD

1 stop27h 28mFinnair

Mon 19/110:10ORD - LGW

2 stops16h 50mFinnair

Deal found 11/12£467

Mon 12/114:00LGW - ORD

2 stops28h 08mMultiple Airlines

Mon 19/112:44ORD - LGW

1 stop15h 16mMultiple Airlines

Deal found 11/12£469

Fri 23/108:20STN - ORD

1 stop14h 25mMultiple Airlines

Fri 30/119:10ORD - STN

1 stop14h 05mMultiple Airlines

Deal found 10/12£465

Sun 25/113:00LGW - ORD

1 stop35h 29mMultiple Airlines

Sun 1/216:33ORD - LGW

2 stops35h 27mMultiple Airlines

Deal found 11/12£454

Wed 28/113:00LGW - ORD

1 stop26h 12mMultiple Airlines

Sat 31/117:53ORD - LGW

2 stops20h 47mMultiple Airlines

Deal found 10/12£464

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 12 December 2025.

Fri 23/113:35LHR - ORD

Nonstop9h 25mAustrian Airlines

Deal found 11/12£395

Thu 5/210:00LCY - MDW

2 stops13h 55mDelta

Deal found 11/12£395

Mon 12/109:50LHR - ORD

1 stop15h 25mAer Lingus

Deal found 11/12£396

Sun 17/506:25LTN - ORD

1 stop17h 50mMultiple Airlines

Deal found 11/12£396

Fri 13/219:40LGW - ORD

1 stop25h 15mIberia

Deal found 11/12£397

Mon 18/508:10LCY - ORD

1 stop13h 45mSWISS

Deal found 11/12£397

Sat 11/409:15LHR - ORD

Nonstop8h 40mFinnair

Deal found 10/12£397

Sun 31/519:50STN - ORD

1 stop24h 25mMultiple Airlines

Deal found 10/12£397

Wed 11/314:50LHR - MDW

3 stops33h 57mMultiple Airlines

Deal found 10/12£397

Tue 2/609:20LCY - ORD

1 stop10h 55mVirgin Atlantic

Deal found 10/12£398

Tue 24/320:50LHR - ORD

3 stops29h 10mMultiple Airlines

Deal found 10/12£398

Sun 19/408:40LHR - MDW

2 stops15h 51mDelta

Deal found 11/12£398

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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 12 December 2025.

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Popular in

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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 12 December 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 12 December 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 12 December 2025.