FlightsFrom London

To Chicago

Cheap Flights from London to Chicago

Browse current best options from London. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

London

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from London to Chicago

Explore current cheapest deals departing from London to Chicago

October 14 - October 21

Cheapest

LTN - Chicago

$776

$561

Round trip

October 3 - October 14

LGW - Chicago

$666

$567

Round trip

October 7 - October 21

LTN - Chicago

$768

$568

Round trip

October 11 - October 21

Best

LGW - Chicago

$753

$585

Round trip

October 13 - October 21

STN - Chicago

$789

$598

Round trip

September 23 - September 30

Earliest

LGW - Chicago

$567

$599

Round trip

October 21 - October 28

LGW - Chicago

$687

$599

Round trip

October 8 - October 15

LHR - Chicago

$690

$599

Round trip

October 15 - October 24

LHR - Chicago

$686

$599

Round trip

October 4 - October 21

LGW - Chicago

$733

$600

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from London to Chicago

For those looking for cheap flights from London to Chicago, November stands out as the most affordable month, with a median fare of just $659. February is also a strong contender for value, showing a median price of $660, closely followed by January at $709. These months offer the best opportunities for cost-effective travel on this route.
Fares for flights from London to Chicago typically range from $832–$1274, with a median price of $1013. Right now, fares are below the typical level, and about 3% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities to find competitive prices.
Most itineraries from London to Chicago involve connections, as only 22.2% of recent fares were for direct flights from London to Chicago. For connecting itineraries, the typical number of stopovers is 2, indicating that you will likely have at least two stops on your journey.
A typical journey from London to Chicago takes approximately 20h 40m, including connections. This duration accounts for the fact that most itineraries on this route involve at least one stopover, making the total travel time considerably longer than a direct flight would be. This is a long-haul route, covering a distance of 6348 km between the two cities.

How much is a round trip from London to Chicago

Regular price: $652 - $1,497

Prices for flights from London to Chicago are currently below the regular range.

The regular price range for flights from London to Chicago is between $652 and $1497. The current lowest deal is $561 with Ryanair, for travel from Oct 14-Oct 21.

now $561

Low $652

High $1,497

The cheapest time to fly from London to Chicago

The cheapest month to fly from London to Chicago is November, with a median price of $659. The most expensive month is March, with a median price of $1633. Prices are generally lower from January to December.

November

Cheapest

Flights from $659

March

Most Expensive

Flights from $1,633

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Direct flights from London to Chicago

Airline logo

British Airways

Last-minute flights going from London to Chicago

Sat, Jun 27

⌛ Last-Minute

LHR - Chicago

London (LHR) - Chicago (ORD)

$890

$628

One-way

Mon, Jul 6

⌛ Last-Minute

LTN - Chicago

Aero Services Executive

London (LTN) - Chicago (ORD)

Aero Services Executive

$706

$627

One-way

Mon, Jul 6

⌛ Last-Minute

LTN - Chicago

Aero Services Executive

London (LTN) - Chicago (ORD)

Aero Services Executive

$709

$629

One-way

Thu, Jul 9

⌛ Last-Minute

LHR - Chicago

Icelandair

London (LHR) - Chicago (ORD)

Icelandair

$862

$673

One-way

Thu, Jul 9

⌛ Last-Minute

LHR - Chicago

Icelandair

London (LHR) - Chicago (ORD)

Icelandair

$862

$674

One-way

Tue, Jul 14

⌛ Last-Minute

STN - Chicago

Ryanair

London (STN) - Chicago (ORD)

Ryanair

$770

$627

One-way

Biggest price drops on these dates for flights from London to Chicago

3 nights

Dec 5 - Dec 8

$971  →  $670

31%

5 nights

Dec 2 - Dec 7

$966  →  $669

31%

14 nights

Dec 6 - Dec 20

$908  →  $625

31%

1 night

Jun 27 - Jun 28

$890  →  $628

29%

Popular Airports to fly from London to Chicago

London - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from London to Chicago are below the typical level, with a median price of $1013.

📅 Best time to fly

Fly in November for the best prices

Historically, November offers the cheapest median prices at $659, followed by February at $660.

⏱️ Flight duration

Flights typically take 20h 40m

The median flight duration from London to Chicago is 20 hours and 40 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Only 22.2% of deals are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

British Airways offers direct flights

British Airways is one airline offering direct flights on the London to Chicago route.

🎯 Booking tip

Deals appear frequently

Historically, deals for this route appear frequently, averaging more than one deal per day.

London main airports to depart from

Gatwick (LGW)

Cheapest

Gatwick offers the cheapest flights to Chicago, making it a good option for budget-conscious travelers.

📍 ~40 km from city center (reachable by car or train)

💸 Flights from ~$567

Heathrow (LHR)

Heathrow is a major international hub, providing many flight options for your trip to Chicago.

📍 ~23 km from city center (reachable by car or train)

💸 Flights from ~$599

London City (LCY)

London City Airport is conveniently located for travelers departing to Chicago from central London.

📍 ~10 km from city center (reachable by car or train)

💸 Flights from ~$732

London Southend (SEN)

London Southend Airport is an option for travelers seeking flights to Chicago from east of London.

📍 ~60 km from city center (reachable by car or train)

💸 Flights from ~$759

London Stansted (STN)

London Stansted Airport provides another choice for flights to Chicago from the London area.

📍 ~50 km from city center (reachable by car or train)

💸 Flights from ~$619

Luton (LTN)

Luton Airport is available for those traveling to Chicago and departing from north of London.

📍 ~45 km from city center (reachable by car or train)

💸 Flights from ~$634

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a good option for flights from London to Chicago, offering a convenient arrival point.

📍 ~25 km from Chicago city center (reachable by car, train, and bus).

💸 Flights from ~$599

Chicago Midway International (MDW)

Chicago Midway International Airport is an alternative for flights from London to Chicago, located closer to downtown.

📍 ~15 km from Chicago city center (reachable by car, train, and bus).

💸 Flights from ~$702

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves as another arrival option for flights from London to Chicago.

📍 ~120 km from Chicago city center (reachable by car).

💸 Flights from ~$600

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options.

📍 ~135 km from Chicago (reachable by rail via Amtrak Hiawatha service from Chicago Union Station; travel time can be affected by heavy traffic on the I-94 corridor).

💸 Flights from ~$772

South Bend International (SBN)

Cheapest

South Bend International is the closest alternative to the Chicago area, offering easier security and parking.

📍 ~125 km from Chicago (directly connected to downtown Chicago via the South Shore Line commuter rail; fewer direct flight destinations compared to Milwaukee or Chicago).

💸 Flights from ~$593

Gerald R. Ford International (GRR)

Gerald R. Ford International is a major regional hub, good for travelers on the eastern side of the Chicago metro area.

📍 ~200 km from Chicago (requires a significant drive, over 2 hours, from central Chicago).

💸 Flights from ~$758

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport with consistent service levels and less congestion.

📍 ~200 km from Chicago (distance exceeds 190km, making it a secondary choice to MKE).

💸 Flights from ~$732

Fort Wayne International (FWA)

Fort Wayne International provides stable regional service, an alternative for southeastern Chicago suburbs.

📍 ~240 km from Chicago (significant distance from Chicago and limited flight frequency).

💸 Flights from ~$855

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from London to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From LHR

Elite

Sep 01

Chicago, United States

94% AI deal score

$5,010

$2,491

Save $2,519

From LHR

Elite

Sep 09

Chicago, United States

92% AI deal score

$16,250

$5,728

Save $10,522

From LHR

Elite

Aug 12

Chicago, United States

91% AI deal score

$3,846

$2,501

Save $1,345

From LHR

Elite

Jun 29

Chicago, United States

91% AI deal score

$19,973

$8,399

Save $11,574

From LGW

Elite

Aug 04

Chicago, United States

91% AI deal score

$15,179

$10,721

Save $4,458

From LGW

Elite

Jul 07

Chicago, United States

90% AI deal score

$3,039

$2,222

Save $817

From LGW

Elite

Jul 15

Chicago, United States

90% AI deal score

$3,049

$2,222

Save $827

From LGW

Elite

Jul 07

Chicago, United States

90% AI deal score

$3,030

$2,228

Save $802

From LGW

Elite

Jul 29

Chicago, United States

90% AI deal score

$3,081

$2,231

Save $850

From LGW

Elite

Jul 07

Chicago, United States

90% AI deal score

$3,050

$2,235

Save $815

From LHR

Elite

Oct 07

Chicago, United States

90% AI deal score

$3,576

$2,486

Save $1,090

From LHR

Elite

Jul 09

Chicago, United States

90% AI deal score

$3,631

$2,532

Save $1,099

From LGW

Elite

Sep 09

Chicago, United States

90% AI deal score

$3,643

$2,546

Save $1,097

From LHR

Elite

Oct 16

Chicago, United States

90% AI deal score

$3,589

$2,567

Save $1,022

From LGW

Elite

Aug 01

Chicago, United States

90% AI deal score

$15,297

$11,175

Save $4,122

From LGW

Elite

Jul 13

Chicago, United States

90% AI deal score

$15,072

$11,759

Save $3,313

From LGW

Elite

Jun 28

Chicago, United States

90% AI deal score

$15,809

$11,877

Save $3,932

From LGW

Elite

Jun 28

Chicago, United States

90% AI deal score

$15,144

$11,878

Save $3,266

From LGW

Elite

Jun 29

Chicago, United States

90% AI deal score

$15,496

$11,878

Save $3,618

From LGW

Elite

Jun 22

Chicago, United States

90% AI deal score

$16,128

$11,879

Save $4,249

From LGW

Elite

Jul 20

Chicago, United States

90% AI deal score

$15,173

$11,881

Save $3,292

From LCY

Elite

Jun 22

Chicago, United States

90% AI deal score

$15,270

$11,901

Save $3,369

From LGW

Elite

Jul 27

Chicago, United States

90% AI deal score

$2,786

$2,062

Save $724

From LGW

Elite

Jul 07

Chicago, United States

89% AI deal score

$2,986

$2,235

Save $751

From LHR

Elite

Jul 15

Chicago, United States

89% AI deal score

$3,451

$2,492

Save $959

From LHR

Elite

Jul 28

Chicago, United States

89% AI deal score

$3,344

$2,501

Save $843

From LHR

Elite

Jul 15

Chicago, United States

89% AI deal score

$3,434

$2,521

Save $913

From LHR

Elite

Jul 15

Chicago, United States

89% AI deal score

$3,433

$2,521

Save $912

From LGW

Elite

Sep 08

Chicago, United States

89% AI deal score

$3,568

$2,537

Save $1,031

From LGW

Elite

Sep 02

Chicago, United States

89% AI deal score

$3,555

$2,554

Save $1,001

From LGW

Elite

Sep 02

Chicago, United States

89% AI deal score

$3,480

$2,554

Save $926

From LHR

Elite

Sep 16

Chicago, United States

89% AI deal score

$4,919

$3,357

Save $1,562

From LHR

Elite

Sep 18

Chicago, United States

89% AI deal score

$4,963

$3,357

Save $1,606

From LGW

Elite

Aug 29

Chicago, United States

89% AI deal score

$13,455

$11,106

Save $2,349

From LGW

Elite

Jul 06

Chicago, United States

89% AI deal score

$14,734

$11,759

Save $2,975

From LGW

Elite

Jun 27

Chicago, United States

89% AI deal score

$15,186

$11,877

Save $3,309

From LGW

Elite

Aug 11

Chicago, United States

89% AI deal score

$16,228

$12,229

Save $3,999

From LHR

Elite

Aug 11

Chicago, United States

89% AI deal score

$2,581

$1,995

Save $586

From LHR

Elite

Nov 24

Chicago, United States

88% AI deal score

$3,104

$2,477

Save $627

From LHR

Elite

Dec 08

Chicago, United States

88% AI deal score

$2,990

$2,486

Save $504

From LHR

Elite

Nov 30

Chicago, United States

88% AI deal score

$3,056

$2,486

Save $570

From LGW

Elite

Sep 02

Chicago, United States

88% AI deal score

$3,341

$2,490

Save $851

From LGW

Elite

Jul 03

Chicago, United States

88% AI deal score

$3,223

$2,546

Save $677

From LHR

Elite

Nov 12

Chicago, United States

88% AI deal score

$3,230

$2,567

Save $663

From LGW

Elite

Nov 19

Chicago, United States

88% AI deal score

$1,948

$1,658

Save $290

From LHR

Elite

Oct 28

Chicago, United States

88% AI deal score

$2,310

$1,738

Save $572

From LHR

Elite

Oct 06

Chicago, United States

88% AI deal score

$2,319

$1,738

Save $581

From LHR

Elite

Oct 08

Chicago, United States

88% AI deal score

$2,376

$1,778

Save $598

From LHR

Elite

Sep 08

Chicago, United States

86% AI deal score

$2,247

$1,639

Save $608

From LHR

Elite

Sep 09

Chicago, United States

86% AI deal score

$2,261

$1,639

Save $622

From LHR

Elite

Sep 07

Chicago, United States

86% AI deal score

$2,259

$1,643

Save $616

From LHR

Elite

Sep 08

Chicago, United States

86% AI deal score

$2,261

$1,643

Save $618

From LHR

Elite

Sep 09

Chicago, United States

86% AI deal score

$2,261

$1,643

Save $618

From LHR

Elite

Sep 10

Chicago, United States

86% AI deal score

$2,261

$1,643

Save $618

From LHR

Elite

Sep 07

Chicago, United States

86% AI deal score

$2,247

$1,647

Save $600

From LHR

Elite

Sep 10

Chicago, United States

86% AI deal score

$2,261

$1,647

Save $614

From LHR

Elite

Sep 16

Chicago, United States

85% AI deal score

$4,968

$3,431

Save $1,537

From LHR

Elite

Sep 07

Chicago, United States

85% AI deal score

$2,264

$1,751

Save $513

From LHR

Elite

Sep 07

Chicago, United States

85% AI deal score

$2,266

$1,751

Save $515

From LHR

Elite

Sep 08

Chicago, United States

85% AI deal score

$2,264

$1,751

Save $513

From LHR

Elite

Sep 09

Chicago, United States

85% AI deal score

$2,259

$1,751

Save $508

From LHR

Elite

Sep 24

Chicago, United States

85% AI deal score

$2,260

$1,752

Save $508

From LHR

Elite

Jul 14

Chicago, United States

85% AI deal score

$2,611

$2,065

Save $546

From LGW

Elite

Jun 28

Chicago, United States

84% AI deal score

$14,286

$11,834

Save $2,452

From LHR

Elite

Sep 09

Chicago, United States

84% AI deal score

$2,247

$1,751

Save $496

From LHR

Elite

Sep 26

Chicago, United States

84% AI deal score

$2,262

$1,775

Save $487

From LHR

Elite

Sep 05

Chicago, United States

84% AI deal score

$2,239

$1,780

Save $459

From LHR

Elite

Sep 11

Chicago, United States

84% AI deal score

$2,266

$1,780

Save $486

From LHR

Elite

Sep 05

Chicago, United States

84% AI deal score

$2,237

$1,784

Save $453

From LHR

Elite

Sep 07

Chicago, United States

84% AI deal score

$2,264

$1,784

Save $480

From LHR

Elite

Sep 08

Chicago, United States

84% AI deal score

$2,261

$1,784

Save $477

From LHR

Elite

Sep 08

Chicago, United States

84% AI deal score

$2,266

$1,784

Save $482

From LHR

Elite

Sep 08

Chicago, United States

84% AI deal score

$2,264

$1,784

Save $480

From LHR

Elite

Sep 09

Chicago, United States

84% AI deal score

$2,261

$1,784

Save $477

From LHR

Elite

Sep 09

Chicago, United States

84% AI deal score

$2,264

$1,784

Save $480

From LHR

Elite

Sep 09

Chicago, United States

84% AI deal score

$2,266

$1,784

Save $482

From LHR

Elite

Sep 10

Chicago, United States

84% AI deal score

$2,247

$1,784

Save $463

From LHR

Elite

Sep 10

Chicago, United States

84% AI deal score

$2,259

$1,784

Save $475

From LHR

Elite

Sep 11

Chicago, United States

84% AI deal score

$2,266

$1,784

Save $482

From LHR

Elite

Sep 06

Chicago, United States

84% AI deal score

$2,264

$1,787

Save $477

From LHR

Elite

Sep 07

Chicago, United States

84% AI deal score

$2,261

$1,788

Save $473

From LHR

Elite

Sep 07

Chicago, United States

84% AI deal score

$2,264

$1,788

Save $476

From LHR

Elite

Sep 10

Chicago, United States

84% AI deal score

$2,261

$1,788

Save $473

From LHR

Elite

Sep 10

Chicago, United States

84% AI deal score

$2,264

$1,788

Save $476

From LHR

Elite

Sep 06

Chicago, United States

84% AI deal score

$2,259

$1,791

Save $468

From LHR

Elite

Sep 10

Chicago, United States

84% AI deal score

$2,261

$1,791

Save $470

From LGW

Elite

Jul 01

Chicago, United States

83% AI deal score

$3,109

$2,505

Save $604

From LGW

Elite

Jul 01

Chicago, United States

83% AI deal score

$3,082

$2,505

Save $577

From LHR

Elite

Nov 24

Chicago, United States

83% AI deal score

$3,087

$2,526

Save $561

From LGW

Elite

Jul 09

Chicago, United States

83% AI deal score

$3,186

$2,537

Save $649

From LGW

Elite

Jul 15

Chicago, United States

83% AI deal score

$3,172

$2,546

Save $626

From LGW

Elite

Jul 15

Chicago, United States

83% AI deal score

$3,208

$2,546

Save $662

From LGW

Elite

Sep 12

Chicago, United States

83% AI deal score

$13,501

$10,679

Save $2,822

From LHR

Elite

Sep 08

Chicago, United States

83% AI deal score

$2,254

$1,725

Save $529

From LHR

Elite

Sep 15

Chicago, United States

83% AI deal score

$2,266

$1,732

Save $534

From LHR

Elite

Sep 15

Chicago, United States

83% AI deal score

$2,260

$1,732

Save $528

From LHR

Elite

Sep 08

Chicago, United States

83% AI deal score

$2,260

$1,738

Save $522

From LHR

Elite

Sep 22

Chicago, United States

83% AI deal score

$2,267

$1,753

Save $514

From LHR

Elite

Sep 29

Chicago, United States

83% AI deal score

$2,262

$1,753

Save $509

From LHR

Elite

Oct 07

Chicago, United States

83% AI deal score

$2,319

$1,757

Save $562

Frequently Asked Questions About Flights to Chicago

Historically, the best prices for flights from London to Chicago are found when booking 60 or more days in advance. During the trailing 90 days, the average price for flights booked within this window was approximately $979. In contrast, booking within 7-13 days of departure typically saw prices around $1237, while those booked 0-6 days out averaged $1410.

Across the trailing quarter, a flight from London to Chicago is considered a good deal if it is priced at or below $832. The median price for this route over the same period was $1013. Prices around $1274 or higher typically represent the more expensive end of the spectrum for this route.

Historically, the cheapest months to fly from London to Chicago are November, with a median price of $659, and February, with a median price of $660. January also offers competitive prices, with a median of $709. The annual median price for this route is typically around $1013, making these months significantly more affordable.