Cheap Flights to Chicago

Munich

Aug 20, 2026-Aug 27, 2026|13 hr 25 min|1 stop

Chicago

British Airways

First ClassRound-Trip

€4,832

Avg: €9,132

-47%

Great Deal

Munich

Apr 22, 2026-Apr 29, 2026|13 hr 25 min|1 stop

Chicago

British Airways

First ClassRound-Trip

€5,132

Avg: €8,350

-39%

Great Deal

Lisbon

Chicago

Vueling, American

Apr 22, 2026|22 hr 5 min|1 stop

€1,440

Avg: €2,308

-38%

Great Deal

Munich

Chicago

British Airways, American

Apr 22, 2026|17 hr 10 min|1 stop

€1,619

Avg: €2,570

-37%

Great Deal

Lisbon

Chicago

Turkish Airlines

€2,078

Avg: €2,979

Jun 21, 2026|31 hr 25 min|1 stop

Great Deal

Lisbon

Chicago

Aer Lingus

€753

Avg: €1,079

Jun 21, 2026-Jun 28, 2026|21 hr 45 min|1 stop

Great Deal

Lisbon

Chicago

Tap Air Portugal, Icelandair

€2,118

Avg: €3,035

Oct 19, 2026|36 hr 15 min|2 stops

Good Deal

Munich

Chicago

Scandinavian Airlines

€464

Avg: €659

Apr 22, 2026-Apr 29, 2026|12 hr 50 min|1 stop

Good Deal

Lisbon

Chicago

British Airways

€1,579

Avg: €2,239

Aug 20, 2026|16 hr 55 min|1 stop

Good Deal

Lisbon

Chicago

British Airways, American

Jun 21, 2026|23 hr 40 min|1 stop

€1,669

Avg: €2,361

-29%

Good Deal

Lisbon

Chicago

Aer Lingus

Oct 19, 2026-Oct 26, 2026|13 hr 50 min|1 stop

€776

Avg: €1,088

-29%

Good Deal

Lisbon

Chicago

LOT

Apr 22, 2026-Apr 29, 2026|36 hr|1 stop

€1,239

Avg: €1,722

-28%

Good Deal

Munich

Chicago

Air France, KLM

Apr 22, 2026|15 hr|2 stops

€3,916

Avg: €5,359

-27%

Good Deal

Lisbon

Chicago

American

Aug 20, 2026|14 hr 44 min|2 stops

€668

Avg: €899

-26%

Good Deal

Munich

Chicago

KLM, Air France

Jun 21, 2026|15 hr 10 min|2 stops

€4,017

Avg: €5,337

-25%

Good Deal

Munich

Chicago

KLM, Air France

Aug 20, 2026|15 hr 10 min|2 stops

€3,926

Avg: €5,213

-25%

Good Deal

Lisbon

Chicago

British Airways

Aug 20, 2026-Aug 27, 2026|16 hr 55 min|1 stop

€1,552

Avg: €2,057

-25%

Good Deal

Lisbon

Chicago

American

€1,637

Avg: €2,159

Oct 19, 2026|16 hr 25 min|2 stops

Good Deal

Munich

Chicago

Lufthansa, Tap Air Portugal, United

€1,033

Avg: €1,362

Apr 22, 2026|41 hr 18 min|2 stops

Good Deal

Lisbon

Chicago

British Airways

€632

Avg: €827

Oct 19, 2026|25 hr 5 min|1 stop

Good Deal

Munich

Chicago

British Airways, American

€1,619

Avg: €2,119

Oct 19, 2026|22 hr 40 min|1 stop

Good Deal

Lisbon

Chicago

Iberia

€725

Avg: €947

Jun 21, 2026|25 hr 20 min|1 stop

Good Deal

Munich

Chicago

KLM, Air France

€4,016

Avg: €5,234

Oct 19, 2026|15 hr 10 min|2 stops

Good Deal

Lisbon

Chicago

Tap Air Portugal, Icelandair

€2,159

Avg: €2,810

Apr 22, 2026|30 hr 25 min|2 stops

Good Deal

Munich

Chicago

Delta

€992

Avg: €1,292

Aug 20, 2026|20 hr 32 min|1 stop

Good Deal

Munich

Chicago

Lufthansa

€1,761

Avg: €2,288

Jun 21, 2026|22 hr 25 min|1 stop

Good Deal

Munich

Chicago

Delta

€992

Avg: €1,283

Oct 19, 2026|20 hr 25 min|1 stop

Good Deal

Munich

Chicago

British Airways

€1,313

Avg: €1,698

Apr 22, 2026-Apr 29, 2026|14 hr 5 min|1 stop

Good Deal

Osaka

Chicago

EVA Air

€3,052

Avg: €3,945

Apr 22, 2026|40 hr 30 min|1 stop

Good Deal

Munich

Chicago

British Airways

€1,389

Avg: €1,795

Aug 20, 2026-Aug 27, 2026|14 hr 20 min|1 stop

Good Deal

Lisbon

Chicago

Turkish Airlines

€786

Avg: €1,011

Apr 22, 2026-Apr 29, 2026|18 hr 20 min|1 stop

Good Deal

Munich

Chicago

ITA

€1,444

Avg: €1,859

Jun 21, 2026-Jun 28, 2026|25 hr 5 min|1 stop

Good Deal

Osaka

Chicago

Alaska

€3,300

Avg: €4,235

Oct 19, 2026|24 hr 15 min|2 stops

Good Deal

Osaka

Chicago

EVA Air, Air Canada

€3,396

Avg: €4,330

Jun 21, 2026|33 hr 50 min|2 stops

Good Deal

Osaka

Chicago

Air Canada, United

€3,291

Avg: €4,190

Aug 20, 2026|25 hr 2 min|2 stops

Good Deal

Munich

Chicago

Austrian

€610

Avg: €774

Jun 21, 2026-Jun 28, 2026|22 hr 40 min|1 stop

Good Deal

Munich

Chicago

Air Canada

€606

Avg: €769

Aug 20, 2026-Aug 27, 2026|12 hr 7 min|1 stop

Good Deal

Lisbon

Chicago

Tap Air Portugal, Scandinavian Airlines

€3,281

Avg: €4,148

Aug 20, 2026-Aug 27, 2026|33 hr 45 min|2 stops

Good Deal

Lisbon

Chicago

Tap Air Portugal, Icelandair

€3,380

Avg: €4,261

Apr 22, 2026-Apr 29, 2026|17 hr 5 min|2 stops

Good Deal

Lisbon

Chicago

SWISS

€867

Avg: €1,089

Aug 20, 2026-Aug 27, 2026|16 hr|1 stop

Good Deal

Munich

Chicago

Lufthansa, ITA

€3,246

Avg: €4,080

Aug 20, 2026-Aug 27, 2026|23 hr 45 min|1 stop

Good Deal

Lisbon

Chicago

American

€2,457

Avg: €3,083

Aug 20, 2026|14 hr 40 min|2 stops

Good Deal

Munich

Chicago

Turkish Airlines

€3,263

Avg: €4,095

Apr 22, 2026-Apr 29, 2026|21 hr 10 min|1 stop

Good Deal

Lisbon

Chicago

Scandinavian Airlines

€1,535

Avg: €1,924

Jun 21, 2026-Jun 28, 2026|28 hr 15 min|2 stops

Good Deal

Lisbon

Chicago

Tap Air Portugal, LOT

€3,394

Avg: €4,252

Jun 21, 2026-Jun 28, 2026|18 hr 45 min|1 stop

Good Deal

Munich

Chicago

Scandinavian Airlines, Icelandair

€3,353

Avg: €4,204

Jun 21, 2026-Jun 28, 2026|28 hr 45 min|2 stops

Good Deal

Munich

Chicago

British Airways, American

€1,078

Avg: €1,349

Jun 21, 2026|25 hr|1 stop

Good Deal

Munich

Chicago

Lufthansa City Airlines, United

€1,742

Avg: €2,178

Aug 20, 2026|13 hr 35 min|1 stop