Search and Compare Cheap Flights to Chicago

Our top tips for finding cheap flights to Chicago

Looking for a cheap airfare to Chicago? Our users found cheap flights to Chicago for as low as $52 round-trip! Tampa to Chicago for $52; Dallas to Chicago for $63; Houston to Chicago for $73; New York to Chicago for $79.

Want to travel at these incredible rates as well? Book cheap flights with Flight & Hotel Guru!

In the United States, airlines that fly regularly to Chicago are: American Airlines, Delta, Spirit, Frontier and United Airlines.

The cheapest month to fly to Chicago is considered February. High season is considered to be June, July and August.

Use our low fare calendar or scroll further down this page to unlock the latest Chicago flight deals.

When planning a trip to Chicago, travelers have two airport options: O’Hare International Airport (ORD) and Midway International Airport (MDW). Both airports provide an easy access to the city. Take the CTA Blue Line from the O’Hare International Airport (ORD) and you’ll be in the city in around 40 minutes. The CTA Orange Line is available at the Midway International Airport and the ride to the downtown will take around 20 minutes.

Low Fare Calendar

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Current best deals on cheap flights to Chicago

Origin Departure date Return date Find Ticket

Las Vegas

12.06.2020

14.06.2020

Tickets from 37

Fort Lauderdale

15.06.2020

18.06.2020

Tickets from 48

Austin

24.07.2020

27.07.2020

Tickets from 49

Los Angeles

06.07.2020

12.07.2020

Tickets from 52

Boston

17.07.2020

19.07.2020

Tickets from 53

Denver

01.07.2020

07.07.2020

Tickets from 65

New York

27.06.2020

28.06.2020

Tickets from 65

Orlando

07.08.2020

10.08.2020

Tickets from 69

Atlanta

09.07.2020

12.07.2020

Tickets from 70

Baltimore

07.07.2020

28.07.2020

Tickets from 70

Seattle

15.07.2020

22.07.2020

Tickets from 72

Miami

26.06.2020

29.06.2020

Tickets from 84

Sacramento

06.07.2020

10.07.2020

Tickets from 87

Tampa

15.07.2020

31.07.2020

Tickets from 88

Detroit

08.07.2020

15.07.2020

Tickets from 89

Covington

11.06.2020

15.06.2020

Tickets from 89

Providence

19.06.2020

22.06.2020

Tickets from 89

Columbus

11.08.2020

25.08.2020

Tickets from 91

Myrtle Beach

09.07.2020

14.07.2020

Tickets from 92

Traverse City

16.06.2020

22.06.2020

Tickets from 92

Nashville

11.06.2020

14.06.2020

Tickets from 97

Dallas

25.06.2020

28.06.2020

Tickets from 97

Houston

13.07.2020

20.07.2020

Tickets from 98

Minneapolis

31.07.2020

04.08.2020

Tickets from 99

Madison

12.06.2020

16.06.2020

Tickets from 99

Indianapolis

29.07.2020

31.07.2020

Tickets from 99

San Diego

27.07.2020

05.08.2020

Tickets from 101

Charlotte

26.06.2020

28.06.2020

Tickets from 101

Cleveland

25.07.2020

02.08.2020

Tickets from 101

Kansas City

14.06.2020

21.06.2020

Tickets from 108

St Louis

19.06.2020

03.07.2020

Tickets from 111

Albuquerque

19.06.2020

21.06.2020

Tickets from 114

Oakland

10.08.2020

14.08.2020

Tickets from 117

Washington

07.07.2020

28.07.2020

Tickets from 121

Daytona Beach

20.10.2020

28.10.2020

Tickets from 142

Newburgh

19.06.2020

26.06.2020

Tickets from 143

Phoenix

12.06.2020

24.06.2020

Tickets from 144

Huntsville

10.06.2020

10.06.2020

Tickets from 145

Ontario

29.06.2020

07.07.2020

Tickets from 151

Philadelphia

27.06.2020

27.06.2020

Tickets from 153

Raleigh

09.06.2020

30.06.2020

Tickets from 154

Windsor Locks

26.06.2020

28.06.2020

Tickets from 155

Wichita

27.07.2020

29.07.2020

Tickets from 155

San Francisco

01.10.2020

06.10.2020

Tickets from 158

Portland

04.08.2020

07.08.2020

Tickets from 161

Birmingham

03.07.2020

05.07.2020

Tickets from 163

Fargo

19.06.2020

23.06.2020

Tickets from 164

Toronto

04.06.2020

18.06.2020

Tickets from 164

San Juan

14.07.2020

27.07.2020

Tickets from 165

San Antonio

11.06.2020

14.06.2020

Tickets from 167

Jacksonville

05.11.2020

05.11.2020

Tickets from 167

Mexico City

25.11.2020

30.11.2020

Tickets from 169

Louisville

02.06.2020

04.08.2020

Tickets from 169

Salt Lake City

18.07.2020

25.07.2020

Tickets from 173

Gulfport

24.06.2020

18.07.2020

Tickets from 178

Fort Myers

10.06.2020

17.06.2020

Tickets from 183

Burbank

09.06.2020

25.08.2020

Tickets from 184

Pensacola

25.06.2020

09.07.2020

Tickets from 184

New Orleans

11.06.2020

14.06.2020

Tickets from 185

San Jose

11.06.2020

15.06.2020

Tickets from 188

Sarasota

28.05.2020

31.05.2020

Tickets from 194

Fresno

07.07.2020

15.07.2020

Tickets from 195

Memphis

05.06.2020

08.06.2020

Tickets from 197

Jackson

03.07.2020

05.07.2020

Tickets from 204

Palm Springs

14.07.2020

12.08.2020

Tickets from 211

Augusta

01.06.2020

08.06.2020

Tickets from 218

Boise

02.08.2020

16.08.2020

Tickets from 220

Tulsa

02.06.2020

09.06.2020

Tickets from 220

Medellin

05.11.2020

09.11.2020

Tickets from 224

Everett

01.10.2020

11.10.2020

Tickets from 228

Spokane

18.06.2020

21.06.2020

Tickets from 228

Lincoln

30.05.2020

06.06.2020

Tickets from 232

San Jose

14.08.2020

17.08.2020

Tickets from 239

Little Rock

24.12.2020

28.12.2020

Tickets from 243

Bakersfield

22.06.2020

26.06.2020

Tickets from 248

Pittsburgh

29.05.2020

31.05.2020

Tickets from 252

Calgary

02.07.2020

15.07.2020

Tickets from 253

Islip

05.06.2020

08.06.2020

Tickets from 257

Omaha

29.05.2020

06.06.2020

Tickets from 263

San Luis Potosi

22.07.2020

29.07.2020

Tickets from 278

Duluth

01.06.2020

01.06.2020

Tickets from 279

Paris

22.04.2021

10.05.2021

Tickets from 287

Moscow

04.11.2020

12.11.2020

Tickets from 296

Hot Springs

01.07.2020

23.07.2020

Tickets from 302

Guatemala City

08.11.2020

16.11.2020

Tickets from 309

São Paulo

10.09.2020

24.09.2020

Tickets from 322

San Luis Obispo

23.07.2020

26.07.2020

Tickets from 329

Champaign

31.05.2020

30.06.2020

Tickets from 332

Norfolk

31.05.2020

01.06.2020

Tickets from 340

Vienna

18.02.2021

25.02.2021

Tickets from 340

Harlingen

01.06.2020

08.06.2020

Tickets from 351

Winnipeg

02.07.2020

05.07.2020

Tickets from 352

Warsaw

06.02.2021

18.02.2021

Tickets from 359

London

20.10.2020

27.10.2020

Tickets from 369

Guadalajara

28.05.2020

10.06.2020

Tickets from 369

Saint Petersburg

07.09.2020

21.09.2020

Tickets from 373

Billund

10.09.2020

28.09.2020

Tickets from 403

Bogota

01.07.2020

22.07.2020

Tickets from 409

Honolulu

30.07.2020

13.08.2020

Tickets from 411

Amsterdam

11.10.2020

23.10.2020

Tickets from 418

Other popular travel destinations in the United States along Chicago

FAQs - booking flights to Chicago

How long is a flight to Chicago?
Depending on the origin of your flight, a flight to Chicago may take anywhere from an hour to 8+hours. A flight to Chicago from New York will take on average 2h 40m, while a flight to Chicago from Seattle takes around 4h 6m. A non-stop flight to Chicago from London would take 8h 50m.
Which airlines fly to Chicago?
Numerous domestic and international airlines fly to Chicago on a regular basis. In the United States, among those airlines are American Airlines, Delta, Spirit, Frontier and United Airlines. From Europe, among airlines offering non-stop flights to Chicago are American Airlines, British Airways, United, Air France and Lufthansa.
What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago is February. Friendly tip: remember to always book your flight in advance in order to secure the best deal on your flight ticket.
What is the cheapest day to fly to Chicago?
Tuesdays and Wednesdays are considered the cheapest days for air travel. So, if you are looking for a cheap airfare to Chicago, a good tip is to check for flights for these days of the week. Flying over the weekend would usually result into higher flight ticket prices.
How does Flight & Hotel Guru find such low flight prices?
Flight & Hotel Guru processes millions of flight queries monthly and displays search results from over 700 airlines and hundreds of third-party travel sites. We constantly update the lists of airlines and travel sites we work with to make sure that our users see as many available travel options as possible. So, rest assured that when you use our search engine you always get the best variety of flight prices and deals.
Does Flight & Hotel Guru show more price comparison options than competitors?
Absolutely! We constantly update the list of our partner airlines and travel companies we compare prices from, which means that users of Flight & Hotel Guru potentially see more available travel options than users of other travel search engines.

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