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

Orlando

15.07.2020

21.07.2020

Tickets from 30

Boston

13.08.2020

16.08.2020

Tickets from 31

Austin

08.07.2020

15.07.2020

Tickets from 31

Dallas

15.07.2020

22.07.2020

Tickets from 31

Baltimore

17.07.2020

14.08.2020

Tickets from 31

New Orleans

14.08.2020

17.08.2020

Tickets from 34

Atlanta

29.07.2020

01.08.2020

Tickets from 39

Tampa

13.07.2020

16.07.2020

Tickets from 44

Houston

10.07.2020

12.07.2020

Tickets from 47

Fort Lauderdale

18.07.2020

19.07.2020

Tickets from 47

New York

11.07.2020

13.07.2020

Tickets from 48

Miami

08.08.2020

10.08.2020

Tickets from 53

Las Vegas

06.08.2020

09.08.2020

Tickets from 54

Los Angeles

17.12.2020

31.12.2020

Tickets from 59

Denver

11.07.2020

13.07.2020

Tickets from 60

San Diego

13.08.2020

20.08.2020

Tickets from 60

Philadelphia

16.07.2020

20.07.2020

Tickets from 60

Seattle

14.08.2020

16.08.2020

Tickets from 78

Nashville

26.10.2020

26.10.2020

Tickets from 79

Raleigh

31.07.2020

08.08.2020

Tickets from 79

Minneapolis

24.07.2020

26.07.2020

Tickets from 80

Columbus

05.09.2020

07.09.2020

Tickets from 80

Detroit

21.07.2020

23.07.2020

Tickets from 81

Memphis

10.08.2020

17.08.2020

Tickets from 82

Charlotte

11.07.2020

18.07.2020

Tickets from 84

Oakland

15.08.2020

17.08.2020

Tickets from 88

Omaha

13.10.2020

16.10.2020

Tickets from 93

San Juan

21.07.2020

28.07.2020

Tickets from 93

Washington

17.07.2020

14.08.2020

Tickets from 94

St Louis

10.08.2020

10.08.2020

Tickets from 96

Pittsburgh

07.08.2020

09.08.2020

Tickets from 101

Phoenix

30.07.2020

14.08.2020

Tickets from 112

Jacksonville

03.08.2020

06.08.2020

Tickets from 112

San Francisco

15.08.2020

17.08.2020

Tickets from 116

Myrtle Beach

08.07.2020

13.07.2020

Tickets from 116

Chattanooga

26.07.2020

01.08.2020

Tickets from 120

Decatur

13.07.2020

14.07.2020

Tickets from 128

Buffalo

09.07.2020

16.07.2020

Tickets from 133

Ontario

20.07.2020

27.07.2020

Tickets from 135

Syracuse

03.08.2020

16.08.2020

Tickets from 136

Fayetteville

01.08.2020

12.08.2020

Tickets from 138

San Antonio

22.07.2020

22.07.2020

Tickets from 139

Portland

16.07.2020

20.07.2020

Tickets from 139

Little Rock

10.08.2020

15.08.2020

Tickets from 140

Harrisburg

20.07.2020

25.07.2020

Tickets from 141

Cancun

09.08.2020

14.08.2020

Tickets from 143

Greenville

03.09.2020

07.09.2020

Tickets from 143

Sacramento

10.07.2020

12.07.2020

Tickets from 148

Huntsville

31.07.2020

02.08.2020

Tickets from 152

Fresno

16.08.2020

22.08.2020

Tickets from 152

Louisville

11.07.2020

14.07.2020

Tickets from 152

Springfield

08.07.2020

14.07.2020

Tickets from 157

Jackson

10.08.2020

17.08.2020

Tickets from 158

Providence

24.07.2020

26.07.2020

Tickets from 159

Toronto

06.08.2020

10.08.2020

Tickets from 160

West Palm Beach

18.07.2020

19.07.2020

Tickets from 162

Birmingham

07.08.2020

09.08.2020

Tickets from 162

Greensboro

04.08.2020

13.08.2020

Tickets from 166

San Jose

21.08.2020

23.08.2020

Tickets from 168

Gainesville

31.07.2020

18.08.2020

Tickets from 169

Kansas City

30.11.2020

04.12.2020

Tickets from 170

Newburgh

30.01.2021

03.02.2021

Tickets from 174

Mexico City

20.07.2020

09.08.2020

Tickets from 175

Wichita

27.07.2020

29.07.2020

Tickets from 183

Madison

28.07.2020

06.08.2020

Tickets from 186

El Paso

31.07.2020

09.08.2020

Tickets from 193

Wilkes-Barre

25.07.2020

27.07.2020

Tickets from 194

San Salvador

23.07.2020

06.08.2020

Tickets from 194

Charlottesville

16.07.2020

30.07.2020

Tickets from 198

Jackson

07.08.2020

09.08.2020

Tickets from 199

Guadalajara

05.10.2020

18.10.2020

Tickets from 204

Oklahoma City

11.07.2020

14.07.2020

Tickets from 207

Cleveland

05.07.2020

06.07.2020

Tickets from 214

Bangor

16.07.2020

27.07.2020

Tickets from 218

Morelia

10.10.2020

17.10.2020

Tickets from 220

Burlington

31.07.2020

03.08.2020

Tickets from 226

Akron/Canton

05.07.2020

06.07.2020

Tickets from 230

Reno

09.07.2020

13.07.2020

Tickets from 230

Santiago

12.07.2020

04.08.2020

Tickets from 235

Charleston

09.07.2020

13.07.2020

Tickets from 239

Medellin

09.09.2020

10.11.2020

Tickets from 254

Mc Allen

17.07.2020

20.07.2020

Tickets from 258

Montreal

09.07.2020

12.07.2020

Tickets from 259

Everett

09.10.2020

13.10.2020

Tickets from 262

León

07.08.2020

10.08.2020

Tickets from 269

San Luis Obispo

23.07.2020

26.07.2020

Tickets from 289

Moscow

13.01.2021

29.01.2021

Tickets from 305

Corpus Christi

08.07.2020

11.07.2020

Tickets from 312

Meridian

07.08.2020

09.08.2020

Tickets from 316

Yuma

23.03.2021

25.03.2021

Tickets from 321

Dublin

08.09.2020

22.09.2020

Tickets from 324

Lafayette

13.07.2020

15.07.2020

Tickets from 330

Baton Rouge

13.07.2020

15.07.2020

Tickets from 337

London

21.01.2021

29.01.2021

Tickets from 354

Quito

24.07.2020

31.07.2020

Tickets from 364

Copenhagen

15.05.2021

20.05.2021

Tickets from 381

Honolulu

30.07.2020

13.08.2020

Tickets from 383

Saint Petersburg

03.08.2020

29.08.2020

Tickets from 394

Amsterdam

01.06.2021

05.06.2021

Tickets from 397

Budapest

10.09.2020

17.09.2020

Tickets from 403

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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