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

Dallas

01.09.2020

08.09.2020

Tickets from 22

Houston

28.08.2020

30.08.2020

Tickets from 31

Boston

21.08.2020

28.08.2020

Tickets from 31

Fort Lauderdale

28.08.2020

30.08.2020

Tickets from 31

Tampa

28.08.2020

01.09.2020

Tickets from 31

Atlanta

26.09.2020

27.09.2020

Tickets from 31

Orlando

17.08.2020

18.08.2020

Tickets from 32

San Diego

21.08.2020

24.08.2020

Tickets from 32

Las Vegas

03.09.2020

06.09.2020

Tickets from 34

Baltimore

04.09.2020

06.09.2020

Tickets from 38

Denver

18.08.2020

25.08.2020

Tickets from 39

Austin

04.09.2020

07.09.2020

Tickets from 43

Philadelphia

28.08.2020

31.08.2020

Tickets from 45

New York

28.08.2020

30.08.2020

Tickets from 47

Charlotte

15.09.2020

16.09.2020

Tickets from 54

Sioux Falls

24.08.2020

26.08.2020

Tickets from 55

Oakland

03.09.2020

06.09.2020

Tickets from 56

Miami

17.08.2020

19.08.2020

Tickets from 57

Minneapolis

28.08.2020

30.08.2020

Tickets from 58

Los Angeles

22.08.2020

29.08.2020

Tickets from 64

New Orleans

27.09.2020

28.09.2020

Tickets from 65

San Juan

02.09.2020

30.09.2020

Tickets from 66

Phoenix

27.08.2020

31.08.2020

Tickets from 68

Fort Myers

03.09.2020

03.09.2020

Tickets from 68

Pittsburgh

15.08.2020

16.08.2020

Tickets from 72

Cleveland

03.09.2020

06.09.2020

Tickets from 74

San Francisco

22.08.2020

05.09.2020

Tickets from 75

Ontario

29.08.2020

31.08.2020

Tickets from 75

Portland

28.08.2020

30.08.2020

Tickets from 75

Sacramento

22.08.2020

26.08.2020

Tickets from 76

Fresno

10.09.2020

17.09.2020

Tickets from 76

Santa Ana

20.08.2020

27.08.2020

Tickets from 77

Kansas City

01.10.2020

05.10.2020

Tickets from 82

Memphis

13.10.2020

14.10.2020

Tickets from 83

Nashville

03.09.2020

06.09.2020

Tickets from 83

Detroit

01.10.2020

05.10.2020

Tickets from 84

Columbus

15.08.2020

22.08.2020

Tickets from 85

Raleigh

17.08.2020

21.08.2020

Tickets from 89

Akron/Canton

30.08.2020

03.09.2020

Tickets from 95

Washington

29.10.2020

06.11.2020

Tickets from 96

Seattle

01.10.2020

09.10.2020

Tickets from 97

Burbank

07.10.2020

14.10.2020

Tickets from 97

St Louis

21.08.2020

23.08.2020

Tickets from 99

Covington

23.10.2020

25.10.2020

Tickets from 103

Newburgh

24.09.2020

29.09.2020

Tickets from 104

Salt Lake City

12.09.2020

16.09.2020

Tickets from 104

Richmond

03.09.2020

06.09.2020

Tickets from 106

Myrtle Beach

19.08.2020

21.08.2020

Tickets from 117

Greensboro

07.09.2020

23.09.2020

Tickets from 129

Norfolk

03.09.2020

06.09.2020

Tickets from 133

Syracuse

19.08.2020

02.09.2020

Tickets from 134

Providence

19.08.2020

26.08.2020

Tickets from 134

Jacksonville

19.08.2020

03.11.2020

Tickets from 135

Colorado Springs

27.08.2020

31.08.2020

Tickets from 137

San Antonio

03.09.2020

07.09.2020

Tickets from 137

Albuquerque

18.11.2020

25.11.2020

Tickets from 138

San Jose

15.09.2020

17.09.2020

Tickets from 138

Harlingen

01.10.2020

04.10.2020

Tickets from 143

Fletcher

29.08.2020

29.08.2020

Tickets from 144

Augusta

28.08.2020

31.08.2020

Tickets from 145

Baton Rouge

11.12.2020

14.12.2020

Tickets from 147

Greenville

02.09.2020

04.09.2020

Tickets from 149

El Paso

26.08.2020

27.08.2020

Tickets from 150

Tulsa

11.09.2020

19.09.2020

Tickets from 151

Bismarck

30.08.2020

01.09.2020

Tickets from 153

Lexington

12.10.2020

17.10.2020

Tickets from 154

Birmingham

03.09.2020

07.09.2020

Tickets from 155

Tucson

26.09.2020

30.09.2020

Tickets from 156

Amarillo

05.09.2020

13.09.2020

Tickets from 157

ECP

17.09.2020

20.09.2020

Tickets from 157

Toronto

10.12.2020

24.12.2020

Tickets from 162

Knoxville

12.10.2020

17.10.2020

Tickets from 165

Cancun

13.10.2020

13.10.2020

Tickets from 166

Milwaukee

12.09.2020

13.09.2020

Tickets from 169

Oklahoma City

12.09.2020

30.10.2020

Tickets from 170

Albany

24.10.2020

01.11.2020

Tickets from 171

Florence

30.09.2020

30.01.2021

Tickets from 173

Grand Canyon

20.09.2020

22.09.2020

Tickets from 180

Everett

01.10.2020

09.10.2020

Tickets from 182

Green Bay

11.11.2020

17.11.2020

Tickets from 185

Paris

31.01.2021

07.02.2021

Tickets from 191

Louisville

02.04.2021

05.04.2021

Tickets from 202

Mexico City

25.11.2020

29.11.2020

Tickets from 203

Des Moines

21.08.2020

28.08.2020

Tickets from 208

Wichita

18.08.2020

01.09.2020

Tickets from 211

Little Rock

17.08.2020

19.08.2020

Tickets from 211

Guadalajara

04.09.2020

10.09.2020

Tickets from 214

Great Falls

10.09.2020

13.09.2020

Tickets from 215

Laramie

17.10.2020

20.10.2020

Tickets from 215

Fargo

21.08.2020

22.08.2020

Tickets from 224

Amsterdam

18.03.2021

25.03.2021

Tickets from 225

Lynchburg

27.08.2020

30.08.2020

Tickets from 228

Evansville

20.08.2020

20.08.2020

Tickets from 238

Santo Domingo

05.09.2020

10.09.2020

Tickets from 239

Buffalo

17.08.2020

18.08.2020

Tickets from 248

San Jose

09.10.2020

14.10.2020

Tickets from 249

West Palm Beach

16.08.2020

17.08.2020

Tickets from 250

Higuey

04.09.2020

11.09.2020

Tickets from 254

Madrid

15.02.2021

25.02.2021

Tickets from 265

Medellin

11.09.2020

16.11.2020

Tickets from 271

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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