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

Austin

31.10.2020

04.11.2020

Tickets from 30

Denver

07.10.2020

10.10.2020

Tickets from 31

Orlando

13.11.2020

14.12.2020

Tickets from 43

Miami

22.10.2020

26.10.2020

Tickets from 45

Dallas

17.10.2020

24.10.2020

Tickets from 47

Atlanta

29.10.2020

01.11.2020

Tickets from 47

Tampa

05.11.2020

09.11.2020

Tickets from 47

Baltimore

21.11.2020

24.11.2020

Tickets from 50

Boston

05.11.2020

08.11.2020

Tickets from 51

Las Vegas

16.10.2020

19.10.2020

Tickets from 53

Savannah

30.10.2020

02.11.2020

Tickets from 54

Buffalo

20.10.2020

24.10.2020

Tickets from 56

Minneapolis

06.11.2020

08.11.2020

Tickets from 57

Detroit

07.11.2020

07.11.2020

Tickets from 58

Fort Lauderdale

13.11.2020

15.11.2020

Tickets from 59

San Diego

09.12.2020

14.12.2020

Tickets from 60

Raleigh

06.11.2020

16.11.2020

Tickets from 60

Seattle

23.10.2020

25.10.2020

Tickets from 62

New Orleans

05.11.2020

08.11.2020

Tickets from 62

New York

04.10.2020

06.10.2020

Tickets from 63

Nashville

17.10.2020

27.10.2020

Tickets from 66

Covington

16.10.2020

19.10.2020

Tickets from 66

Los Angeles

13.10.2020

19.10.2020

Tickets from 67

Kansas City

22.10.2020

25.10.2020

Tickets from 68

Washington

21.11.2020

24.11.2020

Tickets from 70

Houston

16.10.2020

18.10.2020

Tickets from 71

Columbus

28.10.2020

01.11.2020

Tickets from 73

Charlotte

28.10.2020

31.10.2020

Tickets from 73

Phoenix

20.10.2020

25.10.2020

Tickets from 74

Philadelphia

20.10.2020

20.10.2020

Tickets from 75

Ontario

11.11.2020

13.11.2020

Tickets from 79

San Juan

13.10.2020

26.10.2020

Tickets from 85

Fort Myers

06.10.2020

08.10.2020

Tickets from 90

Wichita

20.10.2020

20.10.2020

Tickets from 94

Albany

30.10.2020

01.11.2020

Tickets from 95

Cleveland

09.10.2020

12.10.2020

Tickets from 97

San Antonio

22.10.2020

26.10.2020

Tickets from 101

St Louis

20.12.2020

17.01.2021

Tickets from 105

Portland

07.11.2020

09.11.2020

Tickets from 105

Myrtle Beach

23.10.2020

26.10.2020

Tickets from 105

Omaha

30.09.2020

14.10.2020

Tickets from 110

Salt Lake City

11.11.2020

18.11.2020

Tickets from 111

San Francisco

10.10.2020

12.10.2020

Tickets from 113

Tulsa

29.10.2020

02.11.2020

Tickets from 114

Newburgh

14.11.2020

17.11.2020

Tickets from 116

Windsor Locks

09.10.2020

11.10.2020

Tickets from 120

Jacksonville

30.10.2020

01.11.2020

Tickets from 122

Tucson

22.10.2020

26.10.2020

Tickets from 122

Columbia

10.12.2020

24.12.2020

Tickets from 122

Memphis

16.10.2020

18.10.2020

Tickets from 122

Cancun

08.01.2021

10.01.2021

Tickets from 127

Norfolk

16.10.2020

18.10.2020

Tickets from 133

Valparaiso

08.10.2020

12.10.2020

Tickets from 135

Knoxville

16.10.2020

18.10.2020

Tickets from 137

Pittsburgh

08.10.2020

11.10.2020

Tickets from 138

Columbia

10.12.2020

24.12.2020

Tickets from 140

Oakland

01.12.2020

15.12.2020

Tickets from 141

West Palm Beach

10.10.2020

18.10.2020

Tickets from 143

Sarasota

30.10.2020

07.11.2020

Tickets from 145

Sioux Falls

02.02.2021

03.02.2021

Tickets from 147

Muskegon

01.10.2020

05.10.2020

Tickets from 148

San Jose

19.11.2020

22.11.2020

Tickets from 150

Oklahoma City

08.10.2020

12.10.2020

Tickets from 150

Dayton

23.03.2021

23.03.2021

Tickets from 150

Des Moines

30.10.2020

02.11.2020

Tickets from 154

Sacramento

11.12.2020

08.01.2021

Tickets from 155

Fayetteville

29.10.2020

02.11.2020

Tickets from 156

Richmond

16.10.2020

19.10.2020

Tickets from 157

Indianapolis

08.10.2020

15.10.2020

Tickets from 160

Little Rock

29.10.2020

02.11.2020

Tickets from 160

Albuquerque

08.10.2020

22.10.2020

Tickets from 170

Guadalajara

13.11.2020

14.11.2020

Tickets from 171

Harlingen

30.10.2020

01.11.2020

Tickets from 174

Pensacola

31.05.2021

31.05.2021

Tickets from 174

Birmingham

06.10.2020

11.10.2020

Tickets from 176

Providence

25.11.2020

30.11.2020

Tickets from 177

Wilmington

05.11.2020

07.11.2020

Tickets from 179

Lincoln

01.11.2020

08.11.2020

Tickets from 183

Toronto

17.10.2020

15.12.2020

Tickets from 185

Burbank

18.10.2020

21.10.2020

Tickets from 194

Greenville

14.10.2020

19.10.2020

Tickets from 194

Fort Wayne

28.10.2020

30.10.2020

Tickets from 194

Santa Ana

16.10.2020

16.10.2020

Tickets from 195

Syracuse

09.10.2020

11.10.2020

Tickets from 196

Louisville

14.05.2021

17.05.2021

Tickets from 204

Toledo

27.11.2020

29.11.2020

Tickets from 209

Westchester County

10.10.2020

12.10.2020

Tickets from 209

Missoula

06.12.2020

13.12.2020

Tickets from 210

Mexico City

21.11.2020

01.12.2020

Tickets from 211

Eugene

15.10.2020

22.10.2020

Tickets from 213

Wilkes-Barre

12.10.2020

19.10.2020

Tickets from 214

Santiago

22.10.2020

31.10.2020

Tickets from 215

Laramie

01.10.2020

16.10.2020

Tickets from 219

Montgomery

30.10.2020

03.11.2020

Tickets from 219

Moline

30.09.2020

01.10.2020

Tickets from 224

Palm Springs

07.11.2020

22.11.2020

Tickets from 225

Guatemala City

19.10.2020

18.01.2021

Tickets from 227

Lafayette

18.12.2020

30.12.2020

Tickets from 231

Fresno

05.10.2020

09.10.2020

Tickets from 232

San Jose

09.10.2020

14.10.2020

Tickets from 237

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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