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

Find best deals on cheap flights to Chicago

1. Choose your origin
2. One-way or round-trip
3. Set a duration of your trip
4. All done! Calendar will now show the best flight deals!

Current best deals on cheap flights to Chicago

Origin Departure date Return date Find Ticket

Atlanta

30.01.2021

01.02.2021

Tickets from 33

Orlando

28.01.2021

30.01.2021

Tickets from 34

Tampa

27.01.2021

03.02.2021

Tickets from 35

Dallas

11.02.2021

15.02.2021

Tickets from 35

Denver

28.01.2021

01.02.2021

Tickets from 37

Miami

05.02.2021

07.02.2021

Tickets from 39

Los Angeles

26.01.2021

02.02.2021

Tickets from 40

Houston

06.02.2021

13.02.2021

Tickets from 41

Las Vegas

02.02.2021

16.02.2021

Tickets from 43

Fort Lauderdale

05.02.2021

08.02.2021

Tickets from 47

Fort Myers

29.01.2021

31.01.2021

Tickets from 54

Phoenix

25.02.2021

01.03.2021

Tickets from 55

Baltimore

02.02.2021

09.02.2021

Tickets from 59

San Diego

26.01.2021

02.02.2021

Tickets from 65

New Orleans

05.03.2021

08.03.2021

Tickets from 71

Guadalajara

21.01.2021

26.01.2021

Tickets from 71

Boston

10.02.2021

14.02.2021

Tickets from 73

New York

06.02.2021

08.02.2021

Tickets from 75

San Francisco

30.01.2021

31.01.2021

Tickets from 78

Raleigh

28.01.2021

31.01.2021

Tickets from 78

Ontario

29.01.2021

01.02.2021

Tickets from 87

Sacramento

05.02.2021

07.02.2021

Tickets from 89

Cleveland

29.01.2021

30.01.2021

Tickets from 90

Charlotte

25.01.2021

31.01.2021

Tickets from 91

Oakland

05.02.2021

10.02.2021

Tickets from 91

San Juan

12.02.2021

15.02.2021

Tickets from 91

Philadelphia

27.01.2021

03.02.2021

Tickets from 92

Minneapolis

02.02.2021

02.02.2021

Tickets from 101

Kansas City

25.02.2021

28.02.2021

Tickets from 101

Nashville

29.01.2021

01.02.2021

Tickets from 105

Seattle

29.01.2021

31.01.2021

Tickets from 107

Salt Lake City

28.01.2021

03.02.2021

Tickets from 108

Louisville

11.03.2021

14.03.2021

Tickets from 110

Covington

13.02.2021

14.02.2021

Tickets from 110

Washington

20.02.2021

25.02.2021

Tickets from 116

Pittsburgh

30.01.2021

31.01.2021

Tickets from 120

Windsor Locks

25.01.2021

26.01.2021

Tickets from 123

Austin

12.02.2021

15.02.2021

Tickets from 123

Portland

12.02.2021

14.02.2021

Tickets from 131

Palm Springs

24.01.2021

27.01.2021

Tickets from 134

Providence

28.01.2021

30.01.2021

Tickets from 140

San Jose

12.02.2021

15.02.2021

Tickets from 145

Indianapolis

03.03.2021

05.03.2021

Tickets from 145

St Louis

29.01.2021

31.01.2021

Tickets from 152

Augusta

22.01.2021

23.01.2021

Tickets from 159

Myrtle Beach

01.02.2021

07.02.2021

Tickets from 167

Chattanooga

19.02.2021

21.02.2021

Tickets from 168

Oklahoma City

27.01.2021

03.02.2021

Tickets from 174

Newport News

20.02.2021

22.02.2021

Tickets from 175

Fletcher

28.03.2021

11.04.2021

Tickets from 175

Norfolk

12.02.2021

14.02.2021

Tickets from 179

Columbus

03.05.2021

08.05.2021

Tickets from 179

Buffalo

21.03.2021

21.03.2021

Tickets from 179

Fresno

12.02.2021

16.02.2021

Tickets from 183

San Antonio

24.01.2021

25.01.2021

Tickets from 187

Joplin

13.02.2021

14.02.2021

Tickets from 191

Jacksonville

02.02.2021

07.02.2021

Tickets from 195

Eugene

13.07.2021

20.07.2021

Tickets from 198

State College

27.01.2021

03.02.2021

Tickets from 199

Memphis

21.01.2021

24.01.2021

Tickets from 201

Lafayette

12.03.2021

15.03.2021

Tickets from 205

Pensacola

25.02.2021

28.02.2021

Tickets from 208

Richmond

19.03.2021

21.03.2021

Tickets from 208

Des Moines

07.07.2021

07.07.2021

Tickets from 209

Grand Rapids

23.01.2021

13.02.2021

Tickets from 210

Charleston

22.01.2021

24.01.2021

Tickets from 210

Birmingham

27.01.2021

03.02.2021

Tickets from 210

Harrisburg

29.01.2021

31.01.2021

Tickets from 211

Mexico City

10.03.2021

19.03.2021

Tickets from 211

Queretaro

12.02.2021

19.02.2021

Tickets from 214

Toledo

04.03.2021

07.03.2021

Tickets from 224

West Palm Beach

19.02.2021

21.02.2021

Tickets from 229

Jonesboro

06.06.2021

12.06.2021

Tickets from 232

Milwaukee

26.03.2021

28.03.2021

Tickets from 232

Tucson

23.01.2021

25.01.2021

Tickets from 233

Mc Allen

11.02.2021

21.02.2021

Tickets from 233

Midland

12.03.2021

14.03.2021

Tickets from 235

Toronto

23.07.2021

26.07.2021

Tickets from 241

Salisbury-Ocean City

05.02.2021

07.02.2021

Tickets from 242

Corpus Christi

06.05.2021

10.05.2021

Tickets from 242

Kalamazoo

25.02.2021

25.03.2021

Tickets from 242

Reno

22.01.2021

23.01.2021

Tickets from 244

Mobile

25.02.2021

28.02.2021

Tickets from 251

Rochester

29.01.2021

31.01.2021

Tickets from 253

San Jose

19.03.2021

22.03.2021

Tickets from 258

Vancouver

31.01.2021

07.02.2021

Tickets from 259

Santo Domingo

21.01.2021

24.01.2021

Tickets from 261

Jackson

25.02.2021

28.02.2021

Tickets from 263

Barcelona

26.03.2021

03.04.2021

Tickets from 270

Monterrey

20.01.2021

24.01.2021

Tickets from 270

Burbank

23.01.2021

30.01.2021

Tickets from 271

Tulsa

03.06.2021

10.06.2021

Tickets from 275

Harlingen

27.01.2021

03.02.2021

Tickets from 276

Wichita

15.08.2021

20.08.2021

Tickets from 279

Aruba

01.03.2021

08.03.2021

Tickets from 291

Syracuse

22.01.2021

29.01.2021

Tickets from 301

Québec City

07.06.2021

14.06.2021

Tickets from 302

Bogota

06.02.2021

23.02.2021

Tickets from 303

Fort Smith

04.03.2021

08.03.2021

Tickets from 306

Dublin

25.01.2021

01.02.2021

Tickets from 317

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.

Get Travel Deals and Tips from Flight & Hotel Guru

Directly to your inbox

*We Never Send Spam