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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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Save an average of AU$312^ when you bundle a hotel with your flight as a Wotif package. Cha-ching!

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How Much Does it Cost To Fly To Chicago?

One-way flights were as low as AU$775 and round trip flights were AU$996 within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.


Great Places to Fly From

Flight Info

Destination Airport Chicago

Flights To Chicago

All roads lead to Chicago. The Windy City was the birthplace of the skyscraper and today it’s full of historical sites of Industrial America, rich foods and an artsy, bluesy culture. All of that is wrapped in a working-class mentality, like a Chicago dog is wrapped in in a bun. Pack your guitar (and your antacids) and get ready for Chicago!

Getting Around Chicago

Chicago’s O’Hare International Airport (ORD) is one of the largest in the world. You can catch the Blue Line train into “The Loop”, or the main part of the city. There are also buses and taxis that will pick you up at the airport. Downtown is very walkable, and there is even an underground system of tunnels that helps you get around no matter what the weather is outside. Want to feel the wind in your hair? Check out Wotif’s car hire options and put the pedal to the metal.

When You Land…

Are you on one of the flights to Chicago that arrives in the morning? Sweet! There are plenty of museums for you to explore all day long in the Museum Campus. Check out the Field Museum of Natural History, the Museum of Science and Industry, and the Art Institute of Chicago.

If afternoon Chicago flights leave you with a grumbling tummy, find the nearest hot dog cart and order yourself a Chicago dog. But for the love of all that’s Chicagoan, don’t you dare apply any ketchup!

If you land after dark, head downtown and check out all the brightly-lit skyscrapers before checking into Chicago hotels.

Live Like a Local

You’ll find tons to do after you book one of Wotif’s Chicago holiday packages. Dip your toes in the water of Lake Michigan or just stroll along the famous waterfront. You won’t regret it! But if you really want to live like a Chicagoan, head to Soldier Field, grab a beer and tell the stadium how you really feel about that ref’s last call against Da’ Bears. You’ll fit right in.

Book with Wotif

Whether this is your first trip or not, you can visit the Second City like a pro with Wotif’s cheap flights to Chicago. Save yourself some time and money. Book today and enjoy your flight!

Need insider tips on must-see attractions in Chicago? Check out our Chicago travel guide!

How to book cheap flights

How to cancel a flight to Chicago due to COVID-19?

Cancellation policies vary across airlines, but many still travel to highly impacted areas. Dates may change frequently across Chicago as the situation unfolds, so it’s important for travellers to check in with their airline if they have an upcoming flight. Please visit the customer service portal to learn more about your flight policy surrounding COVID-19.

How to get cheap flights to Chicago?

Get cheap flights to Chicago from as low as AU$775 one way or AU$996 roundtrip right here with Wotif. Need somewhere to stay once you get there? Relax with our price promise. Find a lower price on a hotel or package online up to 24-hours prior to check in and we'll refund the difference.

Which airlines fly to Chicago?

Airlines serving to Chicago are China Eastern Airlines, United, American Airlines, Qantas Airways, Japan Airlines, Cathay Pacific. You can choose your preferred airline and also departure/arrival times that match your needs.

What are the cheapest days to fly?

Here’s an insider tip: Sunday is typically the cheapest day to fly! Looking at flight demand on Wotif in 2019, we found that flights departing on a Sunday generally had the lowest average price, closely followed by flights on a Monday. You might want to think twice about flying on a Saturday too; generally, our data showed that it had the highest average ticket price.

What is the best day to buy a plane ticket?

Guess what? Boring old Wednesday really is the best day to score the cheapest plane tickets. Looking at flight demand on Wotif in 2019, we found that flights purchased on a Wednesday had the lowest airfares on average. Booking your plane ticket on a Sunday also seems to score pretty good deals. However, airfares purchased on a Saturday generally have a higher than average ticket value, so you might want to prepare your budget if you’re booking on a weekend.

What is the cheapest month to fly?

When comparing airfares booked through Wotif in 2019, our data shows October is one of the cheapest months to fly. On the other hand, the December holiday period can be one of the most expensive times to travel, with the highest average ticket price, so it’s best to get in early during peak periods.

How far in advance can you book a flight?

Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Wotif up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to Wotif’s 2019 flight demand trends, last minute planners can still bag a bargain with some of the cheapest airfares appearing 1-3 weeks prior to travel.

How can I save money on flights?

Looking for clever ways to save on your next trip? Try mixing and matching airlines and fare types. Our data tells us, travellers who booked flights on Wotif in 2019 saved close to 55% off their airfare, when their return flights consisted of two different airlines or fare types.

*According to flight demand on Wotif.com from January to December 2019. Savings are subject to change and may vary depending on selections made.

Which Airlines Fly To Chicago?

China Eastern Airlines, United, American Airlines, Qantas Airways, Japan Airlines, Cathay Pacific


Need a Car For After Your Flight?


More Hotel Ideas in Chicago

Hotels in Chicago

LondonHouse Chicago, Curio Collection by Hilton AU$206
Reviewed on 5 Sep. 2019
See details
 
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago, IL
LondonHouse Chicago, Curio Collection by Hilton
     
    4.0 of 5
    4.5 out of 5.0 Stars

    Loved this property. The best that we had in the USA this trip. Cassic art deco historical building. Room was modern with unique wall art if the buildings architecture. Great rooftop bar with great views and a good vibe. Close to everything of interest for a short stay in Chicago. We had a room with ...

    Sofitel Chicago Magnificent Mile AU$194
    Sofitel Chicago Magnificent Mile

    Sofitel Chicago Magnificent Mile

    20 E Chestnut St, Chicago, IL
    Sofitel Chicago Magnificent Mile
       
      4.5 out of 5.0 Stars

      Located in Near North Side, this luxury hotel is within a 5-minute walk of State Street, Water Tower Place, and John Hancock Center. Chicago Water Tower and Michigan Avenue are also within 10 minutes. Chicago Station (Red Line) is only a 3-minute walk and Grand Station (Red Line) is 10 minutes.

      Best Western Grant Park Hotel AU$94
      Reviewed on 20 Oct. 2019
      See details
       
      Best Western Grant Park Hotel

      Best Western Grant Park Hotel

      1100 S Michigan Ave, Chicago, IL
      Best Western Grant Park Hotel
         
        4.0 of 5
        2.5 out of 5.0 Stars

        Location was awesome. Close to L and parks. Good value.

        Kinzie Hotel AU$191
        Kinzie Hotel

        Kinzie Hotel

        20 W Kinzie St, Chicago, IL
        Kinzie Hotel
           
          4.0 out of 5.0 Stars

          Located in River North, this hotel is steps away from House of Blues Chicago and State Street. Chicago Riverwalk and Chicago Theatre are also within 10 minutes. Grand Station (Red Line) is only a 4-minute walk and Merchandise Mart Station is 5 minutes.

          Hotels With Airport Transportation

          Motel 6 Elk Grove Village, IL - O'Hare AU$71
          Reviewed on 25 Apr. 2019
          See details
           
          Motel 6 Elk Grove Village, IL - O'Hare

          Motel 6 Elk Grove Village, IL - O'Hare

          2881 Touhy Ave, Elk Grove Village, IL
          Motel 6 Elk Grove Village, IL - O'Hare
             
            5.0 of 5
            2.0 out of 5.0 Stars

            Plenty of powerpoints.Everything spotless and working well.Staff friendly aand efficient. Price and free airport shuttle a bonus.

            Country Inn & Suites by Radisson, Chicago O'Hare South, IL AU$111
            Country Inn & Suites by Radisson, Chicago O'Hare South, IL

            Country Inn & Suites by Radisson, Chicago O'Hare South, IL

            777 East Grand Avenue, Bensenville, IL
            Country Inn & Suites by Radisson, Chicago O'Hare South, IL
               
              4.0
              of 5, from 1 reviews
              3.0 out of 5.0 Stars

              Situated near the airport, this hotel is 1.6 mi (2.5 km) from Edge Ice Arena, and within 9 mi (15 km) of Rosemont Theatre and Donald E. Stephens Convention Center. Fashion Outlets of Chicago and Allstate Arena are also within 9 mi (15 km).

              Comfort Suites Schiller Park - Chicago O'Hare Airport AU$103
              Comfort Suites Schiller Park - Chicago O'Hare Airport

              Comfort Suites Schiller Park - Chicago O'Hare Airport

              4200 North River Road, Schiller Park, IL
              Comfort Suites Schiller Park - Chicago O'Hare Airport
                 
                3.0 out of 5.0 Stars

                Located in the heart of Schiller Park, this hotel is within 2 miles (3 km) of Rosemont Theatre, Donald E. Stephens Convention Center and Fashion Outlets of Chicago. Rivers Casino is 3.1 mi (5 km) away. Schiller Park Station is 24 minutes by foot.

                O'Hare Inn & Suites AU$93
                Reviewed on 30 Sep. 2017
                See details
                 
                O'Hare Inn & Suites

                O'Hare Inn & Suites

                4101 Mannheim Rd, Schiller Park, IL
                O'Hare Inn & Suites
                   
                  4.0 of 5
                  2.0 out of 5.0 Stars

                  I felt that we got what we paid for plus the ability to catch up with some laundry. The staff were very helpful and friendly. A man was complaining( unfairly ) about something or other and staff remained polite. Really this is a budget priced hotel its proximity to O'hare makes it a winner, it has ...

                  Low Priced Chicago Hotels

                  Freehand Chicago AU$123
                  Reviewed on 28 Oct. 2019
                  See details
                   
                  Freehand Chicago

                  Freehand Chicago

                  19 East Ohio Street, Chicago, IL
                  Freehand Chicago
                     
                    4.3 of 5
                    3.5 out of 5.0 Stars

                    Clean, good bar, ensuites in rooms. Good location.

                    Travelodge by Wyndham Downtown Chicago AU$99
                    Reviewed on 14 Nov. 2018
                    See details
                     
                    Travelodge by Wyndham Downtown Chicago

                    Travelodge by Wyndham Downtown Chicago

                    65 E Harrison St, Chicago, IL
                    Travelodge by Wyndham Downtown Chicago
                       
                      2.8 of 5
                      2.0 out of 5.0 Stars

                      Great location- walking distance to the art institute, aquarium and museum. The staff are really friendly and helpful.

                      Motel 6 Elk Grove Village, IL - O'Hare AU$71
                      Reviewed on 25 Apr. 2019
                      See details
                       
                      Motel 6 Elk Grove Village, IL - O'Hare

                      Motel 6 Elk Grove Village, IL - O'Hare

                      2881 Touhy Ave, Elk Grove Village, IL
                      Motel 6 Elk Grove Village, IL - O'Hare
                         
                        5.0 of 5
                        2.0 out of 5.0 Stars

                        Plenty of powerpoints.Everything spotless and working well.Staff friendly aand efficient. Price and free airport shuttle a bonus.

                        Ohio House Motel AU$124
                        Ohio House Motel

                        Ohio House Motel

                        600 North LaSalle Street, Chicago, IL
                        Ohio House Motel
                           
                          2.5 out of 5.0 Stars

                          Located in River North, this motel is within a 15-minute walk of Merchandise Mart and Wrigley Building. John Hancock Center and Navy Pier are also within 2 mi (3 km). Merchandise Mart Station is 6 minutes by foot and Grand Station (Red Line) is 6 minutes.

                          Our Top Chicago Apartment Hotels

                          Residence Inn Chicago Downtown/Loop AU$206
                          Residence Inn Chicago Downtown/Loop

                          Residence Inn Chicago Downtown/Loop

                          11 S Lasalle St, Chicago, IL
                          Residence Inn Chicago Downtown/Loop
                             
                            3.5 out of 5.0 Stars

                            Located in The Loop, this hotel is within a 5-minute walk of Chicago City Hall and Cadillac Palace Theatre. Willis Tower and Millennium Park are also within 10 minutes. Washington-Wells Station and Monroe Station (Blue Line) are within a 5-minute walk.

                            Pittsfield Apartments + Suites Get Rates
                            Pittsfield Apartments + Suites

                            Pittsfield Apartments + Suites

                            55 E Washington St., Chicago, IL
                            Pittsfield Apartments + Suites
                               
                              2.5 out of 5.0 Stars

                              Located in The Loop, this aparthotel is steps away from Chicago Cultural Center, Grant Park and Millennium Park. Chicago Theatre and Michigan Avenue are also within 5 minutes. Madison-Wabash Station and Randolph-Wabash Station are within a 5-minute walk.

                              Residence Inn by Marriott Chicago Downtown / River North AU$176
                              Reviewed on 30 Mar. 2018
                              See details
                               
                              Residence Inn by Marriott Chicago Downtown / River North

                              Residence Inn by Marriott Chicago Downtown / River North

                              410 N Dearborn St, Chicago, IL
                              Residence Inn by Marriott Chicago Downtown / River North
                                 
                                4.0 of 5
                                3.5 out of 5.0 Stars

                                Great location. Big room. Comfortable bed. Free WiFi. Breakfast included. Coffee machine difficult to operate. No refill of tea bags.

                                Sonesta ES Suites Chicago - Schaumburg AU$131
                                Sonesta ES Suites Chicago - Schaumburg

                                Sonesta ES Suites Chicago - Schaumburg

                                901 E Woodfield Office Ct, Schaumburg, IL
                                Sonesta ES Suites Chicago - Schaumburg
                                   
                                  3.0 out of 5.0 Stars

                                  Situated in Schaumburg, this hotel is within 3 miles (5 km) of Woodfield Mall, Schaumburg Convention Center and Legoland Discovery Center. Schaumburg Medieval Times is 2.3 mi (3.8 km) away.

                                  Family Friendly Hotels in Chicago

                                  Embassy Suites Chicago Downtown Magnificent Mile AU$222
                                  Reviewed on 1 Feb. 2020
                                  See details
                                   
                                  Embassy Suites Chicago Downtown Magnificent Mile

                                  Embassy Suites Chicago Downtown Magnificent Mile

                                  511 North Columbus Drive, Chicago, IL
                                  Embassy Suites Chicago Downtown Magnificent Mile
                                     
                                    4.7 of 5
                                    4.0 out of 5.0 Stars

                                    Free buffet breakfast and drinks in the evening was lovely. Suite was sizeable and I had a lovely view of the city.

                                    Palmer House a Hilton Hotel Get Rates
                                    Reviewed on 11 Jun. 2018
                                    See details
                                     
                                    Palmer House a Hilton Hotel

                                    Palmer House a Hilton Hotel

                                    17 E Monroe St, Chicago, IL
                                    Palmer House a Hilton Hotel
                                       
                                      1.5 of 5
                                      4.0 out of 5.0 Stars

                                      A disappointing experience due mainly to the very small bedroom and miniscule bathroom. The public areas were stunning, the staff excellent and the location convenient for tourist attractions. The food in the Lockwood Restaurant was poor, so much so that we took a picture of the meal so that friends ...

                                      Embassy Suites Chicago Downtown AU$194
                                      Embassy Suites Chicago Downtown

                                      Embassy Suites Chicago Downtown

                                      600 N State St, Chicago, IL
                                      Embassy Suites Chicago Downtown
                                         
                                        4.0 out of 5.0 Stars

                                        Located in River North, this hotel is steps away from Chinese Consulate and State Street. House of Blues Chicago and Chicago Riverwalk are also within 10 minutes. Grand Station (Red Line) is only a 2-minute walk and Chicago Station (Red Line) is 5 minutes.

                                        Hyatt Regency Chicago AU$208
                                        Reviewed on 23 Sep. 2018
                                        See details
                                         
                                        Hyatt Regency Chicago

                                        Hyatt Regency Chicago

                                        151 East Wacker Dr, Chicago, IL
                                        Hyatt Regency Chicago
                                           
                                          4.0 of 5
                                          4.0 out of 5.0 Stars

                                          Huge hotel conveniently located in the downtown area. Just some tiny things e. g. forgetting to replenish items in the room we’d used when we asked for housekeeping- like coffee ,cups, tissues, took our saved used shower caps but didn’t leave replacements and our one and only booked wakeup call wasn’t ...


                                          ^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.