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Cheap flights to Chicago from $94

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
BOS — CHI
21 Apr — 28 Apr1
1 adult
Sun 21/4
Sun 28/4

Flights to Chicago in 2024

Find the latest flights to Chicago in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.

Popular in

December

Cheapest in

October

Average price

$2,584

Return from

$1,562

One-way from

$778
High demand for flights, 10% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for return flights in April 2024
From Sydney Kingsford Smith to Chicago
One-way flight from Sydney Kingsford Smith (SYD) to Chicago

Cheap flights to Chicago in April & May 2024

Discover affordable flights and deals to Chicago in April and May 2024. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
Check out some of the flights available from low prices to Chicago in April and May 2024. Deals update frequently so be sure to check back soon if you're not finding what you're looking for.
Fri 17/514:17FLL - ORD
Nonstop3h 18mSpirit Airlines
Mon 20/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$136
Thu 9/521:16FLL - ORD
Nonstop3h 13mSpirit Airlines
Wed 15/507:00ORD - FLL
1 stop11h 35mSpirit Airlines
Deal found 15/4$140
Wed 15/508:00FLL - ORD
1 stop7h 06mSpirit Airlines
Wed 22/507:08ORD - FLL
1 stop10h 54mSpirit Airlines
Deal found 15/4$147
Thu 2/516:31FLL - ORD
1 stop5h 34mSpirit Airlines
Mon 6/518:41ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$153
Sun 5/507:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Tue 7/510:38ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 14/4$168
Fri 17/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Sun 19/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$182
Sun 12/507:20FLL - ORD
1 stop5h 14mSpirit Airlines
Fri 17/518:40ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 15/4$184
Sun 5/507:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Tue 7/511:11ORD - FLL
1 stop7h 55mSpirit Airlines
Deal found 14/4$187
Thu 9/507:20FLL - ORD
1 stop4h 48mSpirit Airlines
Wed 15/507:08ORD - FLL
1 stop10h 54mSpirit Airlines
Deal found 15/4$189

Chicago 2024 flight deals

Explore flight deals for Chicago in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 603,200 searches and data were last updated on 16 April 2024.
The lowest fares on flights travelling to Chicago in April and May 2024. Check back in a little while for more flight options.
Sat 11/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Sun 12/518:40ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 16/4$122
Fri 17/514:17FLL - ORD
Nonstop3h 18mSpirit Airlines
Mon 20/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$136
Thu 9/521:16FLL - ORD
Nonstop3h 13mSpirit Airlines
Wed 15/507:00ORD - FLL
1 stop11h 35mSpirit Airlines
Deal found 15/4$140
Wed 15/508:00FLL - ORD
1 stop7h 06mSpirit Airlines
Wed 22/507:08ORD - FLL
1 stop10h 54mSpirit Airlines
Deal found 15/4$147
Thu 2/516:31FLL - ORD
1 stop5h 34mSpirit Airlines
Mon 6/518:41ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$153
Sun 5/507:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Tue 7/510:38ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 14/4$168
Fri 17/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Sun 19/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$182
Sun 12/507:20FLL - ORD
1 stop5h 14mSpirit Airlines
Fri 17/518:40ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 15/4$184
Sun 5/507:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Tue 7/511:11ORD - FLL
1 stop7h 55mSpirit Airlines
Deal found 14/4$187

Flights to Chicago departing soon

Discover available last-minute flight options to Chicago, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
Users travelling to Chicago last-minute should check out these flights departing soon. Tip: double check your flight details before making your reservation.
Tue 23/411:30FLL - ORD
1 stop10h 15mSpirit Airlines
Sat 27/422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Deal found 16/4$231
Wed 24/421:10FLL - ORD
Nonstop3h 21mSpirit Airlines
Sun 28/422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Deal found 15/4$262
Thu 25/409:00PHL - ORD
1 stop6h 15mDelta
Mon 29/409:35ORD - PHL
1 stop7h 48mDelta
Deal found 16/4$270
Thu 25/421:59FLL - ORD
Nonstop3h 21mSpirit Airlines
Sun 28/405:00ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 15/4$276
Tue 23/417:55EWR - ORD
1 stop4h 14mDelta
Wed 24/407:05ORD - EWR
1 stop3h 52mDelta
Deal found 16/4$346
Tue 23/417:30PHL - ORD
1 stop5h 44mUnited Airlines
Tue 30/414:23ORD - PHL
Nonstop2h 08mUnited Airlines
Deal found 16/4$348
Tue 23/406:15EWR - ORD
1 stop6h 10mDelta
Tue 23/417:25ORD - EWR
1 stop4h 54mDelta
Deal found 15/4$352
Mon 22/417:55PHL - ORD
1 stop6h 57mDelta
Wed 24/409:35ORD - PHL
1 stop7h 48mDelta
Deal found 16/4$366
Wed 24/423:59SFO - ORD
Nonstop4h 24mAlaska Airlines
Wed 1/517:55ORD - SFO
Nonstop4h 52mAlaska Airlines
Deal found 15/4$384

One-way flights to Chicago

Explore one-way flight options to Chicago for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
If you're looking for options on one-way flights to Chicago, check out these fares. Those seeking round-trip flights to Chicago should utilize the search form at the top of the page.
Thu 25/416:31FLL - ORD
1 stop5h 34mSpirit Airlines
Deal found 16/4$94
Sun 19/507:45FLL - ORD
Nonstop3h 10mSpirit Airlines
Deal found 15/4$115
Mon 13/507:20FLL - ORD
1 stop4h 48mSpirit Airlines
Deal found 14/4$117
Fri 17/514:27FLL - ORD
1 stop6h 44mSpirit Airlines
Deal found 16/4$118
Sun 26/506:00EWR - ORD
1 stop3h 59mDelta
Deal found 15/4$123
Tue 30/400:58SFO - ORD
1 stop21h 58mFrontier
Deal found 16/4$125
Mon 17/617:24PHL - ORD
1 stop4h 34mDelta
Deal found 16/4$129
Tue 23/415:10PHL - ORD
1 stop7h 48mDelta
Deal found 16/4$137
Wed 28/813:00EWR - ORD
1 stop6h 35mDelta
Deal found 16/4$139

Direct flights to Chicago

Sat 11/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Sun 12/518:40ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 16/4$122
Fri 17/514:17FLL - ORD
Nonstop3h 18mSpirit Airlines
Mon 20/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$136
Sun 5/507:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Tue 7/510:38ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 14/4$168
Fri 17/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Sun 19/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 15/4$182
Tue 30/415:22FLL - ORD
Nonstop3h 24mSpirit Airlines
Wed 1/505:00ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 16/4$204
Thu 16/515:21FLL - ORD
Nonstop3h 19mSpirit Airlines
Thu 23/510:58ORD - FLL
Nonstop3h 07mSpirit Airlines
Deal found 16/4$206
Tue 14/506:05LAX - ORD
Nonstop4h 07mSpirit Airlines
Wed 15/522:57ORD - LAX
Nonstop4h 31mSpirit Airlines
Deal found 14/4$226
Sun 28/407:00FLL - ORD
Nonstop3h 23mSpirit Airlines
Wed 1/505:00ORD - FLL
Nonstop3h 06mSpirit Airlines
Deal found 15/4$228
Mon 6/500:58LAS - ORD
Nonstop3h 31mSpirit Airlines
Wed 8/517:50ORD - LAS
Nonstop4h 01mSpirit Airlines
Deal found 15/4$239

Find flights to Chicago within your budget

Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.

Fly from

Any airport

Budget

$114 - $326

Route

Depart

Return

Price

Fort LauderdaleChicago O'Hare Intl

FLL - ORD

FLLORD

Fort Lauderdale

Wed 15/5

Nonstop3h 10m

Chicago O'Hare Intl

Wed 22/5

1 stop10h 54m

$114

Fort LauderdaleChicago O'Hare Intl

FLL - ORD

FLLORD

Fort Lauderdale

Sat 11/5

Nonstop3h 19m

Chicago O'Hare Intl

Sun 12/5

Nonstop3h 06m

$122

Fort LauderdaleChicago O'Hare Intl

FLL - ORD

FLLORD

Fort Lauderdale

Fri 17/5

Nonstop3h 18m

Chicago O'Hare Intl

Mon 20/5

Nonstop3h 07m

$136

Fort LauderdaleChicago O'Hare Intl

FLL - ORD

FLLORD

Fort Lauderdale

Thu 9/5

Nonstop3h 13m

Chicago O'Hare Intl

Wed 15/5

1 stop11h 35m

$140

Los AngelesChicago O'Hare Intl

LAX - ORD

LAXORD

Los Angeles

Thu 2/5

2 stops16h 41m

Chicago O'Hare Intl

Mon 6/5

1 stop28h 06m

$248

PhiladelphiaChicago O'Hare Intl

PHL - ORD

PHLORD

Philadelphia

Sun 26/5

1 stop6h 25m

Chicago O'Hare Intl

Sat 1/6

1 stop4h 41m

$251

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Sat 25/5

Nonstop4h 23m

Chicago O'Hare Intl

Wed 29/5

Nonstop4h 37m

$279

Los AngelesChicago O'Hare Intl

LAX - ORD

LAXORD

Los Angeles

Thu 2/5

1 stop14h 45m

Chicago O'Hare Intl

Mon 6/5

1 stop28h 06m

$318

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Sat 11/5

Nonstop2h 38m

Chicago O'Hare Intl

Tue 14/5

Nonstop2h 17m

$326

Flights are sorted by cheapest first

Deals found on 15/4

Average price of flights to Chicago by month

Plan your trip to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight to Chicago is currently $122 while a return flight costs $215. Price data was last updated on 7 April 2024.

Chicago’s seasons are intense – it’s hot in the summer and cold in the winter – but savvy travellers can always find cheap flights to Chicago.

Peak Season

Summer is between June and August and it is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, in spite of the heat and humidity from the Lake. Taste of Chicago, taking place mid-July at the lakefront is an outdoor food festival which showcases the variety of cuisines and local flavours accompanied by live music. Cheap flights to Chicago are more difficult to find during this popular festival. August is host to another popular event – the Chicago Air and Water Show. With free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers.

September can be the most enjoyable and mild month of the year but there’s less going on during this period.

Off-Peak Season

January to March is least busy making cheap flights to Chicago and hotel deals attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Chicago?

Use this chart to determine the optimal time to book a return flight to Chicago. Price data was last updated on 28 January 2024.
Booking 62 days in advance of your planned departure date is, on average, the best time to get cheap flights to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return to Chicago. Price data was last updated on 14 April 2024.
Morning
Midday
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Chicago should consider flying on Saturday at midday, when prices are typically cheapest. Budget-minded travellers will want to avoid Tuesday at midday, when prices are usually at their highest.
Search Deals

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 16 April 2024.
Read through reviews of airlines servicing Chicago, such as Japan Airlines, American Airlines and Qatar Airways. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.8
Very Good
78 reviews
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.5
Very Good
1,198 reviews
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.5
Very Good
956 reviews
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.3
Very Good
1,481 reviews
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

8.3
Very Good
1,487 reviews
8.8
Very Good
78 reviews

Crew

8.9

Overall

8.8

Entertainment

7.5

Comfort

8.2

Food

7.9

Boarding

8.5

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Why Visit

Chicago is a skyscraper metropolis and a feat of modern architecture as well as home to what was once the world’s tallest building, Sears Tower. Chicago may not be a traditional tourist destination but you will find that the Second City is well worth a visit. As the hub of the Midwest, Chicago is not to be overlooked. Its picturesque skyline is reflected in the waters of Lake Michigan. World-class museums of art and science, fine public art, huge parks and sandy beaches and a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups) make it an unbeatable destination for a holiday. First stop should be the lakefront, from Lakeview to Oak Street Beach, the entire area is bustling for things for you to do and to see. Take a cheap flight to Chicago and the city will match your passion.

Chicago has long been thought of as the nation’s second city – indeed, Chicagoans only grudgingly admit that New York occupies first place. The city’s central area, including the Loop and the Magnificent Mile, is famous for its combination of modern and historic architecture. Chicago is also home to many of the country’s best museums and art galleries, including the Field Museum of Science and Industry and, reflecting the city’s industrial heritage, the Museum of Science and Industry.

Getting around Chicago

Chicago’s regular, grid-like layout makes navigation straightforward, but the “City With Big Shoulders” can be a little too large to get around easily on foot. Fortunately, the city’s public transportation system, including the famous “L” (short for “elevated train tracks”), is efficient, with especially good coverage in the city centre area. Traffic is often congested, especially during rush hour, and driving isn’t recommended. Cycling is a popular way to get around and with all of Chicago’s lakefront property, it can be a great way to enjoy the city.

Getting downtown from the airport

Chicago’s major airport is O’Hare International Airport (ORD) located in the city’s northwest corner, about 27 km away from the Loop. The Blue Line of the Chicago subway (known as the ‘L’ to locals) connects O’Hare directly to the city, and commuter rail services are easily accessible by a short shuttle ride. Taxi and car hire services are also available.

Travel Tips

One of the biggest challenges for visitors to Chicago can be the weather. Fiercely hot in the summer, the city is bitterly cold and windy in the winter. In the winter, wear layers and don’t expose skin to the wind; in summer, be sure to drink plenty of water.

Related info for your journey

  • What does ORD mean?

    Great question - ORD just means Chicago O'Hare Intl Airport. Now you’ll know what this unique code and ones like it mean when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find cheaper flights to Chicago if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chicago?

    Based on reviews from Cheapflights users, Fiji Airways is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl Airport is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl Airport typically cost $80, while return flights cost around $282.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $192, however they can be found for as little as $181.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Sydney offers the quickest one-way flight (20 hours 9 minutes).

  • Which airport is closest to Wrigley Field?

    If being close to Chicago is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • Does Chicago O'Hare Intl Airport have car hire?

    Yes. Those touching down at Chicago O'Hare Intl Airport can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl Airport?

    Yes. Chicago O'Hare Intl Airport has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl Airport (0.0 km away from Chicago O'Hare Intl Airport).

See more FAQs

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