Flights to Chicago!

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Cheap Flights Deals to Chicago

Our airfares include all our service fees, taxes and fees. Bonuses apply to certain airfares. Read our baggage policy for details on baggage charges. Some flights may be for different dates or airports. All desired results may not be guaranteed.
One Way Round Trip ALL
Dep: Mon, Jan 20

ATL

Atlanta

CHI

Chicago

One Way $63.98
Dep: Sat, Jan 18

LAS

Las Vegas

CHI

Chicago

One Way $66.99
Dep: Thu, Jan 23

DFW

Dallas

CHI

Chicago

One Way $73.99
Dep: Sat, Jan 11

LAX

Los Angeles

CHI

Chicago

One Way $93.00
Dep: Wed, Jan 15

IAH

Houston

CHI

Chicago

One Way $93.99
Dep: Wed, Jan 22

DEN

Denver

CHI

Chicago

One Way $114.48
Dep: Sun, Jan 12

MSP

Minneapolis St Paul

CHI

Chicago

One Way $123.47
Dep: Fri, Jan 17

DTW

Detroit

CHI

Chicago

One Way $165.47
Dep: Fri, Jan 17
Ret: Sun, Jan 19

DFW

Dallas

CHI

Chicago

Round Trip $168.98
Dep: Wed, Jan 08
Ret: Fri, Jan 10

MCO

Orlando

ORD

Chicago

Round Trip $210.57
Dep: Fri, Feb 07
Ret: Mon, Feb 17

SJU

San Juan

CHI

Chicago

Round Trip $218.07
Dep: Wed, Jan 15

MGA

Managua

ORD

Chicago

One Way $348.82
Dep: Fri, Jan 10
Ret: Sun, Jan 12

FSD

Sioux Falls

CHI

Chicago

Round Trip $455.90
Dep: Thu, Feb 06
Ret: Tue, Feb 11

GSP

Greenville Spartanburg

ORD

Chicago

Round Trip $482.96
Dep: Sat, Feb 01
Ret: Mon, Jun 09

GUA

Guatemala City

ORD

Chicago

Round Trip $496.75
Dep: Fri, Jan 10

CTG

Cartagena

CHI

Chicago

One Way $558.81
Dep: Thu, Jan 09
Ret: Thu, May 01

SAW

Istanbul

CHI

Chicago

Round Trip $802.61
Dep: Wed, Dec 25
Ret: Sun, Dec 29

BDL

Hartford

MDW

Chicago

Round Trip $883.21
Dep: Tue, Dec 31
Ret: Sun, Jan 05

CHA

Chattanooga

ORD

Chicago

Round Trip $1148.85

Cheap Flights to Chicago

Situated along the shores of Lake Michigan, Chicago beckons travelers with its iconic skyline, rich cultural offerings, and dynamic urban energy. This famous city, renowned for its architectural marvels and diverse neighborhoods, presents an array of attractions for every type of explorer. If your next journey leads you to Chicago, immerse yourself in its deep-rooted history, traverse the unique neighborhoods, and savor the culinary delights that contribute to the city's renowned food scene.

Best Time to Explore Chicago

Chicago boasts a kaleidoscope of seasons, each painting the city in a distinct palette. Navigate through the best times to discover the essence of Chicago:

  • Spring (April to June): Revel in the mild temperatures as the city awakens. Engage in outdoor pursuits, meander through Millennium Park, and witness the metropolis adorned in a vibrant tapestry of blossoms.
  • Summer (July to August): Immerse yourself in the dynamic energy of Chicago's peak season. Bask in the warmth as you wander the Navy Pier, partake in outdoor festivals, and soak in the lively atmosphere. Be mindful of heightened crowds, particularly during renowned events.
  • Fall (September to November): Embrace the brisk air and the breathtaking metamorphosis of autumnal hues. This is an opportune time for architectural boat tours along the Chicago River, exploration of neighborhoods, and enjoyment of the city's changing landscape.
  • Winter (December to February): Experience the enchantment of winter with occasional snowfall and festive embellishments. Uncover the allure of indoor attractions such as the Art Institute of Chicago, participate in holiday events, and engage in winter sports in nearby locales.

Selecting the perfect time hinges on your preferences, whether you seek outdoor escapades, cultural odysseys, or the exclusive allure of Chicago's varied seasons.

Top Attractions in Chicago

  • Millennium Park: Explore the iconic Cloud Gate sculpture, known as "The Bean," and enjoy outdoor concerts and art installations.
  • Navy Pier: Experience family-friendly attractions, carnival rides, and stunning views of Lake Michigan.
  • The Art Institute of Chicago: Delve into an extensive collection of artworks from around the world, including famous masterpieces.
  • Willis Tower Skydeck: Take in panoramic views of the city from the glass-floored observation deck.
  • Chicago Riverwalk: Stroll along the river, enjoy waterfront dining, and take architectural boat tours.
  • Lincoln Park Zoo: Visit this free zoo with a diverse range of animals and beautifully landscaped grounds.
  • Magnificent Mile: Shop at upscale boutiques, dine in fine restaurants, and admire the city's architecture.
  • Shedd Aquarium: Explore the aquatic world with a variety of marine life exhibits and interactive displays.

How to Reach Chicago?

Getting to Chicago is convenient, especially through air travel:

By Air: O'Hare International Airport (ORD) and Midway International Airport (MDW) are the primary airports serving the region. Domestic and international flights connect Chicago to major hubs, and transportation options from the airports include taxis, ride-sharing services, shuttles, and rental cars.

By Car: Chicago is well-connected via major highways, including Interstate 90 and Interstate 94. Scenic drives offer stunning views of the city's skyline.

By Bus: Regional bus services provide an affordable option for those traveling to Chicago. Check with carriers for schedules and routes.

By Train: Amtrak services connect Chicago to various cities across the country, offering a convenient rail option.

When is the Best Time to Book Flights to Chicago?

There is no one right answer to booking your flights to Chicago. However, booking a flight to Chicago is best done ideally a few weeks before your intended travel dates. Aim for Tuesdays and Wednesdays, as these days often see new fare sales. Flexible travel dates can also help you find the most affordable options, with midweek flights and off-peak times potentially offering lower fares. 

Keep an eye on prices, use fare comparison tools, and be open to budget airlines that might provide competitive rates. Consider taking advantage of airline discounts, especially during holiday weekends or special events. If you have accumulated airline miles or credit card rewards points, leverage them to reduce the overall cost of your flight. Always compare prices across different platforms to secure the best deal.

Which Airlines Fly to Chicago?

Almost all major domestic and international airlines fly to the historic city of Chicago. A few of these may include:

  • JetBlue
  • United Airlines
  • American Airlines
  • Alaska Air Lines
  • Southwest Airlines
  • Allegiant Airlines

Flights to Chicago FAQs

How Far in Advance Should I Book a Flight to Chicago?

It's advisable to book flights in advance, ideally a few weeks before your intended travel dates, to secure better prices and availability.

Which Airport Should I Fly Into when visiting Chicago?

O'Hare International Airport (ORD) and Midway International Airport (MDW) are both convenient choices, providing easy access to the city.

Are There Non-stop Flights to Chicago?

Non-stop flights are available from various cities, offering convenient travel options. Connecting flights may also be available based on your departure location. Check-in for your flight reservations, fly one way or on a round trip several major airlines fly to the city.

How Long is the Flight to Chicago?

Flight durations vary based on your departure location and may involve layovers, so plan accordingly for a comfortable journey.

What Should I Consider When Choosing a Flight?

Factors to consider include travel dates, flight duration, layovers, amenities, and overall cost, including potential additional fees. You can also consider comparing flight ticket prices and easy online reservations on our website.

Do I Need a Visa to Fly to Chicago?

Domestic travelers within the United States do not require a visa. International travelers should ensure they have the necessary visas and documentation. 

Are there Transportation Options from the Airport to the City?

Various transportation options, including taxis, ride-sharing services, shuttles, and rental cars, are available from O'Hare International Airport and Midway International Airport to the city.

Booking Chicago Flights with FareOprice:

Book your next Chicago flight tickets with FareOprice for:

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While these are a few of our top priorities to ensure you a seamless and comfortable booking experience, we have so much more in store!

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