Cheap flights to Chicago, IL

ICT — CHI
Jun 12 — Jun 191

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Flights to Chicago in 2023

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Popular in

June

Cheapest in

February

Average price

$298

Round-trip from

$148

One-way from

$74
High demand for flights, 7% potential price rise
Best time to find cheap flights, 1% potential price drop
Average for round-trip flights in June 2023
From New York to Chicago
One-way flight from New York to Chicago

Cheap flights to Chicago in June, July 2023

The best prices found for CHI flights for June, July
The lowest-priced flights departing to Chicago in June and July 2023 can be found below. Check back soon for alternative prices as deals update often.

Chicago 2023 flight deals

Cheap flights to Chicago found for this year
Browse some of the best deals on flights to Chicago in 2023. More deals are always being added, so be sure to check back regularly.

Last minute flights to Chicago

Late deals on round-trip flights to Chicago, departing today and this week
Browse through available last-minute flights traveling to Chicago. Double check the price, date, and time of your last-minute flight.

One-way flights to Chicago

The cheapest one-way flights to Chicago
These are some of the best available deals on flights to Chicago. Users seeking round-trip flights to Chicago should update the search form at the top of the page accordingly.

Find flights to Chicago within your budget

Use the slider to find flights to Chicago that fit your budget.

Fly from

Any airport

Budget

$148 - $249

Route

Depart

Return

Price

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Fri 9/8

1 stop20h 01m

Chicago O'Hare Intl

Sat 9/9

Nonstop2h 20m

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Tue 9/12

1 stop8h 59m

Chicago Midway

Tue 9/19

1 stop8h 11m

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 8/23

1 stop13h 45m

Chicago Midway

Tue 8/29

1 stop15h 14m

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Wed 7/5

1 stop7h 19m

Chicago O'Hare Intl

Tue 7/11

1 stop10h 54m

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/16

Nonstop2h 38m

Chicago O'Hare Intl

Mon 8/21

Nonstop2h 16m

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/2

Nonstop2h 41m

Chicago O'Hare Intl

Tue 9/5

Nonstop2h 10m

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 9/30

Nonstop2h 49m

Chicago O'Hare Intl

Tue 10/3

Nonstop2h 14m

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Sun 7/16

1 stop24h 28m

Chicago Midway

Fri 7/21

1 stop11h 48m

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Mon 7/10

1 stop7h 00m

Chicago Midway

Thu 7/13

Nonstop2h 05m

Flights are sorted by cheapest first

Deals found on 6/6

Reviews of Airlines Servicing Chicago

See what other customers who have flown with United Airlines, JetBlue and Frontier to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

Alaska Airlines
8.0
Very good
1,376 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

Delta
8.0
Very good
2,396 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

Southwest
7.6
Good
1,154 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

United Airlines
7.6
Good
1,563 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

Allegiant Air
7.6
Good
101 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Boarding

8.3

Food

7.2

Comfort

8.0

Entertainment

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 10

They lost my luggage on my way to NY and then again on my way to SF, horrible

What is the cheapest month to fly to Chicago?

The cheapest ticket to Chicago found for each month in 2023 based on historical flight searches by Cheapflights users.

January

$218

February

$228

March

$258

April

$298

May

$290

June

$375

July

$365

August

$285

September

$297

October

$261

November

$300

December

$257

Currently, the cheapest month for flights to Chicago is January. The most expensive month for flights is June. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

When is the best time to fly to Chicago?

Average Chicago flight ticket prices and weather conditions for 2023 and 2024 by month

NYC - CHI

Price

$206 - $368

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Peak Season:

Summer runs from June through August and is a hugely popular time in the city, despite the heat and humidity from the lake. This is also the Chicago’s peak festival season, which sees major events taking place in the parks and neighborhoods every weekend. Prices for flights to Chicago and crowd numbers can see an increase when the city hosts its most popular festivals.

Foodies should book a flight to Chicago during mid-July for the Taste of Chicago festival. This outdoor food event takes place at the lakefront and showcases a variety of cuisines and local flavors accompanied by live music. 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 when Chicago is least busy, making cheap flights to Chicago and hotel deals more 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.

How long is the flight to Chicago?

Chicago is home to two major airports, O’Hare International and Midway International, and welcomes travelers from around the country on many major airlines. How long your flight will take depends upon your departure city with flights from Seattle, WA, and Los Angeles, CA, taking approximately four hours. Air travel from New York, NY, lasts approximately 2.5 hours, and you’ll spend a little less than three hours in the air if you’re flying in from Houston, TX.

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

The price you pay for your flight to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 27 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Which day is cheapest to fly to Chicago?

The cheapest flights to Chicago are usually found when departing on a Wednesday. The departure day with the highest cost at present is Monday.

What time of day is cheapest to fly to Chicago?

Chicago flights can be made cheaper if you choose a flight in the morning. Booking a flight at noon will likely mean higher prices.

Chicago Travel Guide

Chicago is a skyscraper metropolis. The Windy City is a feat of modern architecture and 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. Whatever your passion, Chicago will match it.

Getting to and around the city of Chicago

Flights to Chicago land at O’Hare International Airport (ORD) located in the city’s northwest corner, about 17 miles away from the CBD or Chicago Loop. Trains and buses provide efficient transportation to city center and suburbs. 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 from the airport.

Tips for your stay in Chicago

  • Chicago is a big and busy city, and you’ll want to stay aware of your surroundings to keep yourself and your family and friends safe. Keep purses and valuables close to your person, or better yet, leave them in an in-room safe before you head out for the day.
  • Security at Chicago’s attraction is generally a given, and your bags and belongings will be searched, making this another good reason to travel lightly as you tour the city’s treasures.
  • Traffic throughout the Chicago area is heavy, with rush hour lasting basically throughout the day. Consider budgeting a taxi into your visit or use the subway to get around town.
  • There’s a lot to see when you visit Chicago, and you’ll want to plan your days accordingly. Consider investing in a Go Chicago pass, which lets you add the attractions to one convenient card that saves you money on admissions.

Finding Flights from Chicago

Chicago O’Hare International airport is among the country’s busiest airports and, along with Midway International airport, sees millions of passengers off each year. Both airports are served by many of the world’s largest airlines, including American, United, Delta, KLM, Lufthansa and Emirates, offering flights across the country and around the world. Searching Cheapflights for your next flight out of Chicago puts you in touch with great fares.

Keeping with the airports’ busy daily schedules, arriving early for your flight is a must. Leave time to make it through the baggage claim and security and arrive at your gate before the boarding call. International travelers should be aware that security can take longer and plan with that in mind.

CTA trains serve both O’Hare and Midway and are the most cost-effective way to get to the airport if you haven’t rented a car. The Blue Line gets you from downtown Chicago to O’Hare, while the Orange Line will get you from downtown to Midway. Make sure to leave enough time for delays.

If you’re looking to learn more about Chicago’s airports before you book your flight, check out our Chicago Airport Guides for more detailed information on airlines, terminals and other important must-know travel information.

Other local departures to Chicago from the United States

Chicago, Illinois airports

See all airports in Chicago, select one to find and compare flight prices.

Search flights to Chicago by cabin class

First Classfrom $228/person
Business Classfrom $188/person
Prem Economyfrom $115/person
Economyfrom $28/person

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