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$52+ Cheap flights to Chicago, IL

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Nov 24 — Dec 11
Sun 11/24
Sun 12/1
1 adult, Economy
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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 2,659,078 searches and data was last updated on November 19, 2024.

Popular in

December

Cheapest in

September

Average price

$253

Round-trip from

$109

One-way from

$52
High demand for flights, 6% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in November 2024
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From New York to Chicago
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One-way flight from New York to Chicago
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Find flight deals to Chicago

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on November 19, 2024.

Wed 12/45:59 pmLGA - ORD
1 stop15h 25mMultiple Airlines
Wed 1/811:12 amORD - LGA
Nonstop2h 12mMultiple Airlines
Deal found 11/18$109
Tue 12/178:36 amLGA - ORD
Nonstop2h 41mSpirit Airlines
Tue 12/244:45 pmORD - LGA
Nonstop2h 15mSpirit Airlines
Deal found 11/17$110
Thu 12/511:19 amJFK - MDW
1 stop25h 22mFrontier
Mon 12/95:01 amMDW - JFK
1 stop28h 15mFrontier
Deal found 11/19$113
Wed 12/113:00 pmJFK - ORD
1 stop18h 24mFrontier
Mon 12/166:07 pmORD - JFK
1 stop18h 52mFrontier
Deal found 11/18$114
Wed 12/410:55 pmEWR - ORD
Nonstop2h 39mSpirit Airlines
Thu 1/95:05 amORD - EWR
Nonstop2h 58mSpirit Airlines
Deal found 11/18$116
Thu 12/55:59 pmLGA - ORD
1 stop16h 55mFrontier
Mon 12/910:59 amORD - LGA
1 stop29h 01mFrontier
Deal found 11/19$116
Thu 12/510:59 pmLGA - MDW
1 stop26h 14mFrontier
Mon 12/97:15 amMDW - LGA
1 stop13h 45mFrontier
Deal found 11/18$128
Wed 12/47:29 amJFK - ORD
Nonstop2h 55mJetBlue
Thu 1/95:05 pmORD - JFK
Nonstop2h 26mJetBlue
Deal found 11/19$147
Fri 12/137:25 amLGA - ORD
Nonstop2h 40mUnited Airlines
Mon 12/169:00 amORD - LGA
Nonstop2h 12mUnited Airlines
Deal found 11/19$147
Thu 12/56:30 amLGA - MDW
Nonstop2h 30mSouthwest
Tue 12/106:00 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 11/19$148
Fri 12/63:15 pmJFK - ORD
Nonstop3h 00mDelta
Sat 12/76:05 pmORD - JFK
Nonstop2h 41mDelta
Deal found 11/18$157
Sat 12/79:29 pmEWR - ORD
Nonstop2h 31mUnited Airlines
Sun 12/86:00 amORD - EWR
Nonstop2h 10mUnited Airlines
Deal found 11/19$157

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 2,659,078 searches and data was last updated on November 19, 2024.

Fly from

Any airport

Route

Depart

Return

Price

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Thu 1/9

11:02 am-12:11 pm

1 stop26h 09m

Chicago Midway

Mon 1/13

11:33 am-1:59 pm

1 stop25h 26m

$109

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/4

5:59 pm-8:24 am

1 stop15h 25m

Chicago O'Hare Intl

Wed 1/8

11:12 am-2:24 pm

Nonstop2h 12m

$109

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/17

8:36 am-10:17 am

Nonstop2h 41m

Chicago O'Hare Intl

Tue 12/24

4:45 pm-8:00 pm

Nonstop2h 15m

$110

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 12/11

3:00 pm-8:24 am

1 stop18h 24m

Chicago O'Hare Intl

Mon 12/16

6:07 pm-1:59 pm

1 stop18h 52m

$114

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/4

5:59 pm-8:24 am

1 stop15h 25m

Chicago O'Hare Intl

Tue 1/7

3:00 pm-10:00 pm

1 stop6h 00m

$114

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/4

10:55 pm-12:34 am

Nonstop2h 39m

Chicago O'Hare Intl

Thu 1/9

5:05 am-9:03 am

Nonstop2h 58m

$116

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 1/28

10:59 am-4:16 pm

1 stop6h 17m

Chicago Midway

Fri 1/31

3:37 pm-4:00 pm

1 stop23h 23m

$117

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 1/7

8:55 am-4:14 pm

1 stop8h 19m

Chicago Midway

Thu 1/9

7:30 am-5:00 pm

1 stop8h 30m

$144

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 1/13

3:28 pm-5:18 pm

Nonstop2h 50m

Chicago O'Hare Intl

Sun 1/19

5:05 pm-8:31 pm

Nonstop2h 26m

$146

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 1/11

7:00 am-8:46 am

Nonstop2h 46m

Chicago O'Hare Intl

Tue 1/14

6:20 pm-9:32 pm

Nonstop2h 12m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 59 results
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Compare providers for flights to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FareScanPrice Accuracy3 starsTrust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Out of all of the providers offering Chicago flight deals, Cheapflights users have found FlightHub to have the most accurate pricing on Cheapflights vs. their site about >95% of the time, users can find the same price on Chicago flight deals on Cheapflights and FlightHub. This is based on searches made for Chicago flights over the past month.
  • Most trusted provider: FlightHub is the most trusted provider by Cheapflights users offering Chicago flight deals. With a user feedback rating of 3 out of 3 stars (3 being the best), FlightHub has received the most positive sentiment from Cheapflights users searching for flights to Chicago. This is based on data collected from Cheapflights searches made over the past month.

Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights to Chicago

Get recent, data-driven insights about flights to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from New York to Chicago. Price data was last updated on November 15, 2024.

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 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

How long is the flight to Chicago?

On average, a flight from New York to Chicago takes 10 hours 27 minutes. Flights to Chicago from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly round-trip from New York to Chicago. Price data was last updated on November 10, 2024.

Users looking for the lowest fares to Chicago should consider flying on Wednesday afternoons, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday afternoons, when prices are usually at their highest.

Weekly flight availability to Chicago

The most flights from New York to Chicago are scheduled on a Tuesday (177 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (74 on average).

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from New York to Chicago are American Airlines, United Airlines and Spirit Airlines.

American Airlines

American Airlines

From $137

United Airlines

United Airlines

From $142

Spirit Airlines

Spirit Airlines

From $68

Delta

Delta

From $105

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from New York to Chicago are Spirit Airlines, JetBlue and Delta.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 19, 2024.
See what other customers who have flown with Frontier, JetBlue and American Airlines 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.
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,765 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,460 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Porter Airlines
7.8
Good
286 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Air Transat
7.8
Good
389 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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

    Yes, flights with layovers 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, Spirit Airlines is rated the highest out of the airlines that fly to Chicago.

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

    Chicago Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost $35, while round-trip flights cost around $49.

  • How much is a round-trip flight to Chicago?

    A round-trip flight to Chicago will typically cost around $108, however they can be found for as little as $66.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Muskegon offers the quickest one-way flight (0 hours 50 minutes).

  • Which airport is closest to Aragon Ballroom?

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

  • Does Chicago O'Hare Intl have rental cars?

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

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

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

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