What is the cheapest month to fly to Chicago?

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

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 Greater Rockford is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Greater Rockford typically cost $38, while round-trip flights cost around $48.

How much is a round-trip flight to Chicago?

A round-trip flight to Chicago will typically cost around $2,822, however they can be found for as little as $79.

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).

Most accurate provider : Out of all of the providers offering Chicago flight deals, Cheapflights users have found CheapOair 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 CheapOair. This is based on searches made for Chicago flights over the past month.

Most trusted provider : CheapOair 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), CheapOair 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.

Cheap Flights to Chicago, Illinois (IL) from $61

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Flights to Chicago in 2025

Popular in	December
Cheapest in	September
Average price	$267
Round-trip from	$116
One-way from	$61
Good round-trip deal	$199 or less
Good one-way deal	$119 or less

Highest demand for flights based on searches. 2% potential increase in price ($5 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in May 2025

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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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Price to beat on a round-trip flight from New York to Chicago.

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Price to beat on a 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 mayo 29, 2025.

jue. 6/265:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

lun. 6/307:39 pmORD - EWR

1 stop12h 20mSpirit Airlines

Deal found 5/28$116

dom. 6/225:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

jue. 6/269:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$117

mié. 6/115:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mié. 6/189:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/29$118

jue. 6/125:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

sáb. 6/149:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$119

mar. 6/105:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

sáb. 6/149:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/29$120

sáb. 6/215:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

mar. 7/15:05 amORD - EWR

1 stop10h 48mSpirit Airlines

Deal found 5/28$121

jue. 6/125:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

lun. 6/169:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$122

lun. 6/236:53 amEWR - ORD

1 stop9h 40mSpirit Airlines

sáb. 6/289:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$123

lun. 6/166:53 amEWR - ORD

1 stop9h 40mSpirit Airlines

vie. 6/209:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$124

dom. 6/225:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

mar. 7/19:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$125

sáb. 6/145:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

sáb. 6/219:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$126

dom. 6/225:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

mar. 6/249:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$127

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated mayo 29, 2025.

jue. 6/265:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

lun. 6/307:39 pmORD - EWR

1 stop12h 20mSpirit Airlines

Deal found 5/28$116

mié. 6/185:00 amEWR - ORD

Nonstop2h 37mMultiple Airlines

mié. 6/185:38 pmORD - EWR

1 stop6h 06mMultiple Airlines

Deal found 5/28$135

mié. 6/259:30 pmJFK - ORD

Nonstop2h 55mJetBlue

mié. 7/26:15 amORD - JFK

Nonstop2h 11mJetBlue

Deal found 5/28$141

mar. 7/15:45 amLGA - ORD

Nonstop2h 42mAmerican Airlines

sáb. 7/59:10 amORD - LGA

Nonstop2h 18mAmerican Airlines

Deal found 5/28$141

mié. 6/256:05 amLGA - MDW

Nonstop2h 20mSouthwest

mar. 7/17:20 pmMDW - LGA

Nonstop2h 10mSouthwest

Deal found 5/28$141

mié. 7/29:50 amLGA - ORD

Nonstop2h 55mDelta

jue. 7/36:00 amORD - LGA

Nonstop2h 13mDelta

Deal found 5/29$157

mar. 8/127:46 pmEWR - ORD

Nonstop2h 42mUnited Airlines

sáb. 8/165:55 pmORD - EWR

Nonstop2h 33mUnited Airlines

Deal found 5/28$159

vie. 6/206:59 amJFK - ORD

1 stop26h 14mFrontier

dom. 6/229:56 pmORD - JFK

1 stop30h 34mFrontier

Deal found 5/28$162

mar. 7/811:55 amEWR - MDW

1 stop28h 42mAllegiant Air

vie. 7/112:54 pmMDW - EWR

1 stop18h 11mAllegiant Air

Deal found 5/28$208

dom. 6/225:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

jue. 6/269:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$117

mar. 6/105:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

vie. 6/139:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$118

lun. 6/3011:45 amEWR - ORD

1 stop23h 48mSun Country Air

mar. 7/811:50 amORD - EWR

1 stop21h 52mSun Country Air

Deal found 5/28$265

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated mayo 29, 2025 and is based on user searches.

mar. 6/35:55 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mar. 6/39:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/27$138

mié. 6/45:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

vie. 6/139:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/27$118

mié. 6/45:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mar. 6/109:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$127

mié. 6/45:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mié. 6/49:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$139

jue. 6/55:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mar. 6/109:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$126

jue. 6/55:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

sáb. 6/149:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$128

vie. 6/611:55 amLGA - ORD

1 stop12h 34mSpirit Airlines

mié. 6/115:51 amORD - LGA

Nonstop2h 09mSpirit Airlines

Deal found 5/27$138

sáb. 6/72:00 pmEWR - ORD

1 stop10h 29mSpirit Airlines

mié. 6/119:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$123

sáb. 6/72:00 pmEWR - ORD

1 stop10h 29mSpirit Airlines

vie. 6/279:28 pmORD - EWR

Nonstop2h 18mSpirit Airlines

Deal found 5/28$137

sáb. 6/711:55 amLGA - ORD

1 stop12h 34mSpirit Airlines

mar. 6/175:51 amORD - LGA

Nonstop2h 09mSpirit Airlines

Deal found 5/28$137

dom. 6/85:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mié. 6/119:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$116

dom. 6/85:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

mié. 6/119:08 pmORD - EWR

Nonstop2h 21mSpirit Airlines

Deal found 5/28$140

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated mayo 29, 2025.

jue. 6/125:00 amEWR - ORD

Nonstop2h 37mSpirit Airlines

Deal found 5/29$61

jue. 6/55:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

Deal found 5/28$62

dom. 6/85:59 amEWR - MDW

1 stop8h 50mFrontier

Deal found 5/28$63

jue. 6/55:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

Deal found 5/28$64

mar. 6/105:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

Deal found 5/28$65

sáb. 8/211:01 amEWR - MDW

1 stop12h 34mFrontier

Deal found 5/28$68

jue. 6/55:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

Deal found 5/28$68

mié. 7/161:55 pmEWR - ORD

1 stop7h 33mSpirit Airlines

Deal found 5/28$69

mié. 6/45:00 amEWR - ORD

Nonstop2h 32mSpirit Airlines

Deal found 5/28$70

mié. 7/2311:10 amEWR - ORD

1 stop10h 18mSpirit Airlines

Deal found 5/27$71

mar. 7/225:57 amEWR - ORD

1 stop10h 34mSpirit Airlines

Deal found 5/28$72

vie. 6/201:10 pmJFK - ORD

1 stop11h 39mFrontier

Deal found 5/28$73

Cheapflights Fare Finder

Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

jue. 6/26

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

lun. 6/30

7:39 pm-8:59 am

1 stop12h 20m

$116

NewarkChicago

EWR - ORD

EWRORD

Newark

dom. 6/22

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

jue. 6/26

9:28 pm-12:46 am

Nonstop2h 18m

$117

NewarkChicago

EWR - ORD

EWRORD

Newark

mié. 6/11

5:00 am-6:32 am

Nonstop2h 32m

Chicago O'Hare Intl

mié. 6/18

9:28 pm-12:46 am

Nonstop2h 18m

$118

NewarkChicago

EWR - ORD

EWRORD

Newark

jue. 6/12

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

sáb. 6/14

9:28 pm-12:46 am

Nonstop2h 18m

$119

NewarkChicago

EWR - ORD

EWRORD

Newark

mar. 6/10

5:00 am-6:32 am

Nonstop2h 32m

Chicago O'Hare Intl

sáb. 6/14

9:28 pm-12:46 am

Nonstop2h 18m

$120

NewarkChicago

EWR - ORD

EWRORD

Newark

sáb. 6/21

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

mar. 7/1

5:05 am-4:53 pm

1 stop10h 48m

$121

NewarkChicago

EWR - ORD

EWRORD

Newark

jue. 6/12

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

lun. 6/16

9:28 pm-12:46 am

Nonstop2h 18m

$122

NewarkChicago

EWR - ORD

EWRORD

Newark

mié. 6/18

11:04 am-4:34 pm

1 stop6h 30m

Chicago O'Hare Intl

sáb. 6/21

9:28 pm-12:46 am

Nonstop2h 18m

$135

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mié. 6/25

9:30 pm-11:25 pm

Nonstop2h 55m

Chicago O'Hare Intl

mié. 7/2

6:15 am-9:26 am

Nonstop2h 11m

$141

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 7/1

5:45 am-7:27 am

Nonstop2h 42m

Chicago O'Hare Intl

sáb. 7/5

9:10 am-12:28 pm

Nonstop2h 18m

$141

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/28

Showing 1-10 of 60 results

...

Compare providers for flights to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals to Chicago in May.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*2 stars
Priceline	Price Accuracy2 stars	Trust Score*3 stars
FareScan	Price Accuracy-	Trust Score*3 stars
Kiwi.com	Price Accuracy3 stars	Trust Score*3 stars
CheapOair	Price Accuracy3 stars	Trust Score*3 stars
Justfly.com	Price Accuracy3 stars	Trust Score*2 stars
Flightnetwork	Price Accuracy-	Trust 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 CheapOair 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 CheapOair. This is based on searches made for Chicago flights over the past month.
Most trusted provider: CheapOair 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), CheapOair 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.

Cheapflights Insights

Everything you need to know about your flight to Chicago

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 35 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 7 hours 0 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?

Users looking for the lowest fares to Chicago should consider flying on Tuesday mornings, 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 Thursday (192 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (83 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.

What are the cheapest airlines that fly to Chicago?

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

Rainfall in Chicago 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

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

See what other customers who have flown with Alaska Airlines, Southwest and Delta 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

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Alaska Airlines

8.0

Very good

10,000 reviews

Alaska Airlines

8.0

Very good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Southwest

8.0

Very good

4,286 reviews

Alaska Airlines

8.0

Very good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Delta

8.0

Very good

7,954 reviews

Alaska Airlines

8.0

Very good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

United Airlines

7.4

Good

8,756 reviews

Alaska Airlines

8.0

Very good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

JetBlue

7.3

Good

2,927 reviews

Alaska Airlines

8.0

Very good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

FAQs about flying to Chicago

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 Greater Rockford is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Greater Rockford typically cost $38, while round-trip flights cost around $48.
How much is a round-trip flight to Chicago?
A round-trip flight to Chicago will typically cost around $2,822, however they can be found for as little as $79.
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).

See more FAQs

Merrillville

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

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Cheap flights to Chicago, IL - Compare and Save

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on mayo 29, 2025.

Popular in

Cheapest in

Average price

Round-trip from

One-way from

Good round-trip deal

Good one-way deal

Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on mayo 29, 2025.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on mayo 29, 2025.

Cheapflights Fare Finder

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 2,558,603 searches and data was last updated on mayo 29, 2025.

Use the filters below to find and compare flights to Chicago that are best for you.

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 May.

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.

Cheapflights Insights

Everything you need to know about your flight to Chicago

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 May 23, 2025.

How long is the flight to Chicago?

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 December 16, 2024.

Weekly flight availability to Chicago

What are the most popular airlines that fly to Chicago?

What are the cheapest airlines that fly to Chicago?

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

See what other customers who have flown with Alaska Airlines, Southwest and Delta 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.

FAQs about flying to Chicago

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

What is the best airline to fly to Chicago?

What is the cheapest airport to fly to in Chicago?

How much is a round-trip flight to Chicago?

Where does the fastest flight to Chicago depart from?

Which airport is closest to Aragon Ballroom?

Does Chicago O'Hare Intl have rental cars?

Are there hotels close to Chicago O'Hare Intl?

Traveling to a place near Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find the best flight deals to Chicago

Some of the lowest fares we’ve come across for flights to Chicago.

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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 mayo 29, 2025.