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$60+ Cheap flights to Chicago

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
may. 5 — may. 121
lun. 5/5
lun. 5/12
1 adult, Economy
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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 abril 30, 2025.

Popular in

December

Cheapest in

September

Average price

$237

Round-trip from

$118

One-way from

$60

Good round-trip deal

$199 or less

Good one-way deal

$117 or less
Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 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 abril 30, 2025.

sáb. 6/145:00 amEWR - ORD
Nonstop2h 37mSpirit Airlines
jue. 6/199:28 pmORD - EWR
Nonstop2h 18mSpirit Airlines
Deal found 4/28$118
vie. 5/3011:55 amLGA - ORD
1 stop12h 34mSpirit Airlines
lun. 6/27:35 pmORD - LGA
1 stop13h 25mSpirit Airlines
Deal found 4/27$138
mar. 5/1311:00 amJFK - ORD
Nonstop2h 48mDelta
mié. 5/2110:31 amORD - JFK
Nonstop2h 19mDelta
Deal found 4/28$147
sáb. 5/248:30 pmEWR - ORD
Nonstop2h 42mUnited Airlines
dom. 5/256:00 amORD - EWR
Nonstop2h 13mUnited Airlines
Deal found 4/28$147
lun. 5/198:00 pmJFK - ORD
Nonstop2h 54mJetBlue
mar. 5/276:15 amORD - JFK
Nonstop2h 15mJetBlue
Deal found 4/28$153
mar. 5/2011:25 amLGA - ORD
Nonstop2h 41mUnited Airlines
mar. 5/206:30 pmORD - LGA
Nonstop2h 18mUnited Airlines
Deal found 4/28$157
mié. 5/286:10 amLGA - MDW
Nonstop2h 20mSouthwest
mié. 6/48:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/28$157
mar. 5/202:45 pmLGA - ORD
Nonstop2h 43mDelta
mié. 5/217:00 amORD - LGA
Nonstop2h 12mDelta
Deal found 4/28$169
jue. 5/295:30 amEWR - RFD
1 stop10h 54mMultiple Airlines
dom. 6/14:16 pmRFD - EWR
1 stop17h 48mMultiple Airlines
Deal found 4/29$178
sáb. 6/215:45 amLGA - ORD
Nonstop2h 42mAmerican Airlines
mié. 6/258:25 pmORD - LGA
Nonstop2h 20mAmerican Airlines
Deal found 4/29$178
sáb. 6/146:00 amEWR - MDW
1 stop3h 41mDelta
sáb. 6/215:53 pmMDW - EWR
1 stop4h 07mDelta
Deal found 4/28$179
mié. 6/45:59 amEWR - ORD
1 stop5h 04mDelta
sáb. 6/74:25 pmORD - EWR
1 stop5h 35mDelta
Deal found 4/28$179

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 abril 30, 2025.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

New York

Route

Depart

Return

Price

NewarkChicago

EWR - ORD

EWRORD

Newark

sáb. 6/14

5:00 am-6:37 am

Nonstop2h 37m

Chicago O'Hare Intl

jue. 6/19

9:28 pm-12:46 am

Nonstop2h 18m

$118

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

vie. 5/30

11:55 am-11:29 pm

1 stop12h 34m

Chicago O'Hare Intl

lun. 6/2

7:35 pm-10:00 am

1 stop13h 25m

$138

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mar. 5/13

11:00 am-12:48 pm

Nonstop2h 48m

Chicago O'Hare Intl

mié. 5/21

10:31 am-1:50 pm

Nonstop2h 19m

$147

NewarkChicago

EWR - ORD

EWRORD

Newark

sáb. 5/24

8:30 pm-10:12 pm

Nonstop2h 42m

Chicago O'Hare Intl

dom. 5/25

6:00 am-9:13 am

Nonstop2h 13m

$147

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

lun. 5/19

8:00 pm-9:54 pm

Nonstop2h 54m

Chicago O'Hare Intl

mar. 5/27

6:15 am-9:30 am

Nonstop2h 15m

$153

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

mié. 5/28

9:45 pm-11:00 pm

Nonstop2h 15m

Chicago Midway

mié. 6/4

8:20 pm-11:25 pm

Nonstop2h 05m

$157

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 5/20

10:25 am-12:05 pm

Nonstop2h 40m

Chicago O'Hare Intl

mié. 5/21

9:00 am-12:13 pm

Nonstop2h 13m

$157

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 5/20

2:45 pm-4:28 pm

Nonstop2h 43m

Chicago O'Hare Intl

mié. 5/21

7:00 am-10:12 am

Nonstop2h 12m

$169

NewarkChicago

EWR - RFD

EWRRFD

Newark

jue. 5/29

5:30 am-3:24 pm

1 stop10h 54m

Chicago Greater Rockford

dom. 6/1

4:16 pm-11:04 am

1 stop17h 48m

$178

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

sáb. 6/21

5:45 am-7:27 am

Nonstop2h 42m

Chicago O'Hare Intl

mar. 6/24

6:00 am-9:02 am

Nonstop2h 02m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
FareScanPrice Accuracy-Trust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*2 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?

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 April 25, 2025.

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 28 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 December 16, 2024.

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 Tuesday (184 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (48 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 $140

United Airlines

United Airlines

From $148

Spirit Airlines

Spirit Airlines

From $37

Delta

Delta

From $68

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

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 abril 30, 2025.
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
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

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 $37, while round-trip flights cost around $33.

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

    A round-trip flight to Chicago will typically cost around $352, however they can be found for as little as $33.

  • 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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