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Chicago

Cheap flights to Chicago, IL - Compare and Save

— CHI
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
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Flights to Chicago in 2026

Find the latest flights to Chicago in 2026, 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 April 2, 2026.

Popular in

June

Cheapest in

January

Average price

$239

Round-trip from

$106

One-way from

$59

Good round-trip deal

$66 or less

Good one-way deal

$57 or less
Highest demand for flights based on searches. 11% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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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 April 2, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:38 pm
LGA
-
ORD
Nonstop2h 36m
Spirit Airlines
Sat 4/2510:33 am
ORD
-
LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/28$106
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:38 pm
LGA
-
ORD
Nonstop2h 36m
Spirit Airlines
Sat 4/2510:33 am
ORD
-
LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/29$107
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 4/222:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$108
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:59 am
LGA
-
ORD
1 stop8h 32m
Spirit Airlines
Tue 4/212:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/28$111
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Fri 4/242:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$112
This Booking.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/202:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$113
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 4/272:09 pm
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 3/31$114
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:30 am
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 4/147:31 pm
ORD
-
LGA
Nonstop2h 05m
Spirit Airlines
Deal found 3/30$116
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:08 am
EWR
-
ORD
Nonstop2h 34m
Multiple Airlines
Wed 4/226:08 pm
ORD
-
EWR
1 stop6h 08m
Multiple Airlines
Deal found 3/29$117
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:15 pm
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Sat 4/1810:33 am
ORD
-
LGA
Nonstop2h 10m
Spirit Airlines
Deal found 3/31$117
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:30 am
EWR
-
MDW
Nonstop2h 30m
Frontier
Thu 4/232:15 pm
MDW
-
EWR
1 stop10h 01m
Frontier
Deal found 3/31$118
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:54 pm
EWR
-
ORD
Nonstop2h 28m
Spirit Airlines
Fri 4/1712:47 pm
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 3/28$118

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 April 2, 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 5/28

9:40 pm-11:30 pm

Nonstop2h 50m

Chicago O'Hare Intl

Sat 5/30

9:19 pm-12:42 am

Nonstop2h 23m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 4/23

7:30 am-9:23 am

Nonstop2h 53m

Chicago O'Hare Intl

Mon 4/27

7:44 pm-10:59 pm

Nonstop2h 15m

$177

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Thu 4/23

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Mon 4/27

7:50 pm-10:55 pm

Nonstop2h 05m

$177

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 5/23

6:10 pm-8:05 pm

Nonstop2h 55m

Chicago O'Hare Intl

Sat 5/30

6:00 am-9:12 am

Nonstop2h 12m

$177
Quickest round-trip

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 4/24

9:45 pm-11:10 pm

Nonstop2h 25m

Chicago Midway

Sun 4/26

5:20 am-8:20 am

Nonstop2h 00m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 5/28

6:10 am-7:49 am

Nonstop2h 39m

Chicago O'Hare Intl

Sat 5/30

6:30 pm-9:59 pm

Nonstop2h 29m

$177

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Mon 4/27

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Mon 5/4

8:10 am-11:15 am

Nonstop2h 05m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 5/23

7:25 pm-9:13 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sat 5/30

4:00 pm-7:22 pm

Nonstop2h 22m

$177

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 4/24

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Sun 4/26

5:20 am-8:20 am

Nonstop2h 00m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 4/17

8:25 pm-10:15 pm

Nonstop2h 50m

Chicago O'Hare Intl

Mon 4/20

6:00 am-9:14 am

Nonstop2h 14m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

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*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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.

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 March 13, 2026.

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 64 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 9 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 March 28, 2026.

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

Weekly flight availability to Chicago

The most flights from New York to Chicago are scheduled on a Wednesday (181 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

What are the most popular airlines that fly to Chicago?

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

American Airlines
American Airlines
From $91
United Airlines
United Airlines
From $93
Frontier
Frontier
From $18
Southwest
Southwest
From $77

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from New York to Chicago are Frontier, Spirit Airlines 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 April 2, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines to the United States. 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
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,337 reviews
Southwest
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,370 reviews
Southwest
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,533 reviews
Southwest
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,549 reviews
Southwest
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,576 reviews
Southwest
8.0
Very good
4,337 reviews

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $43.

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

    A round-trip flight to Chicago will typically cost around $180, however they can be found for as little as $58.

  • 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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