$40 Cheap Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)

View $40 flight on Thu, Jan 29, 2026Opens in a new window

Popular airlines from Newark Liberty Intl. Airport (EWR) to Chicago

Cheap Flights from Newark Liberty Intl. Airport to Chicago (EWR-CHI)

Prices were available within the past 7 days and start at $40 for one-way flights and $80 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Thu, Jan 29 - Mon, Feb 2
EWR
New York
ORD
Chicago
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jan 29 from New York to Chicago, returning Mon, Feb 2, priced at $80 just found
Frontier Airlines
Thu, Oct 23 - Tue, Oct 28
EWR
New York
MDW
Chicago
$90 Roundtrip, found 5 hours ago
$90
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Oct 23 from New York to Chicago, returning Tue, Oct 28, priced at $90 found 5 hours ago
Spirit Airlines
Fri, Feb 20 - Tue, Feb 24
EWR
New York
ORD
Chicago
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Feb 20 from New York to Chicago, returning Tue, Feb 24, priced at $95 just found
Spirit Airlines
Thu, Feb 19 - Wed, Feb 25
EWR
New York
ORD
Chicago
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Feb 19 from New York to Chicago, returning Wed, Feb 25, priced at $106 just found
Frontier Airlines
Tue, Oct 14 - Tue, Nov 4
EWR
New York
MDW
Chicago
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 14 from New York to Chicago, returning Tue, Nov 4, priced at $108 found 1 day ago
Spirit Airlines
Fri, Jan 9 - Sun, Jan 11
EWR
New York
ORD
Chicago
$110 Roundtrip, found 4 hours ago
$110
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Fri, Jan 9 from New York to Chicago, returning Sun, Jan 11, priced at $110 found 4 hours ago
Frontier Airlines
Thu, Oct 23 - Tue, Oct 28
EWR
New York
MDW
Chicago
$113 Roundtrip, found 14 hours ago
$113
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Oct 23 from New York to Chicago, returning Tue, Oct 28, priced at $113 found 14 hours ago
American Airlines
Tue, Oct 7 - Sat, Oct 11
EWR
New York
ORD
Chicago
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Oct 7 from New York to Chicago, returning Sat, Oct 11, priced at $126 found 1 hour ago
Delta
Sat, Jan 24 - Sat, Jan 31
EWR
New York
ORD
Chicago
$130 Roundtrip, found 16 hours ago
$130
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Jan 24 from New York to Chicago, returning Sat, Jan 31, priced at $130 found 16 hours ago
United
Tue, Dec 2 - Wed, Dec 3
EWR
New York
ORD
Chicago
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Dec 2 from New York to Chicago, returning Wed, Dec 3, priced at $137 found 2 hours ago

Find the cheapest month to fly from New York (EWR) to Chicago (CHI)

March is typically the cheapest month to fly

From $57 - $209 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $167
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $167
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $238
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $238
Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Origin airport
Newark Liberty Intl. Airport
Destination airport
O'Hare Intl.
Roundtrip price
$80
Distance
716 mi

Newark Liberty Intl. Airport to Chicago Flights

The cheapest times to fly from Newark Liberty Intl. Airport to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Newark Liberty Intl. Airport to Chicago are during the month of January. You can find some of the cheapest flights from Newark Liberty Intl. Airport to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Newark Liberty Intl. Airport to Chicago

Sunday is one of the best days to book for cheap flights from Newark Liberty Intl. Airport to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Newark Liberty Intl. Airport to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Newark Liberty Intl. Airport to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $40 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Newark Liberty Intl. Airport to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Newark Liberty Intl. Airport to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much is a flight from Liberty Intl. Airport (EWR) to Chicago, IL (CHI-All Airports)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight between EWR and Chicago, IL (CHI-All Airports) was $80. Fares this good don't stick around for long, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Liberty Intl. Airport (EWR) to Chicago, IL (CHI-All Airports)?
Most flights can be conveniently canceled online, but whether you incur a fee all comes down to your airline. If you do need to cancel your break, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Liberty Intl. Airport (EWR) to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Newark Airport to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from EWR to Chicago, IL (CHI-All Airports)?
Forget about a movie marathon on this flight — it's only 746 mi from Newark to Illinois. Sit down, buckle up and you'll be touching down in no time.
Which airlines fly direct from Newark Airport to Chicago, IL (CHI-All Airports)?
Many people opt to fly with United Airlines (UA) from Liberty Intl. Airport (EWR) to Chicago, IL (CHI-All Airports). This top airline offers 330 monthly flights, so you can easily find a flight time that works for you. American Airlines (AA) is also worth a look. It operates 182 flights a month. Between these two airlines, you'll be able to find a good deal from Newark to Illinois.
Are Liberty Intl. Airport (EWR) to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Tickets from Newark Airport to Chicago, IL (CHI-All Airports) are available up to a year prior to departure on Expedia. And although you may nab a great last-minute deal, it's not something you should count on. Also, booking your flights well in advance means you'll have more options — and you can avoid getting stuck in the dreaded middle seat! We frequently update our fares to bring you the best bargains, so keep checking in for all the latest specials.

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*Available to One Key members.