CA $107 Cheap Flights from Newark Liberty Intl. Airport (EWR) to Chicago (MDW)

View CA $107 flight on Wed, Sep. 3, 2025Opens in a new window

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

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Cheap flights from Newark Liberty Intl. Airport (EWR) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $107 for one-way flights and CA $220 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Sep. 3 - Sat, Sep. 13
EWR
New York
MDW
Chicago
CA $220 Roundtrip, found 1 day ago
CA $220
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep. 3 from New York to Chicago, returning Sat, Sep. 13, priced at CA $220 found 1 day ago
Delta
Sat, Aug. 30 - Sat, Sep. 6
EWR
New York
MDW
Chicago
CA $223 Roundtrip, found 14 hours ago
CA $223
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, Aug. 30 from New York to Chicago, returning Sat, Sep. 6, priced at CA $223 found 14 hours ago
Delta
Sat, Sep. 6 - Sat, Sep. 20
EWR
New York
MDW
Chicago
CA $226 Roundtrip, found 1 day ago
CA $226
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep. 6 from New York to Chicago, returning Sat, Sep. 20, priced at CA $226 found 1 day ago
Delta
Sat, Sep. 6 - Mon, Sep. 22
EWR
New York
MDW
Chicago
CA $240 Roundtrip, found 1 day ago
CA $240
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep. 6 from New York to Chicago, returning Mon, Sep. 22, priced at CA $240 found 1 day ago
Delta
Tue, Sep. 30 - Tue, Oct. 14
EWR
New York
MDW
Chicago
CA $261 Roundtrip, found 1 day ago
CA $261
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep. 30 from New York to Chicago, returning Tue, Oct. 14, priced at CA $261 found 1 day ago
Delta
Sun, Sep. 21 - Tue, Oct. 7
EWR
New York
MDW
Chicago
CA $262 Roundtrip, found 1 day ago
CA $262
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Sep. 21 from New York to Chicago, returning Tue, Oct. 7, priced at CA $262 found 1 day ago
Delta
Wed, Aug. 20 - Thu, Sep. 4
EWR
New York
MDW
Chicago
CA $276 Roundtrip, found 1 day ago
CA $276
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug. 20 from New York to Chicago, returning Thu, Sep. 4, priced at CA $276 found 1 day ago
Delta
Sat, Oct. 18 - Sat, Oct. 25
EWR
New York
MDW
Chicago
CA $302 Roundtrip, found 1 day ago
CA $302
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct. 18 from New York to Chicago, returning Sat, Oct. 25, priced at CA $302 found 1 day ago
Delta
Mon, Jan. 5 - Mon, Jan. 12
EWR
New York
MDW
Chicago
CA $311 Roundtrip, found 2 days ago
CA $311
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan. 5 from New York to Chicago, returning Mon, Jan. 12, priced at CA $311 found 2 days ago
Delta
Thu, Sep. 25 - Mon, Sep. 29
EWR
New York
MDW
Chicago
CA $315 Roundtrip, found 4 days ago
CA $315
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Sep. 25 from New York to Chicago, returning Mon, Sep. 29, priced at CA $315 found 4 days ago

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

February is typically the cheapest month to fly

From CA $170 - CA $532 per traveller.

Graph displaying average flight prices per month

Flight from Newark Liberty Intl. Airport to Chicago (EWR - MDW) route information
Origin airport
Newark Liberty Intl. Airport
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
CA $220
Distance
1132 km

Newark to Chicago Flights

The easy way to book your flights from Newark Liberty Intl. Airport to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Newark Liberty Intl. Airport whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Newark Liberty Intl. Airport to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Newark Liberty Intl. Airport, EWR to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Newark Liberty Intl. Airport to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Newark Liberty Intl. Airport currently is just CA $220 rising to CA $315.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Newark Liberty Intl. Airport 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently asked questions

How much is a flight from Liberty Intl. Airport (EWR) to Chicago Airport?
Round-trip flights between Liberty Intl. Airport (EWR) and Midway Airport start from CA $220. This is based on fares listed within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Newark Airport to Midway Intl. Airport (MDW)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Newark Airport to Chicago Airport that have flexible change policies?
Plenty of airlines offer the option to move your flight without charging a fee. All you pay is the difference in the ticket price. When looking for EWR to Chicago Airport flights, you'll find a "No change fees" box for you to pick.
How many hours is the flight from Newark Airport to MDW?
You may like to bring your own entertainment (like some downloaded podcasts), as it takes approximately 4 hours and 9 minutes to reach Midway Airport from Liberty Intl. Airport (EWR). A pair of noise-cancelling headphones will be handy too.
How far is the flight from Liberty Intl. Airport (EWR) to Midway Intl. Airport (MDW)?
It's only 1,150 kilometres between Newark and Chicago. It's quite possible that you'll spend more time travelling to and from the airport than actually flying!
Which airlines fly direct from Newark Airport to Chicago Airport?
There are no direct flights, so you'll have to make at least one stop between Newark Airport and MDW. Use the layover time to stretch your legs and take a break.
Are Newark Airport to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Newark Airport to MDW last minute could save you some cash. However, it might cost you a whole lot more! If you'd prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.

Explore a world of travel with Expedia

Chicago nearby Airports

Chicago

Newark Liberty Intl. Airport to O'Hare Intl.
CA $137.35
Newark Liberty Intl. Airport nearby Airports

New York

White Plains

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