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

View AU$128 flight on Sat, 6 Sep. 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 for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 28 Oct. - Sat, 15 Nov.
EWR
New York
MDW
Chicago
AU$256 Return, found 7 hours ago
AU$256
Return
found 7 hours ago
Select Delta flight, departing Tue, 28 Oct. from New York to Chicago, returning Sat, 15 Nov., priced at AU$256 found 7 hours ago
Delta
Tue, 2 Sep. - Sat, 13 Sep.
EWR
New York
MDW
Chicago
AU$263 Return, found 15 hours ago
AU$263
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Sep. from New York to Chicago, returning Sat, 13 Sep., priced at AU$263 found 15 hours ago
Delta
Tue, 30 Sep. - Tue, 14 Oct.
EWR
New York
MDW
Chicago
AU$264 Return, found 7 hours ago
AU$264
Return
found 7 hours ago
Select Delta flight, departing Tue, 30 Sep. from New York to Chicago, returning Tue, 14 Oct., priced at AU$264 found 7 hours ago
Delta
Fri, 31 Oct. - Sat, 15 Nov.
EWR
New York
MDW
Chicago
AU$271 Return, found 7 hours ago
AU$271
Return
found 7 hours ago
Select Delta flight, departing Fri, 31 Oct. from New York to Chicago, returning Sat, 15 Nov., priced at AU$271 found 7 hours ago
Delta
Thu, 2 Oct. - Sat, 18 Oct.
EWR
New York
MDW
Chicago
AU$299 Return, found 7 hours ago
AU$299
Return
found 7 hours ago
Select Delta flight, departing Thu, 2 Oct. from New York to Chicago, returning Sat, 18 Oct., priced at AU$299 found 7 hours ago
Delta
Fri, 3 Oct. - Tue, 7 Oct.
EWR
New York
MDW
Chicago
AU$302 Return, found 15 hours ago
AU$302
Return
found 15 hours ago
Select Delta flight, departing Fri, 3 Oct. from New York to Chicago, returning Tue, 7 Oct., priced at AU$302 found 15 hours ago
Delta
Fri, 3 Oct. - Sat, 18 Oct.
EWR
New York
MDW
Chicago
AU$303 Return, found 7 hours ago
AU$303
Return
found 7 hours ago
Select Delta flight, departing Fri, 3 Oct. from New York to Chicago, returning Sat, 18 Oct., priced at AU$303 found 7 hours ago
Delta
Sat, 11 Oct. - Sat, 25 Oct.
EWR
New York
MDW
Chicago
AU$309 Return, found 7 hours ago
AU$309
Return
found 7 hours ago
Select Delta flight, departing Sat, 11 Oct. from New York to Chicago, returning Sat, 25 Oct., priced at AU$309 found 7 hours ago
Delta
Fri, 3 Oct. - Tue, 14 Oct.
EWR
New York
MDW
Chicago
AU$313 Return, found 7 hours ago
AU$313
Return
found 7 hours ago
Select Delta flight, departing Fri, 3 Oct. from New York to Chicago, returning Tue, 14 Oct., priced at AU$313 found 7 hours ago
Delta
Thu, 2 Oct. - Tue, 14 Oct.
EWR
New York
MDW
Chicago
AU$314 Return, found 7 hours ago
AU$314
Return
found 7 hours ago
Select Delta flight, departing Thu, 2 Oct. from New York to Chicago, returning Tue, 14 Oct., priced at AU$314 found 7 hours ago

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

February is typically the cheapest month to fly

From AU$190 - AU$593 per traveller.

Graph displaying average flight prices per month

Flight from Newark Liberty Intl. Airport to Chicago route information
Origin airport
Newark Liberty Intl. Airport
Destination airport
Midway Intl.
Airlines serving
Delta
Return price
AU$254
Distance
1132 km

Your quick guide to flights from Newark Liberty Intl. Airport to Chicago

Pick up great flights from Newark Liberty Intl. Airport to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Newark Liberty Intl. Airport to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Newark Liberty Intl. Airport to Chicago that take around hours.

Find cheap flights from Newark Liberty Intl. Airport to Chicago

From the great flight deals with prices currently ranging from AU$256 to AU$314, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Newark Liberty Intl. Airport to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in October.

Reasons to book your flight from Newark Liberty Intl. Airport to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Newark Liberty Intl. Airport to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from Liberty Intl. Airport (EWR) to Midway Airport?
Pack your bags, because round-trip journeys from Newark Airport to Chicago Airport start from AU$256. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book now to secure the best deal. 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 Airport?
Most flights can be cancelled online, but whether you are charged a fee differs between airlines. If you do need to cancel your holiday, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from EWR to Chicago Airport 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 EWR to Chicago Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from EWR to MDW?
A flight distance of just 1 150 kilometres separates Newark and Chicago. Once you're up in the skies, you won't get a chance to do much more than flip through the pages of the in-flight magazine.
Which airlines fly direct from Liberty Intl. Airport (EWR) to Midway Intl. Airport (MDW)?
You won't find any airlines flying directly between Liberty Intl. Airport (EWR) and Chicago Airport, so be ready to make at least one stop on your journey. A layover, whether short or long, can be a nice way to break up a trip!
Are Liberty Intl. Airport (EWR) to MDW flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Liberty Intl. Airport (EWR) to MDW last minute could be your ticket to a fantastic deal. However, it could end up costing you a whole lot more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated on Expedia all the time.

Explore a world of travel with Expedia

Chicago Flight Deals

Chicago

Newark Liberty Intl. Airport to O'Hare Intl.
AU$225.50
Newark Liberty Intl. Airport Airports

New York

John F. Kennedy Intl. to Chicago
AU$391.80
*Available to Expedia members.