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Cheap flights from Newark Airport to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Newark Airport to Chicago departing on 3/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:30 am - 10:19 pm
EWR
-
MDW
11h 49m1 stop
Frontier Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
$115Frontier
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
11:30 am - 10:19 pm
EWR
-
MDW
11h 49m1 stop
Frontier Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
$116Frontier
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
5:01 pm - 1:08 am
MDW
-
EWR
7h 07m1 stop
$117Frontier
Thu, Jan 15 - Thu, Jan 22
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
1:20 pm - 9:35 pm
MDW
-
EWR
7h 15m1 stop
$118Frontier
Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
3:30 pm - 11:09 pm
EWR
-
MDW
8h 39m1 stop
Multiple Airlines Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
$119Multiple Airlines
Mon, Jan 12 - Thu, Jan 15
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
1:20 pm - 9:35 pm
MDW
-
EWR
7h 15m1 stop
$121Frontier
Tue, Jan 13 - Tue, Jan 20
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
1:20 pm - 9:35 pm
MDW
-
EWR
7h 15m1 stop
$122Frontier
Tue, Jan 13 - Tue, Jan 20
Multiple Airlines Logo
3:30 pm - 11:09 pm
EWR
-
MDW
8h 39m1 stop
Multiple Airlines Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
$124Multiple Airlines
Mon, Jan 12 - Tue, Jan 13
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
6:10 am - 1:13 am
MDW
-
EWR
18h 03m1 stop
$128Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
Frontier Logo
8:28 am - 1:13 am
MDW
-
EWR
15h 45m1 stop
$129Frontier
Thu, Jan 15 - Mon, Jan 19

Frontier flights from Newark Airport to Chicago Midway Airport

Our best Frontier deals on Newark Airport to Chicago Midway Airport flight tickets
Frontier
Jan 15
EWR11:30 amNewark
11h 49m
1 stop
MDW10:19 pmChicago Midway
Jan 18
MDW6:30 pmChicago Midway
2h 00m
EWR9:30 pmNewark
$115
Find similar
Frontier
Jan 15
EWR11:30 amNewark
11h 49m
1 stop
MDW10:19 pmChicago Midway
Jan 18
MDW6:30 pmChicago Midway
2h 00m
EWR9:30 pmNewark
$116
Find similar
Frontier
Jan 15
EWR10:30 pmNewark
2h 32m
MDW12:02 amChicago Midway
Jan 22
MDW5:01 pmChicago Midway
7h 07m
1 stop
EWR1:08 amNewark
$117
Find similar

Delta flights from Newark Airport to Chicago Midway Airport

Our best Delta deals on Newark Airport to Chicago Midway Airport flight tickets
Delta
Jan 22
EWR9:47 amNewark
3h 59m
1 stop
MDW12:46 pmChicago Midway
Jan 25
MDW6:35 pmChicago Midway
3h 38m
1 stop
EWR11:13 pmNewark
$177
Find similar
Delta
Jan 22
EWR9:47 amNewark
3h 59m
1 stop
MDW12:46 pmChicago Midway
Jan 25
MDW6:35 pmChicago Midway
3h 38m
1 stop
EWR11:13 pmNewark
$178
Find similar
Delta
Dec 17
EWR11:56 amNewark
5h 38m
1 stop
MDW4:34 pmChicago Midway
Jan 12
MDW6:14 pmChicago Midway
3h 59m
1 stop
EWR11:13 pmNewark
$275
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Newark Airport to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from Newark Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

11:30 am-10:19 pm

1 stop11h 49m

Chicago Midway

Sun 1/18

6:30 pm-9:30 pm

Nonstop2h 00m

$115

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

11:30 am-10:19 pm

1 stop11h 49m

Chicago Midway

Sun 1/18

6:30 pm-9:30 pm

Nonstop2h 00m

$116

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Thu 1/22

5:01 pm-1:08 am

1 stop7h 07m

$117

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Tue 1/20

1:20 pm-9:35 pm

1 stop7h 15m

$118

NewarkChicago

EWR - MDW

EWRMDW

Newark

Mon 1/12

3:30 pm-11:09 pm

1 stop8h 39m

Chicago Midway

Thu 1/15

6:30 pm-9:30 pm

Nonstop2h 00m

$119

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 1/13

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Tue 1/20

1:20 pm-9:35 pm

1 stop7h 15m

$121

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 1/13

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Tue 1/20

1:20 pm-9:35 pm

1 stop7h 15m

$122

NewarkChicago

EWR - MDW

EWRMDW

Newark

Mon 1/12

3:30 pm-11:09 pm

1 stop8h 39m

Chicago Midway

Tue 1/13

6:30 pm-9:30 pm

Nonstop2h 00m

$124

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Mon 1/19

6:10 am-1:13 am

1 stop18h 03m

$128

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Mon 1/19

8:28 am-1:13 am

1 stop15h 45m

$129

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Newark Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Newark Airport, with most prices found around $160. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Newark Airport during the month January is also very affordable. Most momondo users find prices during this month for around $203.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Newark Airport. The lowest ticket price found for a Tuesday departure recently was $262. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Newark Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $417.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Newark Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $227 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $359. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Newark to Chicago Midway flight route?

Fly from Newark to Chicago Midway for the best Newark - Chicago Midway flight prices

What cabin class options are available on Newark to Chicago Midway flights?

There is only 1 cabin class available to choose from on Newark to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Newark Airport to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Newark Airport to Chicago Midway Airport.

How have Newark Airport to Chicago Midway Airport flight prices changed over time?

As of December 2025, prices for Newark Airport to Chicago Midway Airport flights are approximately 72% cheaper when compared to flights at the same time last year.

When to book flights from Newark Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Newark Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Newark Airport to Chicago Midway Airport (EWR to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Newark Airport to Chicago Midway Airport

Best Price Found

$70

Fastest flight time

2h 31m

Direct flights

Mon, Wed and Fri
The best one-way flight to Chicago Midway Airport from Newark Airport in the past 72 hours is $70. The best round-trip flight deal from Newark Airport to Chicago Midway Airport found on momondo in the last 72 hours is $67.
The fastest flight from Newark Airport to Chicago Midway Airport takes 2h 31m
Direct flights go from Newark Airport to Chicago Midway Airport on Monday, Wednesday and Friday. The only airline offering direct flights is Frontier.
Search flight deals

  • How far is Newark to Chicago Midway by plane?

    The straight-line distance from Newark to Chicago Midway is 707.8 mi. Typically, this will take 2h 31m by plane in normal conditions.

  • When did momondo last update prices for flights from Newark Airport to Chicago Midway Airport?

    Prices for flights from Newark Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Newark Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Newark Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Newark Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Newark Airport to Chicago Midway Airport?

  • What is the most popular airline from Newark Airport to Chicago Midway Airport?

Best airlines flying from Newark Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Newark Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $59Free CancellationRating
5.8
3,082 reviews
Search Frontier flights
United AirlinesPriceFrom $118Free CancellationRating
7.4
9,094 reviews
Search United Airlines flights
DeltaPriceFrom $192Free CancellationRating
7.9
8,009 reviews
Search Delta flights

  • Frontier Flights From Newark Airport to Chicago Midway Airport

    The lowest priced Frontier flight from Newark Airport to Chicago Midway Airport from the last 72 hours was $59. Generally, Frontier has 3 flights on this route every week with an average price of $209. Frontier is rated 5.8/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New York to Chicago for you.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from New York to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from New York.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from New York. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport trip

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