Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Newark Airport to Chicago from $104

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 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Newark Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 9:59 am
EWR
-
MDW
4h 59m
1 stop
Delta Logo
9:24 am - 3:59 pm
MDW
-
EWR
5h 35m
1 stop
$207Delta
Wed, Aug 12 - Sat, Aug 15
Delta Logo
1:00 pm - 6:33 pm
EWR
-
MDW
6h 33m
1 stop
Delta Logo
6:05 am - 12:18 pm
MDW
-
EWR
5h 13m
1 stop
$209Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
6:00 am - 10:05 am
EWR
-
MDW
5h 05m
1 stop
Delta Logo
4:22 pm - 12:10 am
MDW
-
EWR
6h 48m
1 stop
$214Delta
Wed, Jul 15 - Sat, Aug 1
Delta Logo
1:00 pm - 6:33 pm
EWR
-
MDW
6h 33m
1 stop
Delta Logo
6:05 am - 12:18 pm
MDW
-
EWR
5h 13m
1 stop
$217Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
7:00 am - 12:05 pm
EWR
-
MDW
6h 05m
1 stop
Delta Logo
5:15 pm - 12:58 am
MDW
-
EWR
6h 43m
1 stop
$225Delta
Thu, Oct 29 - Fri, Oct 30
Delta Logo
9:40 am - 12:33 pm
EWR
-
MDW
3h 53m
1 stop
Delta Logo
5:59 pm - 11:03 pm
MDW
-
EWR
4h 04m
1 stop
$227Delta
Thu, Dec 3 - Sun, Jan 3
Delta Logo
7:05 am - 11:51 am
EWR
-
MDW
5h 46m
1 stop
Delta Logo
6:05 am - 12:18 pm
MDW
-
EWR
5h 13m
1 stop
$234Delta
Tue, Aug 4 - Wed, Aug 5
Delta Logo
6:00 am - 10:05 am
EWR
-
MDW
5h 05m
1 stop
Delta Logo
6:35 pm - 11:25 pm
MDW
-
EWR
3h 50m
1 stop
$237Delta
Wed, Jul 15 - Sat, Jul 18
Delta Logo
7:05 am - 11:51 am
EWR
-
MDW
5h 46m
1 stop
Delta Logo
6:42 pm - 11:25 pm
MDW
-
EWR
3h 43m
1 stop
$238Delta
Tue, Aug 4 - Sat, Aug 8
Delta Logo
4:29 pm - 10:36 pm
EWR
-
MDW
7h 07m
1 stop
Delta Logo
6:05 am - 2:14 pm
MDW
-
EWR
7h 09m
1 stop
$239Delta
Fri, Aug 7 - Tue, Aug 11

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Newark Airport to Chicago Midway Airport

Our best Delta deals on Newark Airport to Chicago Midway Airport flight tickets
Delta
Aug 12
EWR6:00 amNewark
4h 59m
1 stop
MDW9:59 amChicago Midway
Aug 19
MDW6:05 amChicago Midway
5h 13m
1 stop
EWR12:18 pmNewark
$207
Delta
Aug 14
EWR1:00 pmNewark
6h 33m
1 stop
MDW6:33 pmChicago Midway
Aug 18
MDW6:05 amChicago Midway
5h 13m
1 stop
EWR12:18 pmNewark
$209
Delta
Jul 15
EWR6:00 amNewark
5h 05m
1 stop
MDW10:05 amChicago Midway
Aug 1
MDW4:22 pmChicago Midway
6h 48m
1 stop
EWR12:10 amNewark
$214

Frontier flights from Newark Airport to Chicago Midway Airport

Our best Frontier deals on Newark Airport to Chicago Midway Airport flight tickets
Frontier
Jul 15
EWR5:55 amNewark
6h 12m
1 stop
MDW11:07 amChicago Midway
Jul 28
MDW12:11 pmChicago Midway
8h 17m
1 stop
EWR9:28 pmNewark
$240
Frontier
Jul 11
EWR5:55 amNewark
6h 12m
1 stop
MDW11:07 amChicago Midway
Jul 15
MDW12:11 pmChicago Midway
8h 17m
1 stop
EWR9:28 pmNewark
$241
Frontier
Jul 15
EWR5:55 amNewark
6h 12m
1 stop
MDW11:07 amChicago Midway
Jul 22
MDW12:11 pmChicago Midway
8h 17m
1 stop
EWR9:28 pmNewark
$244

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 July 1, 2026.
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

Cheapest round-trip

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 8/12

6:00 am-9:59 am

1 stop4h 59m

Chicago Midway

Sat 8/15

9:24 am-3:59 pm

1 stop5h 35m

$207

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 8/14

1:00 pm-6:33 pm

1 stop6h 33m

Chicago Midway

Tue 8/18

6:05 am-12:18 pm

1 stop5h 13m

$209

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 7/15

6:00 am-10:05 am

1 stop5h 05m

Chicago Midway

Sat 8/1

4:22 pm-12:10 am

1 stop6h 48m

$214

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 8/14

1:00 pm-6:33 pm

1 stop6h 33m

Chicago Midway

Tue 8/18

6:05 am-12:18 pm

1 stop5h 13m

$217

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 10/29

7:00 am-12:05 pm

1 stop6h 05m

Chicago Midway

Fri 10/30

5:15 pm-12:58 am

1 stop6h 43m

$225
Quickest round-trip

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 12/3

9:40 am-12:33 pm

1 stop3h 53m

Chicago Midway

Sun 1/3

5:59 pm-11:03 pm

1 stop4h 04m

$227

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 8/4

7:05 am-11:51 am

1 stop5h 46m

Chicago Midway

Wed 8/5

6:05 am-12:18 pm

1 stop5h 13m

$234

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 7/15

6:00 am-10:05 am

1 stop5h 05m

Chicago Midway

Sat 7/18

6:35 pm-11:25 pm

1 stop3h 50m

$237

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 8/4

7:05 am-11:51 am

1 stop5h 46m

Chicago Midway

Sat 8/8

6:42 pm-11:25 pm

1 stop3h 43m

$238

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 8/7

4:29 pm-10:36 pm

1 stop7h 07m

Chicago Midway

Tue 8/11

6:05 am-2:14 pm

1 stop7h 09m

$239

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Newark Airport and Chicago Midway Airport?

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

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Newark Airport, with most prices found around $112. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Newark Airport during the month December is also very affordable. Most momondo users find prices during this month for around $134.

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 $278. 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 $403.

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 $241 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $376. 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 Airport to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Newark Airport to Chicago Midway Airport 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?

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

$150

Fastest flight time

3h 45m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Newark Airport in the past 72 hours is $150. The best round-trip flight deal from Newark Airport to Chicago Midway Airport found on momondo in the last 72 hours is $202.
The fastest flight from Newark Airport to Chicago Midway Airport takes 3h 45m
There are no direct flights from Newark Airport to Chicago Midway Airport. There are no popular flight routes from Newark Airport to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Newark Airport to Chicago Midway Airport

  • 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 3h 45m 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 $55Free CancellationRating
5.6
2,849 reviews
Search Frontier flights
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,909 reviews
Search United Airlines flights
DeltaPriceFrom $186Free CancellationRating
7.8
8,452 reviews
Search Delta flights

Traveling to a place near Chicago?

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 7/31
Fri 8/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago