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Cheap flights from Newark Airport to Chicago from $86

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 11/16. 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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Find the cheapest flights from Newark Airport to Chicago

Cheap round-trip flights

Frontier Logo
5:55 am - 2:01 pmEWR-MDW
9h 06m1 stop
Frontier Logo
5:15 pm - 12:34 amMDW-EWR
6h 19m1 stop
$174Frontier
Find Deal
Wed, Sep 3 - Fri, Sep 5
Logo
5:55 am - 3:58 pmEWR-MDW
11h 03m1 stop
Logo
9:00 am - 8:59 pmMDW-EWR
10h 59m2 stops
$175
Find Deal
Tue, Sep 30 - Wed, Oct 1
Frontier Logo
11:15 am - 4:00 pmEWR-MDW
5h 45m1 stop
Frontier Logo
4:56 pm - 12:34 amMDW-EWR
6h 38m1 stop
$177Frontier
Find Deal
Fri, Sep 5 - Thu, Sep 11
Logo
11:15 am - 3:58 pmEWR-MDW
5h 43m1 stop
Logo
6:20 am - 9:58 amMDW-EWR
26h 38m1 stop
$178
Find Deal
Thu, Sep 4 - Sun, Sep 14
Delta Logo
1:10 pm - 6:25 pmEWR-MDW
6h 15m1 stop
Delta Logo
6:23 pm - 11:10 pmMDW-EWR
3h 47m1 stop
$179Delta
Find Deal
Wed, Oct 8 - Sat, Oct 11
Logo
10:00 pm - 3:58 pmEWR-MDW
18h 58m2 stops
Logo
4:56 pm - 12:34 amMDW-EWR
6h 38m1 stop
$181
Find Deal
Mon, Sep 15 - Thu, Sep 18
Frontier Logo
11:15 am - 4:00 pmEWR-MDW
5h 45m1 stop
Frontier Logo
2:32 pm - 12:34 amMDW-EWR
9h 02m1 stop
$182Frontier
Find Deal
Fri, Sep 5 - Tue, Sep 16
Delta Logo
3:30 pm - 9:10 pmEWR-MDW
6h 40m1 stop
Delta Logo
6:30 pm - 12:56 amMDW-EWR
5h 26m1 stop
$192Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
3:30 pm - 9:10 pmEWR-MDW
6h 40m1 stop
Delta Logo
6:23 pm - 11:10 pmMDW-EWR
3h 47m1 stop
$193Delta
Find Deal
Sat, Oct 4 - Sat, Oct 11
Delta Logo
3:29 pm - 9:12 pmEWR-MDW
6h 43m1 stop
Delta Logo
4:25 pm - 12:56 amMDW-EWR
7h 31m1 stop
$198Delta
Find Deal
Sat, Sep 6 - Sat, Sep 27

Delta flights from Newark Airport to Chicago Midway Airport

Our best Delta deals on Newark Airport to Chicago Midway Airport flight tickets
Delta
Oct 8
EWR1:10 pmNewark
6h 15m
1 stop
MDW6:25 pmChicago Midway
Oct 11
MDW6:23 pmChicago Midway
3h 47m
1 stop
EWR11:10 pmNewark
$179
Find similar
Delta
Sep 13
EWR3:30 pmNewark
6h 40m
1 stop
MDW9:10 pmChicago Midway
Sep 16
MDW6:30 pmChicago Midway
5h 26m
1 stop
EWR12:56 amNewark
$192
Find similar
Delta
Oct 4
EWR3:30 pmNewark
6h 40m
1 stop
MDW9:10 pmChicago Midway
Oct 11
MDW6:23 pmChicago Midway
3h 47m
1 stop
EWR11:10 pmNewark
$193
Find similar

Frontier flights from Newark Airport to Chicago Midway Airport

Our best Frontier deals on Newark Airport to Chicago Midway Airport flight tickets
Frontier
Sep 3
EWR5:55 amNewark
9h 06m
1 stop
MDW2:01 pmChicago Midway
Sep 5
MDW5:15 pmChicago Midway
6h 19m
1 stop
EWR12:34 amNewark
$174
Find similar
Frontier
Sep 5
EWR11:15 amNewark
5h 45m
1 stop
MDW4:00 pmChicago Midway
Sep 11
MDW4:56 pmChicago Midway
6h 38m
1 stop
EWR12:34 amNewark
$177
Find similar
Frontier
Sep 4
EWR11:15 amNewark
5h 43m
1 stop
MDW3:58 pmChicago Midway
Sep 10
MDW9:00 amChicago Midway
14h 34m
1 stop
EWR12:34 amNewark
$179
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 August 28, 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

Wed 9/3

5:55 am-2:01 pm

1 stop9h 06m

Chicago Midway

Fri 9/5

5:15 pm-12:34 am

1 stop6h 19m

$174

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 9/30

5:55 am-3:58 pm

1 stop11h 03m

Chicago Midway

Wed 10/1

9:00 am-8:59 pm

2 stops10h 59m

$175

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 9/5

11:15 am-4:00 pm

1 stop5h 45m

Chicago Midway

Thu 9/11

4:56 pm-12:34 am

1 stop6h 38m

$177

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 9/4

11:15 am-3:58 pm

1 stop5h 43m

Chicago Midway

Sun 9/14

6:20 am-9:58 am

1 stop26h 38m

$178

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 10/8

1:10 pm-6:25 pm

1 stop6h 15m

Chicago Midway

Sat 10/11

6:23 pm-11:10 pm

1 stop3h 47m

$179

NewarkChicago

EWR - MDW

EWRMDW

Newark

Mon 9/15

10:00 pm-3:58 pm

2 stops18h 58m

Chicago Midway

Thu 9/18

4:56 pm-12:34 am

1 stop6h 38m

$181

NewarkChicago

EWR - MDW

EWRMDW

Newark

Fri 9/5

11:15 am-4:00 pm

1 stop5h 45m

Chicago Midway

Tue 9/16

2:32 pm-12:34 am

1 stop9h 02m

$182

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 9/13

3:30 pm-9:10 pm

1 stop6h 40m

Chicago Midway

Tue 9/16

6:30 pm-12:56 am

1 stop5h 26m

$192

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 10/4

3:30 pm-9:10 pm

1 stop6h 40m

Chicago Midway

Sat 10/11

6:23 pm-11:10 pm

1 stop3h 47m

$193

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 9/6

3:29 pm-9:12 pm

1 stop6h 43m

Chicago Midway

Sat 9/27

4:25 pm-12:56 am

1 stop7h 31m

$198

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 January is, on average, the cheapest month to fly to Chicago Midway Airport from Newark Airport, with most prices found around $203. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Newark Airport during the month July is also very affordable. Most momondo users find prices during this month for around $225.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Newark Airport. The lowest ticket price found for a Wednesday departure recently was $269. 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 $398.

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 $258 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $358. 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?

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

$68

Fastest flight time

2h 25m

Direct flights

Mon, Wed and Fri
The best one-way flight to Chicago Midway Airport from Newark Airport in the past 72 hours is $68. The best round-trip flight deal from Newark Airport to Chicago Midway Airport found on momondo in the last 72 hours is $68.
The fastest flight from Newark Airport to Chicago Midway Airport takes 2h 25m
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 25m 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
Spirit AirlinesPriceFrom $92Free CancellationRating
6.3
8,028 reviews
Search Spirit Airlines flights
DeltaPriceFrom $192Free CancellationRating
7.9
7,977 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
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
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.

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