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Cheap flights from Newark Airport to Chicago from $85

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 10/19. 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
11:26 am - 3:58 pmEWR-MDW
5h 32m1 stop
Frontier Logo
5:33 pm - 1:06 amMDW-EWR
6h 33m1 stop
$170Frontier
Find Deal
Wed, Oct 1 - Mon, Oct 6
Frontier Logo
11:15 am - 3:58 pmEWR-MDW
5h 43m1 stop
Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
$171Frontier
Find Deal
Tue, Sep 16 - Thu, Oct 16
Frontier Logo
5:55 am - 3:58 pmEWR-MDW
11h 03m1 stop
Frontier Logo
5:15 pm - 12:34 amMDW-EWR
6h 19m1 stop
$172Frontier
Find Deal
Thu, Sep 25 - Mon, Sep 29
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
$173Frontier
Find Deal
Tue, Oct 7 - Thu, Oct 9
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
Frontier Logo
9:26 pm - 10:31 amMDW-EWR
12h 05m1 stop
$174Frontier
Find Deal
Thu, Oct 16 - Sun, Oct 19
Logo
5:15 am - 3:58 pmEWR-MDW
11h 43m1 stop
Logo
6:20 am - 5:09 pmMDW-EWR
9h 49m2 stops
$176
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
6:00 am - 8:40 amEWR-MDW
3h 40m1 stop
Delta Logo
1:08 pm - 7:23 pmMDW-EWR
5h 15m1 stop
$177Delta
Find Deal
Tue, Oct 7 - Wed, Oct 8
Delta Logo
5:56 pm - 10:14 pmEWR-MDW
5h 18m1 stop
Delta Logo
11:10 am - 4:00 pmMDW-EWR
3h 50m1 stop
$179Delta
Find Deal
Tue, Oct 21 - Sat, Oct 25
Delta Logo
6:00 am - 8:40 amEWR-MDW
3h 40m1 stop
Delta Logo
9:32 am - 3:58 pmMDW-EWR
5h 26m1 stop
$183Delta
Find Deal
Thu, Nov 6 - Wed, Nov 12
Delta Logo
12:11 pm - 5:35 pmEWR-MDW
6h 24m1 stop
Delta Logo
6:00 am - 2:20 pmMDW-EWR
7h 20m1 stop
$187Delta
Find Deal
Tue, Sep 23 - Wed, Sep 24

Frontier flights from Newark Airport to Chicago Midway Airport

Our best Frontier deals on Newark Airport to Chicago Midway Airport flight tickets
Frontier
Oct 1
EWR11:26 amNewark
5h 32m
1 stop
MDW3:58 pmChicago Midway
Oct 6
MDW5:33 pmChicago Midway
6h 33m
1 stop
EWR1:06 amNewark
$170
Find similar
Frontier
Sep 16
EWR11:15 amNewark
5h 43m
1 stop
MDW3:58 pmChicago Midway
Oct 16
MDW5:56 pmChicago Midway
2h 04m
EWR9:00 pmNewark
$171
Find similar
Frontier
Sep 25
EWR5:55 amNewark
11h 03m
1 stop
MDW3:58 pmChicago Midway
Sep 29
MDW5:15 pmChicago Midway
6h 19m
1 stop
EWR12:34 amNewark
$172
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
Oct 7
EWR6:00 amNewark
3h 40m
1 stop
MDW8:40 amChicago Midway
Oct 8
MDW1:08 pmChicago Midway
5h 15m
1 stop
EWR7:23 pmNewark
$177
Find similar
Delta
Oct 21
EWR5:56 pmNewark
5h 18m
1 stop
MDW10:14 pmChicago Midway
Oct 25
MDW11:10 amChicago Midway
3h 50m
1 stop
EWR4:00 pmNewark
$179
Find similar
Delta
Nov 6
EWR6:00 amNewark
3h 40m
1 stop
MDW8:40 amChicago Midway
Nov 12
MDW9:32 amChicago Midway
5h 26m
1 stop
EWR3:58 pmNewark
$183
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 September 11, 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 10/1

11:26 am-3:58 pm

1 stop5h 32m

Chicago Midway

Mon 10/6

5:33 pm-1:06 am

1 stop6h 33m

$170

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 9/16

11:15 am-3:58 pm

1 stop5h 43m

Chicago Midway

Thu 10/16

5:56 pm-9:00 pm

Nonstop2h 04m

$171

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 9/25

5:55 am-3:58 pm

1 stop11h 03m

Chicago Midway

Mon 9/29

5:15 pm-12:34 am

1 stop6h 19m

$172

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 10/7

10:00 pm-11:25 pm

Nonstop2h 25m

Chicago Midway

Thu 10/9

5:56 pm-9:00 pm

Nonstop2h 04m

$173

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 10/16

10:00 pm-11:25 pm

Nonstop2h 25m

Chicago Midway

Sun 10/19

9:26 pm-10:31 am

1 stop12h 05m

$174

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 10/2

5:15 am-3:58 pm

1 stop11h 43m

Chicago Midway

Mon 10/6

6:20 am-5:09 pm

2 stops9h 49m

$176

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 10/7

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Wed 10/8

1:08 pm-7:23 pm

1 stop5h 15m

$177

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 10/21

5:56 pm-10:14 pm

1 stop5h 18m

Chicago Midway

Sat 10/25

11:10 am-4:00 pm

1 stop3h 50m

$179

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 11/6

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Wed 11/12

9:32 am-3:58 pm

1 stop5h 26m

$183

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 9/23

12:11 pm-5:35 pm

1 stop6h 24m

Chicago Midway

Wed 9/24

6:00 am-2:20 pm

1 stop7h 20m

$187

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 November is also very affordable. Most momondo users find prices during this month for around $221.

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 $273. 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, Sunday 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 $406.

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 $259 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 $71.
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
FrontierPriceFrom $91Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $92Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
DeltaPriceFrom $192Free CancellationRating
7.9
7,960 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.

An easier way to manage your Chicago Midway Airport trip

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