EWR - MDW

$104 Find Cheap Flights from Newark Liberty Airport to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Newark to Midway departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Newark to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Newark to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$207
Typical prices: $239-$423
Delta
Sat 8/29Tue 9/1
EWR - MDW • 1 stop
Cheapest one-way
$104
Typical prices: $90-$228
Delta
Sat 9/5
EWR - MDW • 1 stop
Top airlines
Cheapest • from $207 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $281 (round-trip)
Shortest trip • 4h 04m (one-way)
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 70% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 54% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Newark to Midway (EWR-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Newark to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Newark to Midway

Sat, Aug 29 - Tue, Sep 1
Delta Logo
6:00 am - 9:17 am
EWR
-
MDW
4h 17m
1 stop
Delta Logo
6:05 am - 12:18 pm
MDW
-
EWR
5h 13m
1 stop
$207Delta
Fri, Aug 14 - Tue, Sep 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
Wed, Jul 8 - Tue, Jul 14
Delta Logo
6:00 am - 9:13 am
EWR
-
MDW
4h 13m
1 stop
Delta Logo
6:00 am - 12:21 pm
MDW
-
EWR
5h 21m
1 stop
$222Delta
Sat, Oct 10 - Wed, Oct 14
Delta Logo
9:40 am - 12:33 pm
EWR
-
MDW
3h 53m
1 stop
Delta Logo
1:00 pm - 7:29 pm
MDW
-
EWR
5h 29m
1 stop
$227Delta
Wed, Jul 8 - Thu, Jul 23
Delta Logo
6:00 am - 9:13 am
EWR
-
MDW
4h 13m
1 stop
Delta Logo
1:18 pm - 7:30 pm
MDW
-
EWR
5h 12m
1 stop
$232Delta
Tue, Jul 14 - Sat, Jul 18
Frontier Logo
5:55 am - 11:07 am
EWR
-
MDW
6h 12m
1 stop
Frontier Logo
12:11 pm - 9:28 pm
MDW
-
EWR
8h 17m
1 stop
$236Frontier
Wed, Jul 15 - Fri, Jul 17
Delta Logo
6:00 am - 10:05 am
EWR
-
MDW
5h 05m
1 stop
Delta Logo
9:19 am - 3:54 pm
MDW
-
EWR
5h 35m
1 stop
$237Delta
Thu, Oct 15 - Wed, Oct 21
Frontier Logo
5:59 am - 10:58 am
EWR
-
MDW
5h 59m
1 stop
Frontier Logo
12:03 pm - 12:59 am
MDW
-
EWR
11h 56m
1 stop
$238Frontier
Sat, Aug 8 - Sat, Aug 15
Frontier Logo
10:29 pm - 9:51 am
EWR
-
MDW
12h 22m
1 stop
Frontier Logo
11:06 am - 9:28 pm
MDW
-
EWR
9h 22m
1 stop
$239Frontier
Wed, Jul 22 - Thu, Jul 23
Frontier Logo
5:55 am - 11:07 am
EWR
-
MDW
6h 12m
1 stop
Frontier Logo
12:11 pm - 1:03 am
MDW
-
EWR
11h 52m
1 stop
$240Frontier
Booking Insights

KAYAK's insights & trends for Newark to Midway flights

Get data-powered insights and trends into flights from Newark to Midway to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Newark Airport to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Newark Airport to Chicago Midway Airport departing in August.

What’s the cheapest day of the week to fly from Newark Liberty Airport to Chicago Midway Airport?

The average price of all round-trip flights from Newark Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Newark Liberty Airport to Chicago Midway Airport, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Monday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Newark Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Newark Airport to Chicago Midway Airport is March, where tickets cost $112 (return) on average. On the other hand, the most expensive months are June and September, where the average cost of round-trip tickets is $394 and $381 respectively.

Can I save money by flying with a layover from Newark Airport to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $133 on average.

Good to know

Low seasonFebruary
Cheapest flight$104
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Newark Liberty Airport to Chicago Midway Airport

When to book flights from Newark to Midway

Are your dates flexible? Find out the best times to travel from Newark to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Newark Liberty Airport to Chicago Midway Airport flights

  • What is the cheapest flight from Newark Airport to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Newark Airport to Chicago Midway Airport was $104 for a one-way ticket and $207 for a round-trip.

  • Do I need a passport to fly between Newark Liberty Airport and Chicago Midway Airport?

    A passport is not required to fly from Newark Liberty Airport to Chicago Midway Airport.

  • Which airports will I be using when flying from Newark Liberty Airport to Chicago Midway Airport?

    Newark Liberty Airport and Chicago Midway Airport are both served by 1 main airport. You will leave Newark Liberty Airport from Newark and will be arriving at Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Newark Liberty Airport to Chicago Midway Airport?

    JetBlue, American Airlines, and Delta offer inflight Wi-Fi service on the Newark Liberty Airport to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Newark Liberty Airport to Chicago Midway Airport?

    The Airbus A320neo is the aircraft model that flies most regularly on the Newark Liberty Airport to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Newark Liberty Airport to Chicago Midway Airport?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Newark Liberty Airport and Chicago Midway Airport, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Newark to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Newark to Chicago are Delta and United Airlines. With an average price for the route of $261 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $306 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Newark Liberty Airport to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Newark Liberty Airport to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Newark Liberty Airport to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Newark Liberty Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Newark Liberty Airport to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Newark Liberty Airport with another airline. Booking your flights between Newark Liberty Airport and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Newark Liberty Airport to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Newark Liberty Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Newark Airport to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $150 or less one-way and $202 or less round-trip.

Reviews of the top 3 airlines serving from Newark to Midway

 
See real verified KAYAK customer reviews for airlines flying from Newark to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Newark to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8453 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.8Comfort
Airline reviews

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

2.0 MediocreGrace, Apr 2026
EWR - BOS
Read more Delta reviews

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

The staff was very friendly. The seats seemed quite small. Overall the flight was pleasant.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

The trip was unremarkable which is good. Crew was very professional and courteous.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Nothing I missed my first flight because my boarding pass said one thing and another passenger on the same flight said another. I didn’t get notified of a gate change until 8:39 pm which was one minute before the flight departed at 8:40pm when we explained this to gate agent Dorsey prior to the flight departing she was extremely short and had nasty attitude. Some of the passengers in my party including myself needed to catch that flight due work the next which included presentations and court litigation. We were deeply saddened and frustrated how Frontier handled this situation. We were told that the flight was over booked by 19 seats and they constantly change gates to make people miss their flight. If that is true I will ensure there will be a class action lawsuit against frontier airlines.

Everything you need to know for your flight from Newark to Midway

Information on your arrival and departure airports