Route guide · 709 miles
Cheap Flights from Newark to Chicago
EWR → MDW · Nonstop 1h 56m · Live round-trip fares
If Chicago is next on your list, here's the honest picture on fares from Newark. The trip covers about 709 miles and takes roughly 1h 56m in the air. Prices on this route reward planners: booking 2–4 weeks ahead is the sweet spot, and the lowest fares tend to sell out fast.
Live fares for EWR → MDW are updating. Use the search below for real-time prices.
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Updated daily
Flight time
1h 56m
Nonstop, typical
Distance
709 mi
EWR → MDW
Cheapest month
December 2026
Fares from $105
Nonstop airlines
1
Southwest Airlines
Nonstop flights from Newark to Chicago
The fastest way between the two cities is the nonstop: about 1h 56m for the 709-mile run from EWR to MDW. Those flights are flown by Southwest Airlines. Prices behave best when you book 2–4 weeks out.
Booking insights: Newark → Chicago
- Distance: 709 miles · nonstop flight time: 1h 56m.
- Cheapest upcoming week in the live data starts around Dec 2, with fares from $105.
- Of the months we're tracking right now, December 2026 has the lowest fares, starting at $105.
- Fares tend to bottom out when you book about 2–4 weeks ahead — earlier than that rarely helps, later usually hurts.
- Midweek departures (Tue–Thu) are consistently cheaper than weekend flights.
- A free fare alert beats daily checking: we watch this route and ping you when prices drop.
Price trend
Cheapest departure weeks ahead
Departing around Dec 2 is currently the cheapest window — about $78 less than the nearest weeks. Based on recent fares found for this route; prices change quickly.
Cheapest month · Newark → Chicago
December 2026
Every date's recent round-trip fare, at a glance.
Fares from
$105
Cheapest: Tue, Dec 8 — $105 · Priciest: Dec 26 — $425
Get this fare →Recent fares found for specific dates in December 2026. Blank days had no recent fare in our data — ask our team and we'll check them for you.
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Flying from Newark to Chicago: what you need to know
The flight
The nonstop from EWR to MDW runs about 1h 56m over 709 miles. It's a comfortable mid-range flight: long enough that seat choice matters a little, short enough that paying up for extras rarely does.
Airlines on this route
Southwest Airlines flies this route nonstop. That matters more than it sounds: the cheapest fare on one carrier is rarely the same product as the cheapest on another. Checked-bag fees, free seat selection and change rules all differ, so compare the full trip cost before you pick a winner. See our airline guides for exactly what each carrier charges — then send an enquiry and we'll confirm the all-in price for your dates.
Leaving from Newark (EWR)
Plan to be at the airport two hours before a domestic departure — ninety minutes can work at smaller airports outside peak times, but security lines are the one variable you can't control. If you're checking a bag, add time rather than cutting it close. Our Newark airport guide covers terminals, parking and ground transport so you can plan the trip to the airport, not just the flight.
Arriving in Chicago (MDW)
Before you land, know how you're getting from the airport to where you're staying — it's the part of the trip people forget to plan. The Chicago airport guide lays out your ground options, from transit and shuttles to rideshares and rental cars. Flying back the other way? Check Chicago to Newark fares — prices on the return direction often move on a different rhythm.
When to book
Of the months we're currently tracking, December 2026 is coming in cheapest for this route, with fares from $105. As a rule, booking 2–4 weeks ahead lands you in the sweet spot — leave it to the final two weeks and prices usually climb. If you see a fare that works, don't wait around: set a fare alert on this page and we'll watch the price for you.
Good to know before you go
- Download the airline's app before you fly; gate changes and delays show up there first.
- Nonstop time on this route is about 1h 56m — a one-stop itinerary needs to be a lot cheaper to be worth the extra hours.
- Tuesday and Wednesday departures are typically the cheapest days on domestic routes.
- Screenshot your fare before you enquire — prices move, and a saved fare helps our team match or beat it.
- December 2026 is currently the cheapest tracked month on this route — check those dates first if you're flexible.
Newark to Chicago flight FAQs
How long is the flight from EWR to MDW?
A nonstop from EWR to MDW clocks in at around 1h 56m for the 709-mile trip. If you're connecting, budget an extra 2–4 hours depending on where you stop.
Are there nonstop flights from Newark to Chicago?
Southwest Airlines typically operate nonstop flights from EWR to MDW. Nonstops are usually cheapest when booked 2–4 weeks ahead of departure.
What is the cheapest month to fly from Newark to Chicago?
Right now, December 2026 is shaping up cheapest for Newark to Chicago — we've seen fares from $105 in that month. Prices move fast, so lock in when you see a number you like.
How much are last minute flights from EWR to MDW?
Last-minute flights from EWR to MDW (booked within 7 days of departure) typically cost noticeably more than fares booked 2–4 weeks out. Booking early is the smarter move.
What is a good round-trip deal from Newark to Chicago?
A good deal is anything at or below the recent fares shown above. Set a free Flyzento alert and we'll ping you the moment fares drop.
Which airlines fly from Newark to Chicago?
You'll mainly see Southwest Airlines on Newark to Chicago. Checking each against the live fares below is the surest way to find the lowest price for your dates.
How early should I get to Newark airport for this flight?
Plan on two hours before departure for a domestic flight — ninety minutes can work at smaller airports outside peak times. If you're checking a bag, earlier is better; the bag-drop line, not the flight, is what runs late.
Do the cheapest fares on this route include a checked bag?
Usually not. Basic economy fares on most airlines include a carry-on but charge extra for checked bags, and seat selection can cost more too. Add up the real total before comparing — a slightly higher regular fare sometimes works out cheaper. Our team confirms the full breakdown with you before you pay.
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