Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from to Chicago (Midway) now!
Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from to Chicago (Midway) now!
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
We make bag-checking a breeze with our flexible baggage policy. Here’s how to make your journey even smoother:
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
| Departing from | Newark Liberty International Airport (EWR) |
|---|---|
| Arriving at | Chicago Midway International Airport (MDW) |
| Average flight time | Unavailable |
Other popular flights from :
No matter whether you’re traveling to Chicago from Newark or New York City when you fly in from Newark Liberty International Airport, deplaning at Midway is the beginning of an adventure—you’re just a 30-minute CTA train ride from the center of the Second City. World-class shopping, dining, and sightseeing await, but so too do hidden gems and diamonds in the rough amongst the city’s 77 community areas. What are you waiting for? Hop on a train, a bus, a rented bike, or call a car—the city is calling.
If you’re hungry for a taste of Chicago (and you’re not in town for the annual summertime festival Taste of Chicago), you have lots of local fare from which to choose. Hot dogs, Italian beefs, and pizzas (deep dish, stuffed, or thin) are just the beginning. Find Michelin-starred dishes from celebrity chefs at world-famous restaurants amongst great street food options. There’s something for every palate in Chicago. There’s also something that no palate enjoys: Those in search of a nightcap should consider finding a neighborhood corner bar and asking for a beverage called the Chicago Handshake (think “grapefruit”).
Whether you’re a fan of indoor activities or outdoor exploits, Chicago’s got something for everyone—and every time of year. Temperate months invite you to the northern suburbs to enjoy the Chicago Botanic Gardens, the Western suburbs for Brookfield Zoo, and the Lincoln Park neighborhood for the Lincoln Park Zoo. When there’s a chill in the air, consider taking in a show—there are stadium concerts, back-room open mics, improv troupes, and more.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3First and second checked bags. Weight and size limits apply.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.