Alaska Airlines from New York to Midway International Airport
Unlock Exclusive Savings! Dial us up to
receive insider deals not found anywhere else.
.textcolor{
color:#5682FC;
}
-
Get Help Anytime: Our Agents Are Available 24/7!
24/7 SUPPORT
Get round-the-clock phone support from our agents with absolutely no wait time. Don't hesitate, give us a call now!
UNBEATABLE DEALS
We work tirelessly to secure the best deals from a wide network of airlines.
the Freedom of Flexible Options
We understand that plans can change, and that's why we offer flexible travel options.
It's time to start exploring the world without emptying your wallet with Alaska Airlines!
Discover our wide selection of affordable Alaska Airlines tickets that provide both quality and comfort.
Lucy M.
Effortless and smooth flight booking experience. Appreciate the interactive website.
James A.
Booked my flight over a quick phone call. Rep was super helpful.
Top tips for flying out of New York (JFK) on Alaska Airlines to Midway International Airport (MDW)
- Always carry your funny bone with you. Alaska Airlines, unlike your domineering boss, highly appreciates a sense of humor, especially during those all too probable flight delays. Don't use your laughter as currency just to win the hearts of the stewardesses, let it also be your own armor against any unforeseen inconveniences. Trust me, it helps more than you think.
- Get comfortable with the phrase 'onboard handcrafted dining'. No, this isn’t another instance of a hipster’s caffeine addiction gone wild, it’s Alaska Airlines’ way of tantalizing your taste-buds, 35,000 feet above ground. Even the most stubborn foodie cannot brush off the elevated (literally) in-flight dining experience on your New York to Midway journey.
- Swot up on their unique Mileage Plan. Listening to some university professor drone on for hours about the intricacies of algebra? Boring. Perfecting your knowledge of Alaska Airlines mileage plan? Excitingly advantageous! The more clued up you are, the higher your chances of strutting around in those first-class cabins. Sounds good, doesn't it?
- Let's chat luggage, because we all know that carrying half of your apartment in a small suitcase isn't exactly a 'light-hearted' matter. Thankfully, Alaska Airlines is pretty generous with their checked baggage policy. Use this to your advantage. Be strategic and end up with more leg room than your economy class companions.
- Make sure to download the Alaska Airlines app. I understand, your phone may already be cluttered with countless applications. But before you roll your eyes, consider this - from flight updates to mobile check-in, all will be at the tip of your fingers. And who knows, you might just get some brownie points, or in Alaska Airlines’ terms, extra mileage!
- Don't be a fashion victim by overdressing or underdressing; the in-flight temperature can have more mood swings than an Oscar-winning actress. Dress in layers, this strategy will ensure you're cozy enough for the chilly air conditioning but can quickly adapt when the scenario gets more 'tropical'.
- Lastly, infuse some strategy into your seating choices. While the unassuming might fight for a window seat to catch a glimpse of Chicago’s skyline as you descend into Midway, the cunning will choose an aisle seat close to the front. Not only does this result in a speedy disembarkation but also ensures first dibs at the Alaska Airlines’ crafty cocktails. Now, that’s a win in my book.
Popular things to do in Chicago, Illinois
WILLIS TOWER
Wanna feel like a superhero? Visit Willis Tower’s SkyDeck, and walk on a see-through ledge, 1,353 feet above ground. Don't worry, they only lose a tourist or two each week, tops!
NAVY PIER
Dive into a carousel of delights at Navy Pier! Just remember it’s not actually a naval base, so quit saluting and remove the sailor’s hat before you frighten the pigeons.
GRANT PARK
Experience mother nature’s own Manhattan at Grant Park. With ‘all work, no play’ buildings housed around, wait for curious Wall Street types to ask where the trading floor is.
ART INSTITUTE OF CHICAGO
Pop into the Art Institute of Chicago for a cultural awakening. Perfect for folks who haven't decided yet if a soup can is art or if Picasso was simply astigmatic.
DEEP DISH PIZZA
In the city that mistook a casserole for a pizza, try their iconic Deep Dish. Chicago locals swear by it but New Yorkers will insist it's a front for the baked pasta mafia.
CUBS GAME AT WRIGLEY FIELD
Hit a Cubs game at Wrigley Field for less-than-desirable baseball paired with top-notch hotdogs, it's almost worth the 7th inning 'Sweet Caroline' drunken scream fest!
FAQs for booking flights from Queens (JFK) to Chicago (MDW) on Alaska Airlines
What makes AirBookr my best option for booking a flight from New York to Midway International Airport? 

AirBookr offers you an unparalleled experience in convenience, affordability, and customer service. We have fare comparison from all major airlines, ensuring you the best deal available. Our vast selection includes Alaska Airline flights, so you are guaranteed to find a flight that matches your preferences. And don’t forget, booking is easily done online or with a hassle-free phone call to us.
Is it possible to find affordable fares on AirBookr for Alaska Airlines? 

Absolutely! AirBookr constantly updates its platform with the latest, affordable fares available in the market. Our commitment to providing the best prices includes your preferred airline, Alaska Airlines. You can trust us to offer cost-effective solutions for your travel plans.
How easy is the booking process on AirBookr? 

At AirBookr, ease of use is a top priority. Our user-friendly platform allows you to effortlessly navigate through available flights, compare fares, and finalize your booking in just a few clicks. If you prefer talking to someone, our professional travel advisors are just a phone call away, ready to help with your booking.
Can AirBookr assist me with seat selection on my flight? 

Of course! AirBookr is dedicated to ensuring your flight is not just affordable, but also comfortable. Our platform allows you to access seat maps and select your preferred seating on your Alaska Airlines flight. Enjoy freedom and convenience with our comprehensive service.
Does AirBookr have a reliable customer care service? 

Yes! AirBookr has a team of thoroughly trained, highly empathetic customer service personnel. Be it a query about your booking, or assistance during the process, our team is available round the clock to ensure your flight booking experience is smooth and memorable.
Can I change or cancel my Alaska Airlines flight after booking it on AirBookr? 

We understand that situations can change, and plans may need to alter. At AirBookr, you're not just provided with an easy booking process, but also facilitated with easy change or cancellation options. Reach out to us, and our service team will guide you through the process.
Does AirBookr offer any additional services or benefits? 

We are more than just a flight booking platform. We offer various add-on services like car rentals, hotel bookings, and travel insurance. We also offer express check-in services for certain airlines. Plus, our loyal customers can benefit from our rewards program, which goes a long way in ensuring even more affordable and comfortable journeys in the future.
Flying on Alaska Airlines from New York to Midway International Airport
Let the spotlight of your next narrative be illuminated by the Northern Lights. Imagine, for a moment, you're cocooned in the deep embrace of a first-class recliner, your favorite book in your hands, the hum of the plane a melodious symphony to your ears. Did you know that in Fairbanks, the heart of Alaska, people often witness the Northern Lights more than 200 days a year?
This experience isn't exclusively reserved for the books. The journey, from the thriving New York to the heartland of Chicago via charming Alaska, is fostering a spectacular narrative in itself—one that is accompanied by clever flight deals and attentive in-flight services. What if this narrative could be yours?
It begins with the hunt for the ideal airfare. The best time to book could potentially be now. Alaska beckons you, doesn't it? The allure of the breathtaking landscapes, the thrill of an enchanting dance of the aurora borealis, and the pull of the wild unknown. Can you resist the call?
If you're already contemplating your options, the one-way direct flights could very much be your path to the magnificent Land of the Midnight Sun. You might even opt for the round-trip, because after experiencing Alaska and Chicago's Midway International Airport, wouldn't you want to return to the city that never sleeps? Make the choice that's right for you.
Indulge in the luxury of the first-class cabin or opt for the affordable comfort of economy class—your journey will be unforgettable regardless. Your trip allows you to unwind even before you reach your destination. Pair your favorite cocktail with a sky-high viewing of the latest blockbuster movie for a memorable flight experience.
Irrespective of the ticket you choose, never worry about your baggage allowance. Pack enough to keep your spirit of adventure brimming. After all, isn't that the ethos of a true traveler?
For those frequent flyers among you, this golden ticket comes attached with miles, enough to keep you soaring through the clouds on your many future escapades. Enjoy the many benefits of the mileage program which imbibe an essence of luxury and comfort into every step of your journey.
On your path to Alaska, experience a perfect blend of mundanity and mystery, a beautiful juxtaposition of palpable excitement and serene calmness. Your adventure begins even before you set your first step in the Land of the Midnight Sun. You'll soon find out that this isn't an ordinary trip, but a ride to a dreamland that dances under the dancing Northern Lights and echoes with the whispering tales of the wind.
Every step you take in this journey is a tale in itself, a narrative waiting to be sewn into the fabric of your life. What grander tale is there than that which spins across continents, a journey that begins on the bustling streets of New York, sails through Alaska's vast wilderness, and culminates in the heart of America—Chicago.
Whether you are smitten by the thrill of last-minute flights or meticulously plan every detail in advance, whether you prefer the solitude of a red-eye flight or the hustle of a peak hour journey, every moment and every choice are stitches in the vibrant tapestry that will become your travel tale.
The only question remains, "Are you ready to author your journey?" A saga of thrill and excitement, of enlightenment and wonder, of comfort and adventure. A tale that crosses time zones and states, whispering the secrets of the wild Alaskan frontier. Are you ready to step into this grand narrative? Are you prepared to witness the dance of the Northern Lights from an altitude where only dreams take flight?
Indeed, dreams really do take flight, and sometimes they begin with a plane ticket.