Fly Southwest: MEM to Chicago, Illinois
Get Huge Savings! Call now to unlock exclusive and unpublished deals.
-
Our agents are available 24/7
24/7 SUPPORT
Call us anytime - day or night - and speak to one of our agents right away. No waiting and no hassle. Don't hesitate, call now.
MOST BANG FOR YOUR BUCK!
Our tireless efforts result in securing unbeatable deals from a vast network of airlines. Get the best value for your money with us.
BEST Travel FlexibilitY
Need more flexibility in your travel plans? No problem. We've got you covered with our flexible options.
Sophia B.
Flawless online booking process! Took only a few minutes with no glitches. Top-notch user interface by this company. Good job!.
Lucas T.
Super simple to book a last minute flight over the phone. Service was fast, convenient and friendly. This company is really great at what they do!.
Top tips for flying out of MEM (Memphis) on Southwest Airlines to Chicago, IL
- Make certain to savor the remarkable cityscape of Chicago as your plane commences descent. The sparkling skyline against the canvas of Lake Michigan creates a breathtaking panorama exclusive to flights landing in the Windy City.
- Punctuate your journey with the special delights offered by the Midway Airport. From local delicacies in concourse eateries, which are a testament to Chicago's rich culinary tradition, to the numerous boutiques and shops where you can snag last-minute souvenirs, Midway Airport provides unique experiences exclusive to Chicago.
- In case of layovers or delays, equip yourself with Southwest's popular Wi-Fi service, available onboard most Chicago-bound flights. While a scenic gaze out of the aircraft window can be an ethereal experience, sometimes digital connectivity becomes a comforting amenity during longer travel times.
- Southwest operates principally from Concourse B at Midway; remember this when navigating TSA checks and security. This information will keep your journey free of unnecessary confusion, and you'll locate your gate with more ease.
- Southwest's flexible baggage policies offer a fantastic advantage to travelers. Be sure not to miss the opportunity to carry not one, but two checked bags for free - a policy quite unique compared to other airlines. Utilize this benefit to its fullest, especially if you plan to bring back Chicago's famous 'Garrett Popcorn' or deep-dish pizzas from your sojourn.
- Southwest's flexible baggage policies offer a fantastic advantage to travelers. Be sure not to miss the opportunity to carry not one, but two checked bags for free - a policy quite unique compared to other airlines. Utilize this benefit to its fullest, especially if you plan to bring back Chicago's famous 'Garrett Popcorn' or deep-dish pizzas from your sojourn.
- Finally, partake in Southwest's 'Bags fly free' service. Apart from complimentary checked-in baggage, you can also gate-check your baby stroller and child car seat free of cost. This makes family travel more convenient when exploring the multifaceted city of Chicago.
Things Chicago, Illinois is Known For
THE EMBRACING ARMS OF LAKE MICHIGAN
Lake Michigan ensnares one's senses with its transcendent beauty. Thrashing waves that whisper of ancient tales as the city skyline reflects in it's profound depths arouses both indescribable joy and haunting sadness.
THE INTERLACING THREADS OF CHICAGO'S MUSIC SCENE
Chicago's music scene is a euphonic pilgrimage of raw emotional energy. Here, one becomes a living, resonating note in the magnificent symphony of blues, jazz, gospel, and vibrant rock that hums through the city streets.
THE LYRICAL NARRATION OF THE ART INSTITUTE OF CHICAGO
The Art Institute of Chicago is a poetic recitation of human sentiment, a vast panorama of palpable emotions. Each stroke of a paintbrush, each chiseled sculpture resonates with the whispers of immense passion.
THE GOTHIC OSPREY OF THE CHICAGO TRIBUNE TOWER
The Chicago Tribune Tower, like a Gothic osprey perched by the river, silently screeches stories of valor. Its resolute stones carry in their crevices, tales of bold journalism etched with relentless integrity.
THE RHYTHMIC POUNDING OF THE CHICAGO MARATHON
The Chicago Marathon is a symphony of the human will, a pulsating rhythm of thousands of beating hearts and pounding feet, driving forward with unrivaled determination eliciting both astonishment and inspiration.
THE JOVIAL DANCE OF CHICAGO PIZZA
Chicago's deep-dish pizza is a dance of flavors that infernoes upon the tongue. This culinary rhapsody is a plush duvet of cheese cradling fragrant jewels of tomato and spicy sausage that triggers unparalleled gastronomic bliss.
FAQs for booking flights from MEM, Memphis to Chicago, Illinois on Southwest
How can I find the most affordable flights from Memphis to Chicago on AirFaresy? 

At AirFaresy, we are driven by your satisfaction and comfort. We are committed to helping you find the most affordable flights. Upon visiting our website, enter 'Memphis' as your departure city and 'Chicago' as your destination. Use the filter 'Price: Low to High' to see the most wallet-friendly options first. You can also call our dedicated customer service representatives, who are eager to assist you in finding the best fare that suits your budget.
Is it possible to book a Southwest flight through AirFaresy? 

Does AirFaresy offer discounts or special deals for flights from Memphis to Chicago? 

What happens if I need to change or cancel my Memphis to Chicago flight? 

How does AirFaresy help me compare flight prices from various airlines for my flight from Memphis to Chicago? 

Will AirFaresy provide flight updates for my trip from Memphis to Chicago? 

Can I book a round trip ticket from Memphis to Chicago on AirFaresy? 

Flying on Southwest Airlines from MEM (Memphis) to Chicago, Illinois
The heartbeat of Memphis fades into the background as I step into the buzzing confines of the Memphis International airport, a place that is a lively mixture of emotions- anxiety, anticipation, excitement, and nostalgia making up the tapestry of human experience. The edge of adventure is particularly piquant as I check in my flight, a Southwest one with a destination etched into my travel-weary yet ever-enthusiastic heart: the energetic city of Chicago.
There's a subtle exhilaration that pulses through the heart with the very word - Flights. It’s a synonym for exploration, adventure, a transition from the known to the lands unknown. In this case, with Southwest, one finds the reassuring rhythm of regularity blended with the spice of quality service. And the journey, a direct flight from Memphis to Chicago, promises to be a sweet-running narrative of comfortable travel.
The best time to book a Southwest flight is often the debated twilight zone of planning. While some may suggest last-minute flights may offer the thrill of adventure coupled with flight deals, others argue in favor of meticulous early planning securing cheap flights, all too important when one is conscious of their finances in this cloud-kissing endeavor. Southwest, though, ensures that when it comes to airfare, they always advocate reasonable pricing, making dreams more accessible.
Once the boarding pass is in your grasp, the anticipation only mounts. The aircraft morphs into a hub of narratives, each passenger in the Economy class (or those swaddled in the luxury of Business class), have stories written out in the itineraries, in the checklist-marked brochures, and in their wide-eyed excitement or tired resignation.
As we lift off the tarmac, bid farewell to the gracious hospitality of Memphis, it occurs to me that Southwest isn’t just about connecting flights from one city to another. Its in-flight services - the smile gracing the faces of the crew, the generous baggage allowance allowing me to pack a little more of ‘home’ with me, the punctuality that’s just shy of divine preciseness, is a homage to all those who believe that the journey isn’t just about the destination, but how one reaches there.
For instance, even as we soar above the cotton candy clouds, being a frequent flyer, I am privy to the advantage of their Mileage program with Southwest. It's not just another flight schedule etched onto a ticket, but a trust extended, a token of the belief that our journeys would intersect again, fueling the cycle of wanderlust.
Gradually, the bright, ever-lively landscapes of America lay spread below us, the hints of twilight kissing the horizon. There, in that milieu, the blurring lines of departure and arrival infuse a sense of continuity. It reminds one that every goodbye isn't an end but a promise of a new hello. And in that vein, Memphis becomes a sweet memory, cocooned in the heart, and Chicago emerges as a beckoning reality.
It's Chicago - the Windy City, where the flight lands, with Southwest bringing the narrative of my travel to a climactic end. It’s akin to the closing of a book, leaving me filled with an evanescent, pleasing melancholy. An end to one journey, yet the beginning of another.
Whether it’s the convenience of non-stop flights or the thrill of red-eye ones, Southwest is synonymous with reliability laced with luxury. From ensuring sturdiness in their flight duration to supporting cancellations with a comprehensive flight cancellation policy, Southwest flights offer a full package of well-executed travel services, translating every journey into a fascinating story.