MEM - MDW

$59 Find Cheap Flights from Memphis to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$216
Typical prices: $265-$417
Southwest
Wed 11/21Sun 11/25
MEM - MDW • Non-stop
Cheapest one-way
$59
Typical prices: $165-$337
Southwest
Fri 12/14
MEM - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 39m
Direct flights
+1
Direct flights
+1
When to book
14 weeks
in advance
Our data shows that travelers who book at least 14 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 26% price drop
September
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Denver Intl (DEN)
Cheapest • Avg $208 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 4h 53m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Memphis to Midway (MEM-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Memphis to Midway

Sat, Nov 21 - Wed, Nov 25
Southwest Logo
7:35 am - 9:15 amMEM  Memphis-MDW Chicago Midway
1h 40mnonstop
Southwest Logo
9:25 pm - 11:15 pmMDW  Chicago Midway-MEM Memphis
1h 50mnonstop
$216Southwest
Sat, Nov 21 - Mon, Nov 23
Southwest Logo
7:35 am - 9:15 amMEM  Memphis-MDW Chicago Midway
1h 40mnonstop
Southwest Logo
10:05 am - 11:45 amMDW  Chicago Midway-MEM Memphis
1h 40mnonstop
$216Southwest
Tue, Nov 24 - Fri, Nov 27
Southwest Logo
5:00 am - 6:35 amMEM  Memphis-MDW Chicago Midway
1h 35mnonstop
Southwest Logo
9:35 pm - 11:25 pmMDW  Chicago Midway-MEM Memphis
1h 50mnonstop
$216Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
5:25 am - 7:05 amMEM  Memphis-MDW Chicago Midway
1h 40mnonstop
Southwest Logo
9:35 pm - 11:25 pmMDW  Chicago Midway-MEM Memphis
1h 50mnonstop
$216Southwest
Sat, Nov 21 - Mon, Nov 23
Southwest Logo
4:15 pm - 5:55 pmMEM  Memphis-MDW Chicago Midway
1h 40mnonstop
Southwest Logo
9:35 pm - 11:25 pmMDW  Chicago Midway-MEM Memphis
1h 50mnonstop
$216Southwest
Tue, Dec 29 - Wed, Jan 6
Delta Logo
10:32 am - 5:44 pmMEM  Memphis-MDW Chicago Midway
7h 12m1 stop Detroit Metropolitan Wayne County
Delta Logo
10:47 am - 2:59 pmMDW  Chicago Midway-MEM Memphis
4h 12m1 stop Atlanta Hartsfield-Jackson
$218Delta
Thu, Nov 19 - Sat, Nov 21
Delta Logo
6:03 pm - 10:54 pmMEM  Memphis-MDW Chicago Midway
4h 51m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:31 pm - 6:55 pmMDW  Chicago Midway-MEM Memphis
5h 24m1 stop Detroit Metropolitan Wayne County
$218Delta
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
5:25 am - 7:05 amMEM  Memphis-MDW Chicago Midway
1h 40mnonstop
Southwest Logo
6:30 pm - 11:45 pmMDW  Chicago Midway-MEM Memphis
5h 15m1 stop Nashville Intl
$226Southwest
Tue, Nov 24 - Fri, Nov 27
Southwest Logo
4:35 pm - 6:10 pmMEM  Memphis-MDW Chicago Midway
1h 35mnonstop
Southwest Logo
6:30 pm - 11:45 pmMDW  Chicago Midway-MEM Memphis
5h 15m1 stop Nashville Intl
$226Southwest
Thu, Nov 19 - Sat, Nov 21
Southwest Logo
2:50 pm - 7:05 pmMEM  Memphis-MDW Chicago Midway
4h 15m1 stop Nashville Intl
Southwest Logo
9:30 pm - 11:20 pmMDW  Chicago Midway-MEM Memphis
1h 50mnonstop
$226Southwest
Booking Insights

Price, demand and travel trends for Memphis to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Memphis to Chicago Midway Airport typically range from $265 to $417. The lowest price found in the past 5 days was $216, on Southwest.

What's the cheapest day of the week to fly from Memphis to Chicago Midway Airport?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Memphis to Chicago Midway Airport. It’s 22% cheaper than the average day, while Sunday is the most expensive, with prices 7% higher.

What’s the cheapest month to fly from Memphis to Chicago Midway Airport?

•February is the cheapest month to fly from Memphis to Chicago Midway Airport at $257 round-trip.
•January ($523) and September ($375) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 103% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Memphis to Chicago Midway Airport the cheapest?

Flights from Memphis to Chicago Midway Airport are cheapest 14 weeks before departure. Booking in this window typically costs about 54% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Memphis to Chicago Midway Airport flights

Low season

January

Cheapest flight

$59
Beat the crowds with an average 58% drop in travelers.
The most popular month to fly with an average 41% increase in travelers.
One-way flight from Memphis to Chicago Midway Airport

When to book flights from Memphis to Midway

Are your dates flexible? Find out the best times to travel from Memphis to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Memphis to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Memphis to Chicago Midway Airport?

    These are the earliest and latest flight times available from Memphis to Chicago Midway Airport:

    • Earliest: departs at 5:00 am and lands at 6:39 am
    • Latest: departs at 5:15 pm and lands at 6:54 pm.

    The flight takes about 1h 39m.

  • What cabin classes can I book on flights from Memphis to Chicago Midway Airport?

    Only Economy Class is available on flights from Memphis to Chicago Midway Airport.

  • How long is a flight from Memphis to Chicago Midway Airport?

    A nonstop flight from Memphis to Chicago Midway Airport takes 1h 39m, covering 481 miles.

  • Do I need a passport to fly from Memphis to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Memphis to Chicago Midway Airport flight?

    Round-trip flights from Memphis to Chicago Midway Airport range from $265 to $417, with an average of $345 over the past 12 months. Anything below $265 counts as a good deal.

  • How expensive are last-minute Memphis to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 58% above the $345 route average. Book 14 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Memphis to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $208 round-trip via Denver Intl (DEN), compared to $343 for nonstop.

  • What is the standard checked-bag allowance on flights from Memphis to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Memphis to Chicago Midway Airport?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines and Delta. Other aircraft seen on the route include Embraer 175 (Enhanced Winglets) variants.

  • How are flight departures from Memphis to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Memphis to Chicago Midway Airport flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Memphis to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $216 to $1,082. That means the highest observed fare was about 5x higher than the lowest one.

  • Which airlines offer Wi-Fi on Memphis to Chicago Midway Airport flights?

    JetBlue is the only airline on the Memphis to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Memphis to Chicago Midway Airport looking right now?

    One-way fares from Memphis to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $60, which is 74% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Memphis to Chicago Midway Airport?

    Flights from Memphis to Chicago Midway Airport usually depart from Memphis (MEM) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Memphis to Chicago Midway Airport pass through?

    One-stop flights from Memphis to Chicago Midway Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 82% of one-stop connections
    • Denver Intl (DEN) - 9% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Memphis to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 28% on flights from Memphis to Chicago Midway Airport. Monday is the cheapest departure day at $270 round-trip on average, while Sunday is the most expensive at $371, a difference of $101.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Memphis to Chicago Midway Airport?

    Only Southwest operates flights between Memphis and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Memphis to Chicago Midway Airport?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 4h 53m, compared with 5h 09m via Detroit Metropolitan Wayne County (DTW) and 9h 53m via Denver Intl (DEN).

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Memphis to Chicago Midway Airport flights?

    Among airlines operating Memphis to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Memphis to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Memphis to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $270, about $101 less than Sunday fares (27% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 14 weeks before you fly. On this route, that window historically saves about 54% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Memphis to Chicago Midway Airport trip for February. Fares historically average $257 round-trip in that month - typically $266 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $208 round-trip on this route - about $135 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Memphis to Chicago Midway Airport?

 
Find which airlines fly direct from Memphis Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Memphis to Chicago Midway

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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Direct returns

Chicago Midway to Memphis

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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More options for your flight from Memphis to Midway

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