LAX - MDW

$109 Find Cheap Flights from Los Angeles to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$217
Typical prices: $308-$517
Southwest
Tue 11/13Fri 11/16
LAX - MDW • Non-stop
Cheapest one-way
$109
Typical prices: $189-$345
Southwest
Sat 12/15
LAX - MDW • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 57m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 21 weeks in advance save around 46% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $209 (round-trip)
Shortest trip • 6h 31m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!

Cheap Flights from Los Angeles to Midway (LAX-MDW)

 

Cheap flights from Los Angeles to Midway with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Fri, Nov 13 - Mon, Nov 16
Southwest Logo
11:55 pm - 5:55 amLAX  Los Angeles-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
3:45 pm - 6:10 pmMDW  Chicago Midway-LAX Los Angeles
4h 25mnonstop
$217Southwest
Fri, Dec 4 - Sun, Dec 6
Southwest Logo
11:55 pm - 5:55 amLAX  Los Angeles-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
7:25 am - 9:55 amMDW  Chicago Midway-LAX Los Angeles
4h 30mnonstop
$217Southwest
Sat, Nov 14 - Mon, Nov 16
Southwest Logo
11:55 pm - 5:55 amLAX  Los Angeles-MDW Chicago Midway
4h 00mnonstop
Southwest Logo
3:45 pm - 6:10 pmMDW  Chicago Midway-LAX Los Angeles
4h 25mnonstop
$217Southwest
Thu, Nov 26 - Fri, Dec 4
Delta Logo
6:00 am - 3:15 pmLAX  Los Angeles-MDW Chicago Midway
7h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:41 pm - 8:19 pmMDW  Chicago Midway-LAX Los Angeles
8h 38m1 stop Detroit Metropolitan Wayne County
$237Delta
Thu, Nov 26 - Sat, Dec 5
Delta Logo
2:00 pm - 10:54 pmLAX  Los Angeles-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:24 am - 4:49 pmMDW  Chicago Midway-LAX Los Angeles
8h 25m1 stop Minneapolis St Paul
$237Delta
Wed, Nov 18 - Thu, Nov 26
Delta Logo
11:59 pm - 8:50 amLAX  Los Angeles-MDW Chicago Midway
6h 51m1 stop Minneapolis St Paul
Delta Logo
11:05 am - 4:49 pmMDW  Chicago Midway-LAX Los Angeles
7h 44m1 stop Minneapolis St Paul
$237Delta
Sat, Nov 14 - Sat, Nov 21
Frontier Logo
1:20 pm - 11:47 pmLAX  Los Angeles-MDW Chicago Midway
8h 27m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:42 pm - 9:09 pmMDW  Chicago Midway-LAX Los Angeles
26h 27m1 stop Orlando
$276Frontier
Tue, Nov 17 - Sat, Nov 21
Frontier Logo
12:03 am - 11:22 amLAX  Los Angeles-MDW Chicago Midway
9h 19m1 stop Dallas/Fort Worth
Frontier Logo
8:28 am - 4:58 pmMDW  Chicago Midway-LAX Los Angeles
10h 30m1 stop Atlanta Hartsfield-Jackson
$276Frontier
Thu, Nov 12 - Sat, Nov 14
Multiple Airlines Logo
1:20 pm - 11:47 pmLAX  Los Angeles-MDW Chicago Midway
8h 27m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:15 am - 5:15 pmMDW  Chicago Midway-LAX Los Angeles
12h 00m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$350Multiple Airlines
Mon, Nov 9 - Sat, Nov 14
Multiple Airlines Logo
12:03 am - 11:22 amLAX  Los Angeles-MDW Chicago Midway
9h 19m1 stop Dallas/Fort Worth
Multiple Airlines Logo
7:15 am - 5:15 pmMDW  Chicago Midway-LAX Los Angeles
12h 00m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$351Multiple Airlines

Price, demand and travel trends for Los Angeles 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 Los Angeles to Chicago Midway Airport?

Round-trip flights from Los Angeles to Chicago Midway Airport typically range from $308 to $517. The lowest price found in the past 5 days was $217, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Los Angeles to Chicago Midway Airport. It’s 11% cheaper than the average day, while Friday is the most expensive, with prices 6% higher.

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

•April is the cheapest month to fly from Los Angeles to Chicago Midway Airport at $317 round-trip.
•June ($472) and July ($470) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 48% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Los Angeles to Chicago Midway Airport the cheapest?

Flights from Los Angeles to Chicago Midway Airport are cheapest 21 weeks before departure. Booking in this window typically costs about 46% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Los Angeles to Chicago Midway Airport flights

Low season

February

Cheapest flight

$109
Beat the crowds with an average 33% drop in travelers.
The most popular month to fly with an average 38% increase in travelers.
One-way flight from Los Angeles to Chicago Midway Airport

When to book flights from Los Angeles to Midway

Are your dates flexible? Find out the best times to travel from Los Angeles 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 Los Angeles 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 Los Angeles to Chicago Midway Airport?

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

    • Earliest: departs at 12:05 am and lands at 4:02 am
    • Latest: departs at 11:55 pm and lands at 3:52 am.

    The flight takes about 3h 57m.

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

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

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

    A nonstop flight from Los Angeles to Chicago Midway Airport takes 3h 57m, covering 1,746 miles.

  • Do I need a passport to fly from Los Angeles 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 Los Angeles to Chicago Midway Airport flight?

    Round-trip flights from Los Angeles to Chicago Midway Airport range from $308 to $517, with an average of $393 over the past 12 months. Anything below $308 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 29% above the $393 route average. Book 21 weeks before departure for the lowest fares.

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $209 round-trip via Phoenix Sky Harbor Intl (PHX), compared to $410 for nonstop.

  • How does on-time performance compare across airlines flying from Los Angeles to Chicago Midway Airport?

    Southwest is the only airline operating Los Angeles to Chicago Midway Airport flights. 82% of its flights are on time.

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

    The Airbus A321neo family is used most often on this route, operated mainly by United Airlines and Frontier. Other aircraft seen on the route include Boeing 737-800 Passenger/BBJ2 (winglets) variants.

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

    Morning is the busiest departure period on Los Angeles to Chicago Midway Airport flights, with 67% of flights leaving in that window. Night departures account for 33%, afternoon flights for 0%, and evening flights for 0%.

  • Have flight prices from Los Angeles 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 $209 to $1,380. That means the highest observed fare was about 7x higher than the lowest one.

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

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

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

    One-way fares from Los Angeles to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $142, which is 45% 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 starting from around $32 for economy cars. Top options include:

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

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

    Flights from Los Angeles to Chicago Midway Airport usually depart from Los Angeles (LAX) and arrive at Chicago Midway (MDW).

  • What time of day has the fewest delays on flights from Los Angeles to Chicago Midway Airport?

    Night flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from Los Angeles to Chicago Midway Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Los Angeles to Chicago Midway Airport route, 18% of flights were delayed in the past 3 months, with delays averaging 1h 47m.

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

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

    • Dallas/Fort Worth (DFW) - 38% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 19% of one-stop connections
    • Minneapolis St Paul (MSP) - 19% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 7% of one-stop connections

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

    Yes. Flexible dates can save you up to 17% on flights from Los Angeles to Chicago Midway Airport. Sunday is the cheapest departure day at $350 round-trip on average, while Friday is the most expensive at $419, a difference of $69.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from Los Angeles to Chicago Midway Airport?

    Only Southwest operates flights between Los Angeles and Chicago Midway Airport.

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

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 6h 31m, compared with 6h 34m via Dallas Love Field (DAL) and 6h 59m via El Paso (ELP).

  • What is the time difference between Los Angeles and Chicago Midway Airport?

    Chicago Midway Airport is 2 hours ahead of Los Angeles (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • 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 Los Angeles to Chicago Midway Airport flights?

    Among airlines operating Los Angeles to Chicago Midway Airport flights:

    • Southwest: offers free seat selection
    • JetBlue: offers extra legroom; 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 Los Angeles 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 and a checked bag in Economy Class

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

  • Which other nearby cities are served by the Chicago Midway International Airport?

    Chicago Midway International Airport (MDW) provides easy access to other destinations in the neighborhood, which you can visit once you land from Los Angeles International Airport (LAX) flight. To this end, if you plan to visit Grayslake, Chesterton, Lindenhurst, Algonquin, Minooka, or Wauconda, you must first land at MDW before connecting there by road.

  • Which are the most popular connecting routes between Los Angeles (LAX) and Chicago Midway (MDW)?

    Southwest Airlines and Delta Air Lines offer connecting flights between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). Popular layover cities include Dallas (DAL), San Jose (SJC), and Atlanta (ATL). It's important to note that connecting routes can vary based on the airline's flight schedules, seasonal changes, and other factors.

  • Where can I relax at Los Angeles (LAX) while waiting for my flight to Chicago Midway (MDW)?

    Yes, Los Angeles International Airport (LAX) offers several lounges for passengers to relax and enjoy various amenities before their flights (LAX) to Chicago Midway (MDW). For example, American Airlines operates Admirals Club lounges at LAX in Terminal 4 and Terminal 5. On the other hand, United Airlines has United Club lounges in Terminal 7 and Terminal 8, while Delta Air Lines operates a Delta Sky Club in Terminal 2.

  • Which airlines offer family services on trips between Los Angeles (LAX) and Chicago (MDW)?

    Various airlines offer family services on trips between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). If you are flying aboard Southwest Airlines, remember that the carrier allows families to board and select seats together. Still, the airline offers a “Family Boarding” line for families with young children.

Your guide to booking Los Angeles 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 Sunday departure and avoid flying on Friday. On this route, Sunday flights average $350, about $69 less than Friday fares (16% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 21 weeks before you fly. On this route, that window historically saves about 46% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Los Angeles to Chicago Midway Airport trip for April. Fares historically average $317 round-trip in that month - typically $155 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Phoenix Sky Harbor Intl Airport (PHX) can be cheaper than flying direct. The cheapest layover option averages $209 round-trip on this route - about $201 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
  • Los Angeles International Airport (LAX) is a hub for Delta Air Lines, American Airlines, Alaska Airlines, and United. Los Angeles is also a focus city for Southwest Airlines, Qantas, Allegiant Air, and Air New Zealand. These airlines provide many of their flights to Chicago Midway (MDW), thus giving travelers increased flexibility when planning their trips.
  • Flights between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW) are typically operated by low-cost carriers such as Southwest Airlines, which has a different seating system than traditional seat upgrades found in full-service airlines. Southwest Airlines operates on an open seating policy, where passengers are not assigned specific seats but are given a boarding group and position instead.
  • Southwest Airlines allows small, domesticated dogs and cats to travel with their owners in the cabin on select flights from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW). Furthermore, the pet and carrier combined must not exceed the dimensions of 18.5” x 8.5” x 13.5”. The weight limit for the pet and carrier is 20 lbs.
  • Various carriers have different hand luggage limits between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). Suppose you are flying aboard Southwest Airlines. In that case, the carrier does not have a specified weight restriction for carry-on items. However, the bag’s dimensions must not exceed 10 × 16 × 24 in.
  • All airlines between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW) provide wheelchair assistance for passengers with mobility limitations. This service is available from check-in to the boarding gate and from the aircraft to the designated pick-up area upon arrival. Airlines typically have trained staff or dedicated contractors who can provide wheelchair assistance.

Prefer to fly direct from Los Angeles to Chicago Midway Airport?

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

Direct departures

Los Angeles to Chicago Midway

Monday

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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 Los Angeles

Monday

Southwest

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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 Los Angeles to Midway

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