LAX → MDW

Find and Compare the Cheapest Ways to Fly from Los Angeles to Chicago

Compare one-way, round-trip and flight + hotel packages from Los Angeles to Chicago, a nonstop flight of about 4h, with fares from around 235. Nonstop fares seen from Southwest.

Los Angeles to Chicago flight facts

Los Angeles to Chicago is a domestic route covering about 1,746 miles, arriving at Chicago Midway International Airport (MDW) in United States. Peak travel season in Chicago runs June–August (warm, lakefront festivals), while November–April is usually the quietest and best-value time to visit. Nonstop fares we've tracked on this route come from Southwest.

Key facts for flights from Los Angeles to Chicago
Departing fromLos Angeles International Airport (LAX)
Arriving atChicago Midway International Airport (MDW)
Distance1,746 miles (2,812 km)
Nonstop flight timeAbout 4h
Nonstop airlines seenSouthwest
Round-trip fares from$235 (estimate)
Cheapest monthsFebruary, May, September
Peak season in ChicagoJune–August
Cheapest hotel months in ChicagoNovember–April
Best time to book1 to 3 months ahead
Route info updatedOctober 16, 2026

When to visit Chicago

  • Peak season

    June–August

    Warm, lakefront festivals

  • Shoulder season

    May & September–October

    Mild and comfortable

  • Off-peak season

    November–April

    Cold, windy and snowy

Estimated round-trip fares by month, Los Angeles to Chicago

Estimated lowest round-trip fare per month
MonthFares from
January$270
February$235
March$295
April$295
May$250
June$345
July$340
August$350
September$250
October$260
November$310
December$360

Flying from Los Angeles to Chicago

Airlines Flying this Route

Nonstop fares we've tracked on this route come from Southwest. Ducoffs.com compares full-service and low-cost airlines flying between Los Angeles and Chicago in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from Los Angeles to Chicago

Fares on this route tend to be lowest in February, May, and September. For the best selection, book about 1 to 3 months before departure and stay flexible by a day or two.

Average Travel Duration

Los Angeles and Chicago are about 1,746 miles apart. A nonstop flight takes roughly 4h; connecting itineraries usually add 2 to 5 hours.

Los Angeles to Chicago flight questions

How can I find the absolute cheapest flight from Los Angeles to Chicago?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

What is the cheapest month to fly from Los Angeles to Chicago?

Based on typical seasonal demand, February, May, and September tend to offer the lowest fares on this route, with estimated round-trip prices starting around $235. Live prices change daily, so run a search for your exact dates.

How long is the flight from Los Angeles to Chicago?

Los Angeles and Chicago are about 1,746 miles apart. A nonstop flight takes roughly 4h, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from Los Angeles to Chicago?

Recent nonstop fares we've tracked on this route come from Southwest. Schedules change by season, so your live search shows every airline flying your dates.

When are hotels cheapest in Chicago?

Hotel rates in Chicago are usually lowest in November–April, when demand is quieter, and highest during peak season (June–August). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Chicago?

This route arrives at Chicago Midway International Airport (MDW). Your search results also show nearby airports when they offer a cheaper or faster option.

How far in advance should I book a flight to Chicago?

For this route, booking about 1 to 3 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.