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Cheap flights from Laredo, TX (LRD) to Midway (MDW)

LRD — MDW
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheap flight deals from Laredo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Laredo (LRD) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 22, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Popular in

February

Cheapest in

August

Average price

$442
Provider with most accurate pricing for Laredo-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Laredo-Chicago Midway flights.
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Highest demand for flights based on searches. 27% potential increase in price ($164 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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  • Most accurate provider: When it comes to deals on Laredo-Chicago Midway Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Laredo-Chicago Midway Airport flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Laredo-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Laredo-Chicago Midway Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Laredo-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Laredo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Laredo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Laredo to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Laredo to Chicago Midway?

    For a flight from Laredo to Chicago Midway, you will be flying from Laredo. Laredo (LRD) is just 3.9 mi from the center of the city. Laredo is the only Laredo airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Laredo on a regular basis.

  • Can I find deals for flights from Laredo to Midway that include hotel bookings?

    Yes. In addition to deals on Laredo to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Laredo to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Laredo to Midway.

  • Can I find deals for business class flights from Laredo to Midway?

    Yes. Cheapflights offers flight deals from Laredo to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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