$427+ Cheap flights from Midway (MDW) to Fort Leonard Wood (TBN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TBN
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Fort Leonard Wood with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Fort Leonard Wood
Cheapest
Best
Last-minute
Cheapest flights from Midway to Fort Leonard WoodExplore the most affordable flight options available from Midway to Fort Leonard Wood. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
Explore the most affordable flight options available from Midway to Fort Leonard Wood. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:30 pm -
1 stop20h 15m
Fri 10/164:15 pm -
1 stop22h 20m
Deal found 9/21![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:12 pm -
1 stop22h 33m
Thu 10/224:15 pm -
1 stop20h 02m
Deal found 9/21![Multiple Airlines logo]()
$475
Best flights from Midway to Fort Leonard WoodDiscover carefully curated flight deals from Midway to Fort Leonard Wood that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Midway to Fort Leonard Wood that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:30 pm -
1 stop20h 15m
Fri 10/164:15 pm -
1 stop22h 20m
Deal found 9/21![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:12 pm -
1 stop22h 33m
Thu 10/224:15 pm -
1 stop20h 02m
Deal found 9/21![Multiple Airlines logo]()
$475
Last-minute flights from Midway to Fort Leonard WoodDiscover last-minute flight deals from Midway to Fort Leonard Wood. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Fort Leonard Wood. Data last updated September 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:30 pm -
1 stop20h 15m
Fri 10/164:15 pm -
1 stop22h 20m
Deal found 9/21![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:12 pm -
1 stop22h 33m
Thu 10/224:15 pm -
1 stop20h 02m
Deal found 9/21![Multiple Airlines logo]()
$475
Find flight deals from Midway to Fort Leonard Wood
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Fort Leonard Wood (TBN). 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 September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $427 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Fort Leonard Wood that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 23, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Fort Leonard Wood that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoFort Leonard Wood
MDW Chicago Midway - TBN Fort Leonard Wood Waynesville Regional
MDWTBN
Chicago Midway
Tue 10/13
3:30 pm-11:45 am
1 stop20h 15m
Fort Leonard Wood Waynesville Regional
Fri 10/16
4:15 pm-2:35 pm
1 stop22h 20m
$427
ChicagoFort Leonard Wood
MDW Chicago Midway - TBN Fort Leonard Wood Waynesville Regional
MDWTBN
Chicago Midway
Thu 10/15
1:12 pm-11:45 am
1 stop22h 33m
Fort Leonard Wood Waynesville Regional
Thu 10/22
4:15 pm-12:17 pm
1 stop20h 02m
$475
Sorted by cheapest first
Compare providers for flights from Midway to Fort Leonard Wood
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Fort Leonard Wood in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Fort Leonard Wood flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Fort Leonard Wood flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Fort Leonard Wood flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Fort Leonard Wood flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago Midway Airport-Fort Leonard Wood 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 Midway to Fort Leonard Wood
Have a flexible travel schedule? Discover the best time to fly to Fort Leonard Wood from Midway with our price prediction graph.
MDW-TBN
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 Midway to Fort Leonard Wood. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Fort Leonard Wood?
Book flights to Fort Leonard Wood if you plan to visit one of these locationsOsage Beach
Rolla
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