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$91+ Cheap flights from Midway (MDW) to Richmond (RIC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Midway to Richmond

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Richmond (RIC). 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 August 14, 2025.

Round-trip from

$203
(Southwest)

One-way from

$91
(Kiwi.com)

Popular in

February

Cheapest in

May

Average price

$478

Good round-trip deal

$203 or less

Good one-way deal

$90 or less
From Chicago Midway to Richmond Byrd Intl
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One-way flight from Chicago Midway to Richmond Byrd Intl
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Highest demand for flights based on searches. 16% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Richmond Byrd Intl.
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Price to beat on a one-way flight from Chicago Midway to Richmond Byrd Intl.
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Find flight deals from Midway to Richmond

Cheapest flights from Midway to Richmond
Explore the most affordable flight options available from Midway to Richmond. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:25 pmMDW - RIC
Nonstop1h 50mSouthwest
Sat 10/252:45 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/13$203
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2311:00 amMDW - RIC
Nonstop1h 55mSouthwest
Thu 9/255:20 pmRIC - MDW
1 stop5h 15mSouthwest
Deal found 8/13$213
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/69:45 amMDW - RIC
Nonstop2h 00mSouthwest
Mon 9/84:25 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/13$217
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 9/199:48 amMDW - RIC
1 stop11h 22mMultiple Airlines
Mon 9/227:00 amRIC - MDW
2 stops12h 43mMultiple Airlines
Deal found 8/14$218
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:00 amMDW - RIC
1 stop6h 23mDelta
Wed 10/156:00 amRIC - MDW
1 stop3h 40mDelta
Deal found 8/12$223
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:15 amMDW - RIC
1 stop3h 25mSouthwest
Mon 9/84:25 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/12$227
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:20 pmMDW - RIC
1 stop5h 05mSouthwest
Tue 10/218:20 amRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/12$228
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1910:55 amMDW - RIC
Nonstop1h 55mSouthwest
Mon 9/224:25 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/14$232
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/241:00 pmMDW - RIC
2 stops7h 50mSouthwest
Sun 9/287:00 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 8/12$233
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:20 pmMDW - RIC
1 stop5h 05mSouthwest
Mon 10/206:10 pmRIC - MDW
1 stop5h 10mSouthwest
Deal found 8/12$237
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:30 pmMDW - RIC
1 stop4h 33mDelta
Sun 9/286:00 amRIC - MDW
1 stop3h 40mDelta
Deal found 8/12$238

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Richmond 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 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Richmond that are best for you.

Fly from

Midway

Fly to

Richmond

Route

Depart

Return

Price

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 10/22

1:25 pm-4:15 pm

Nonstop1h 50m

Richmond Byrd Intl

Sat 10/25

2:45 pm-3:45 pm

Nonstop2h 00m

$203

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 9/23

11:00 am-1:55 pm

Nonstop1h 55m

Richmond Byrd Intl

Thu 9/25

5:20 pm-9:35 pm

1 stop5h 15m

$213

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 9/6

9:45 am-12:45 pm

Nonstop2h 00m

Richmond Byrd Intl

Mon 9/8

4:25 pm-5:25 pm

Nonstop2h 00m

$217

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 9/27

9:45 am-12:45 pm

Nonstop2h 00m

Richmond Byrd Intl

Mon 9/29

4:25 pm-5:25 pm

Nonstop2h 00m

$217

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 9/18

10:55 am-1:50 pm

Nonstop1h 55m

Richmond Byrd Intl

Sat 9/27

2:35 pm-3:35 pm

Nonstop2h 00m

$217

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Mon 9/29

10:55 am-1:50 pm

Nonstop1h 55m

Richmond Byrd Intl

Mon 9/29

4:25 pm-5:25 pm

Nonstop2h 00m

$217

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 11/6

9:35 am-12:30 pm

Nonstop1h 55m

Richmond Byrd Intl

Mon 11/10

4:50 pm-5:55 pm

Nonstop2h 05m

$217

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Fri 9/19

9:48 am-10:10 pm

1 stop11h 22m

Richmond Byrd Intl

Mon 9/22

7:00 am-6:43 pm

2 stops12h 43m

$218

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 9/24

11:00 am-1:55 pm

Nonstop1h 55m

Richmond Byrd Intl

Sun 9/28

7:00 pm-8:00 pm

Nonstop2h 00m

$218

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 10/1

11:00 am-1:55 pm

Nonstop1h 55m

Richmond Byrd Intl

Sun 10/5

8:30 pm-9:30 pm

Nonstop2h 00m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 15 results
1
2

Best time to book a flight from Midway to Richmond

Have a flexible travel schedule? Discover the best time to fly to Richmond from Midway 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Richmond

What is the cheapest month to book a flight from Chicago Midway Airport to Richmond?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Richmond (average of $281). Flying from Chicago Midway Airport to Richmond in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to RIC?

Find hourly flight availability from Midway to Richmond. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

It’s typically best to fly out from Chicago Midway Airport to Richmond at noon. Doing so could potentially save you 12% on the flight price compared to flying in the afternoon, which is usually more expensive.

Reviews of airlines servicing Richmond

Get insights into the airlines that provide service to Richmond. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Richmond. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Richmond. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Midway to Richmond. 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 into for flights to Richmond from Chicago Midway?

    For a flight from Chicago Midway to Richmond, you will be flying into Byrd Intl. Richmond Byrd Intl (RIC) is just 6.9 mi from the center of the city. Byrd Intl is the only Richmond airport and it handles 0 inbound flights from Chicago Midway per day. 1 airline has flights to Richmond Byrd Intl from Chicago Midway on a regular basis.

  • What is the cheapest airline to fly from Chicago Midway Airport to Richmond round-trip?

    According to our current data, Southwest ($213), offers the cheapest pricing from Chicago Midway Airport to Richmond. Southwest is 48% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Chicago Midway Airport to Richmond?

    The cheapest flight price from Chicago Midway Airport to Richmond is $53. On average you can expect to pay $152. The most popular route, (Chicago Midway - Richmond Byrd Intl), can usually be booked for $203.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Chicago Midway Airport to Richmond?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Richmond (average of $281). Flying from Chicago Midway Airport to Richmond in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Richmond?

Book flights to Richmond if you plan to visit one of these locations
Doswell
Colonial Heights
Chester
Midlothian
Glen Allen
Emporia
Ashland

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Alternative routes for Midway to Richmond

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Richmond

Discover the top airline that operate flights from Midway to Richmond. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$213Average$349FlexibilityNo cancel feeOn-time63%

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