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$86+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
1 adult, Economy
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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 December 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/29. 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.
Wed 12/313:10 pmMDW - RIC
1 stop24h 59mMultiple Airlines
Sun 1/47:11 pmRIC - MDW
1 stop19h 10mMultiple Airlines
Deal found 11/29$284
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
Wed 12/172:49 pmMDW - RIC
2 stops16h 33mMultiple Airlines
Tue 12/304:20 pmRIC - MDW
1 stop6h 52mMultiple Airlines
Deal found 11/30$313
This Southwest deal was found by Cheapflights users on 11/29. 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 12/316:40 amMDW - RIC
1 stop3h 55mSouthwest
Sun 1/45:30 pmRIC - MDW
Nonstop2h 05mSouthwest
Deal found 11/29$354
This Delta deal was found by Cheapflights users on 11/30. 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.
Mon 12/155:29 pmMDW - RIC
1 stop6h 01mDelta
Thu 12/258:00 amRIC - MDW
1 stop7h 40mDelta
Deal found 11/30$382
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 12/123:52 pmMDW - RIC
2 stops18h 26mMultiple Airlines
Sun 12/147:34 pmRIC - MDW
1 stop15h 18mMultiple Airlines
Deal found 12/1$383
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
Wed 12/246:12 amMDW - RIC
2 stops25h 10mMultiple Airlines
Sun 12/287:11 pmRIC - MDW
1 stop19h 10mMultiple Airlines
Deal found 11/30$389
This Southwest deal was found by Cheapflights users on 11/30. 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 12/241:50 pmMDW - RIC
Nonstop1h 50mSouthwest
Sun 12/286:10 amRIC - MDW
1 stop3h 50mSouthwest
Deal found 11/30$392
This Delta deal was found by Cheapflights users on 11/30. 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.
Fri 12/266:08 pmMDW - RIC
1 stop4h 09mDelta
Tue 12/305:10 amRIC - MDW
1 stop4h 55mDelta
Deal found 11/30$399
This Southwest deal was found by Cheapflights users on 11/30. 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.
Sun 12/215:50 amMDW - RIC
1 stop4h 40mSouthwest
Sun 1/45:30 pmRIC - MDW
Nonstop2h 05mSouthwest
Deal found 11/30$409
This Southwest deal was found by Cheapflights users on 11/30. 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 12/171:50 pmMDW - RIC
Nonstop1h 50mSouthwest
Tue 12/306:25 pmRIC - MDW
1 stop5h 40mSouthwest
Deal found 11/30$417

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 December 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$276
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$605

Good round-trip deal

$288 or less
Provider with most accurate pricing for Chicago Midway-Richmond Byrd Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Richmond Byrd Intl flights.
Search Deals
From Chicago Midway to Richmond Byrd Intl
Search Deals
One-way flight from Chicago Midway to Richmond Byrd Intl
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Richmond Byrd Intl.
Search Deals

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 December 1, 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

Sat 1/17

6:50 am-3:35 pm

1 stop7h 45m

Richmond Byrd Intl

Sun 1/18

5:30 pm-6:40 pm

Nonstop2h 10m

$289

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Fri 2/20

9:40 am-12:35 pm

Nonstop1h 55m

Richmond Byrd Intl

Mon 2/23

1:25 pm-2:35 pm

Nonstop2h 10m

$324

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sun 2/1

9:50 am-12:45 pm

Nonstop1h 55m

Richmond Byrd Intl

Sun 2/15

1:25 pm-2:35 pm

Nonstop2h 10m

$324

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sun 1/11

9:50 am-12:45 pm

Nonstop1h 55m

Richmond Byrd Intl

Sun 1/18

5:30 pm-6:40 pm

Nonstop2h 10m

$324

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sun 1/18

6:45 am-12:12 pm

1 stop4h 27m

Richmond Byrd Intl

Sun 1/25

8:00 am-11:59 am

1 stop4h 59m

$344

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 1/7

5:31 pm-12:25 am

1 stop5h 54m

Richmond Byrd Intl

Thu 1/8

7:19 am-12:48 pm

1 stop6h 29m

$354

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 12/31

6:40 am-11:35 am

1 stop3h 55m

Richmond Byrd Intl

Sun 1/4

5:30 pm-6:35 pm

Nonstop2h 05m

$354

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 12/30

6:14 am-3:25 pm

1 stop8h 11m

$87

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 1/1

6:12 am-6:41 pm

1 stop11h 29m

$88

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Wed 1/28

1:20 pm-10:04 pm

2 stops31h 44m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/29

Showing 1-10 of 14 results
1
2

Compare providers for flights from Midway to Richmond

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 Richmond in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Richmond flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Richmond flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Richmond flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Richmond flights, Cheapflights users trust eDreams the most. eDreams 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-Richmond 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 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Richmond (average of $57). Flying from Chicago Midway Airport to Richmond in April is currently the most expensive (average of $169). 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 December 1, 2025.

It’s typically best to fly out from Chicago Midway Airport to Richmond at noon. Doing so could potentially save you 40% 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 December 1, 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
4,253 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.

  • How long is the flight from Chicago Midway Airport to Richmond?

    Departing from Chicago Midway Airport to Richmond will take you 7h 45m. The distance between Chicago Midway Airport and Richmond is about 628 mi.

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

    According to our current data, Southwest ($236), offers the cheapest pricing from Chicago Midway Airport to Richmond. Southwest is 45% 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 $287. On average you can expect to pay $344. The most popular route, (Chicago Midway - Richmond Byrd Intl), can usually be booked for $195.

  • 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Richmond (average of $57). Flying from Chicago Midway Airport to Richmond in April is currently the most expensive (average of $169). 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
Midlothian
Chester
Glen Allen
Emporia
Hopewell
Ashland

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Alternative routes for Midway to Richmond

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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 December 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$236Average$349FlexibilityNo cancel feeOn-time63%

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