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$115+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
May 31 — Jun 71
Sun 5/31
Sun 6/7
1 adult, Economy
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Cheap 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 May 1, 2026.

This Southwest deal was found by Cheapflights users on 4/27. 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 5/265:00 pm
MDW
-
RIC
1 stop3h 55m
Southwest
Wed 6/38:05 am
RIC
-
MDW
Nonstop2h 05m
Southwest
Deal found 4/27$275
This Southwest deal was found by Cheapflights users on 4/26. 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 6/246:10 pm
MDW
-
RIC
Nonstop1h 55m
Southwest
Sat 6/276:35 pm
RIC
-
MDW
Nonstop2h 00m
Southwest
Deal found 4/26$277
This Southwest deal was found by Cheapflights users on 4/26. 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 5/198:00 am
MDW
-
RIC
1 stop3h 55m
Southwest
Sat 5/235:20 pm
RIC
-
MDW
1 stop4h 20m
Southwest
Deal found 4/26$285
This Southwest deal was found by Cheapflights users on 4/26. 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 6/274:50 pm
MDW
-
RIC
1 stop5h 15m
Southwest
Tue 6/304:55 pm
RIC
-
MDW
1 stop5h 40m
Southwest
Deal found 4/26$297
This Southwest deal was found by Cheapflights users on 4/29. 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 5/275:00 pm
MDW
-
RIC
1 stop3h 55m
Southwest
Wed 6/36:50 am
RIC
-
MDW
2 stops10h 00m
Southwest
Deal found 4/29$308
This Southwest deal was found by Cheapflights users on 4/30. 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.
Thu 6/118:05 pm
MDW
-
RIC
Nonstop1h 50m
Southwest
Tue 6/307:25 am
RIC
-
MDW
Nonstop1h 55m
Southwest
Deal found 4/30$309
This Delta deal was found by Cheapflights users on 4/27. 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 5/1910:59 am
MDW
-
RIC
1 stop5h 23m
Delta
Sat 8/156:00 am
RIC
-
MDW
1 stop3h 42m
Delta
Deal found 4/27$310
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sat 5/163:35 pm
MDW
-
RIC
Nonstop1h 50m
Southwest
Wed 8/127:50 am
RIC
-
MDW
Nonstop1h 55m
Southwest
Deal found 4/29$311
This Southwest deal was found by Cheapflights users on 4/26. 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 5/235:25 pm
MDW
-
RIC
1 stop4h 25m
Southwest
Tue 5/268:05 am
RIC
-
MDW
Nonstop2h 05m
Southwest
Deal found 4/26$314

Find 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 May 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$275
(Southwest)

One-way from

$115
(Kiwi.com)

Popular in

March

Cheapest in

April

Average price

$265

Good round-trip deal

$389 or less

Good one-way deal

$194 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. 12% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Richmond Byrd Intl.
Search Deals
Price to beat on a one-way 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 May 1, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Richmond that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 5/26

5:00 pm-9:55 pm

1 stop3h 55m

Richmond Byrd Intl

Wed 6/3

8:05 am-9:10 am

Nonstop2h 05m

$275

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 5/26

5:00 pm-9:55 pm

1 stop3h 55m

Richmond Byrd Intl

Thu 5/28

7:30 pm-8:30 pm

Nonstop2h 00m

$315

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 6/11

7:50 am-4:30 pm

2 stops7h 40m

Richmond Byrd Intl

Tue 6/30

4:55 pm-9:35 pm

1 stop5h 40m

$334

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 5/30

2:15 pm-7:55 pm

1 stop4h 40m

Richmond Byrd Intl

Thu 6/4

6:20 pm-10:00 pm

1 stop4h 40m

$343

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 5/23

5:10 pm-12:43 am

1 stop6h 33m

Richmond Byrd Intl

Mon 5/25

6:00 am-8:43 am

1 stop3h 43m

$357
Quickest round-trip

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Mon 5/25

12:55 pm-3:50 pm

Nonstop1h 55m

Richmond Byrd Intl

Mon 6/1

7:30 pm-8:30 pm

Nonstop2h 00m

$377

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 10/22

12:55 pm-3:50 pm

Nonstop1h 55m

Richmond Byrd Intl

Sun 10/25

4:55 pm-1:30 am

1 stop9h 35m

$391

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Fri 7/3

1:00 pm-11:50 pm

2 stops9h 50m

Richmond Byrd Intl

Sun 7/5

7:30 pm-8:30 pm

Nonstop2h 00m

$396

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 8/6

1:00 pm-7:10 pm

1 stop5h 10m

Richmond Byrd Intl

Sun 8/9

6:00 pm-7:00 pm

Nonstop2h 00m

$399

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 6/18

6:00 am-12:00 pm

1 stop5h 00m

Richmond Byrd Intl

Thu 6/25

6:00 am-9:14 am

1 stop4h 14m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 19 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Richmond flight deals on Cheapflights vs. FlightHub >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 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-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 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 May 1, 2026.

It’s typically best to fly out from Chicago Midway Airport to Richmond in the morning. Doing so could potentially save you 14% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Chicago Midway Airport to Richmond?

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 May 1, 2026.
Read reviews from past customers who have flown Southwest and Delta 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
4,317 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,317 reviews
Southwest
8.0
Very good
4,317 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,467 reviews
Southwest
8.0
Very good
4,317 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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. 2 airlines have 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 3h 55m. The distance between Chicago Midway Airport and Richmond is about 628 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago Midway Airport to Richmond round-trip?

    According to our current data, Delta ($108), and Southwest ($174) offers the cheapest pricing from Chicago Midway Airport to Richmond. Delta is 65% 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 $169. On average you can expect to pay $298. The most popular route, (Chicago Midway - Richmond Byrd Intl), can usually be booked for $247.

  • 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.

See more FAQs

Traveling to a place near Richmond?

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

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Top 2 airlines flying from Midway to Richmond

Discover the top 2 airlines 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 May 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$265FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$174Average$331FlexibilityNo cancel feeOn-time63%

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