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Midway

$79+ Cheap flights from Richmond (RIC) to Midway (MDW)

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
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Find flight deals from Richmond to Midway

Cheapest flights from Richmond to Midway
Explore the most affordable flight options available from Richmond to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 24, 2025.

This Southwest deal was found by Cheapflights users on 11/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2312:00 pmRIC - MDW
2 stops9h 35mSouthwest
Tue 11/255:35 amMDW - RIC
1 stop4h 55mSouthwest
Deal found 11/21$264
This Kiwi.com deal was found by Cheapflights users on 11/22. 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.
Sun 12/79:49 pmRIC - MDW
2 stops14h 31mMultiple Airlines
Thu 12/113:10 pmMDW - RIC
1 stop25h 14mMultiple Airlines
Deal found 11/22$275
This Kiwi.com deal was found by Cheapflights users on 11/22. 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.
Sat 12/208:25 pmRIC - MDW
1 stop25h 39mMultiple Airlines
Thu 12/256:12 amMDW - RIC
2 stops9h 57mMultiple Airlines
Deal found 11/22$283
This Kiwi.com deal was found by Cheapflights users on 11/22. 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 12/234:20 pmRIC - MDW
1 stop6h 52mMultiple Airlines
Thu 12/256:12 amMDW - RIC
2 stops9h 57mMultiple Airlines
Deal found 11/22$300
This Southwest deal was found by Cheapflights users on 11/22. 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 12/236:25 pmRIC - MDW
1 stop5h 40mSouthwest
Thu 12/251:50 pmMDW - RIC
Nonstop1h 50mSouthwest
Deal found 11/22$303
This Frontier deal was found by Cheapflights users on 11/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:20 pmRIC - MDW
1 stop6h 52mFrontier
Sun 12/286:00 amMDW - RIC
1 stop11h 04mFrontier
Deal found 11/23$308
This Delta deal was found by Cheapflights users on 11/22. 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.
Wed 12/314:32 pmRIC - MDW
1 stop6h 50mDelta
Mon 1/55:31 pmMDW - RIC
1 stop5h 54mDelta
Deal found 11/22$312
This Southwest deal was found by Cheapflights users on 11/23. 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 12/144:50 pmRIC - MDW
Nonstop2h 05mSouthwest
Tue 12/161:50 pmMDW - RIC
Nonstop1h 50mSouthwest
Deal found 11/23$333
This Delta deal was found by Cheapflights users on 11/24. 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 12/295:10 amRIC - MDW
1 stop4h 55mDelta
Thu 1/16:00 amMDW - RIC
1 stop4h 16mDelta
Deal found 11/24$344

Cheap flight deals from Richmond to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Richmond (RIC) 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 November 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$275
(Kiwi.com)

One-way from

$79
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$590

Good round-trip deal

$386 or less

Good one-way deal

$137 or less
Provider with most accurate pricing for Richmond Byrd Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Richmond Byrd Intl-Chicago Midway flights.
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From Richmond Byrd Intl to Chicago Midway
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One-way flight from Richmond Byrd Intl to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($50 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 November 2025
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Price to beat on a round-trip flight from Richmond Byrd Intl to Chicago Midway.
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Price to beat on a one-way flight from Richmond Byrd Intl to Chicago Midway.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Richmond to Midway 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 November 24, 2025.
Use the filters below to find and compare flights from Richmond to Chicago Midway Airport that are best for you.

Fly from

Richmond

Fly to

Midway

Route

Depart

Return

Price

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 1/6

7:19 am-12:48 pm

1 stop6h 29m

Chicago Midway

Tue 1/13

5:31 pm-12:25 am

1 stop5h 54m

$297

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 12/23

6:25 pm-11:05 pm

1 stop5h 40m

Chicago Midway

Thu 12/25

1:50 pm-4:40 pm

Nonstop1h 50m

$303

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 12/31

4:32 pm-10:22 pm

1 stop6h 50m

Chicago Midway

Mon 1/5

5:31 pm-12:25 am

1 stop5h 54m

$312

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 1/6

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Fri 1/9

1:50 pm-4:40 pm

Nonstop1h 50m

$323

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sat 1/10

10:46 am-4:29 pm

1 stop6h 43m

Chicago Midway

Mon 1/12

11:21 am-4:49 pm

1 stop4h 28m

$323

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 1/8

12:47 pm-5:34 pm

1 stop5h 47m

Chicago Midway

Mon 1/12

6:45 am-2:40 pm

1 stop6h 55m

$327

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 1/7

7:10 am-1:45 pm

1 stop7h 35m

Chicago Midway

Sun 1/11

9:50 am-12:45 pm

Nonstop1h 55m

$333

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 12/14

4:50 pm-5:55 pm

Nonstop2h 05m

Chicago Midway

Tue 12/16

1:50 pm-4:40 pm

Nonstop1h 50m

$333

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 1/11

1:20 pm-2:30 pm

Nonstop2h 10m

Chicago Midway

Mon 1/12

1:50 pm-4:40 pm

Nonstop1h 50m

$338

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 12/16

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

Sun 12/21

5:50 am-11:30 am

1 stop4h 40m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 20 results
1
2

Compare providers for flights from Richmond to Midway

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 Richmond to Midway in November.
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 Richmond-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Richmond-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Richmond-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Richmond-Chicago Midway Airport 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 Richmond-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 Richmond to Midway

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

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

Currently, March is the cheapest month in which you can book a flight from Richmond to Chicago Midway Airport (average of $50). Flying from Richmond to Chicago Midway Airport in June is currently the most expensive (average of $132). 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 RIC to MDW?

Find hourly flight availability from Richmond to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 24, 2025.

It’s typically best to fly out from Richmond to Chicago Midway Airport at noon. Doing so could potentially save you 27% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 24, 2025.
See what other customers who have flown with Southwest from Richmond to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,252 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

    If you book a flight to Chicago Midway from Richmond, you will be flying from Byrd Intl, which is the city’s only airport. Richmond Byrd Intl (RIC) is located 6.9 mi from the center of Richmond. There are 0 flights from Byrd Intl to Chicago Midway per day from 1 airline.

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

    A quick flight from Richmond to Chicago Midway Airport can take about 5h 40m. Delta provides one of the quickest options available for as low as $303. The distance from Richmond to Chicago Midway Airport is about 628 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Richmond to Chicago Midway Airport round-trip from $229. Southwest is currently priced 42% below the average price you’ll pay for this route.

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

    On average you can expect to pay $330 for a flight from Richmond to Chicago Midway Airport. The cheapest flight overall is $78 while the most popular route, (Richmond Byrd Intl - Chicago Midway) is currently priced at $206.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Richmond 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.

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

    Currently, March is the cheapest month in which you can book a flight from Richmond to Chicago Midway Airport (average of $50). Flying from Richmond to Chicago Midway Airport in June is currently the most expensive (average of $132). 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 Chicago Midway Airport?

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

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Alternative routes for Richmond to Midway

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

Discover the top airline that operate flights from Richmond to Midway. 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 November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$229Average$371FlexibilityNo cancel feeOn-time63%

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