HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$61+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Richmond to Midway 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.

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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/129:29 pmRIC - MDW
2 stops27h 26mMultiple Airlines
Sun 11/166:06 pmMDW - RIC
1 stop14h 06mMultiple Airlines
Deal found 10/28$263
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 11/1311:54 amRIC - MDW
2 stops13h 01mMultiple Airlines
Mon 11/176:06 pmMDW - RIC
1 stop13h 16mMultiple Airlines
Deal found 10/29$274
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/118:36 pmRIC - MDW
2 stops17h 05mMultiple Airlines
Fri 11/145:57 pmMDW - RIC
1 stop22h 40mMultiple Airlines
Deal found 10/28$277
This Delta deal was found by Cheapflights users on 10/28. 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 11/76:00 amRIC - MDW
1 stop3h 40mDelta
Mon 11/105:34 pmMDW - RIC
1 stop4h 29mDelta
Deal found 10/28$281
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 12/45:30 pmRIC - MDW
Nonstop2h 05mSouthwest
Sat 12/65:35 pmMDW - RIC
Nonstop1h 50mSouthwest
Deal found 10/29$287
This Southwest deal was found by Cheapflights users on 10/30. 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 12/46:10 amRIC - MDW
1 stop5h 00mSouthwest
Thu 12/41:50 pmMDW - RIC
Nonstop1h 50mSouthwest
Deal found 10/30$289
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 12/2510:14 amRIC - MDW
1 stop5h 26mDelta
Tue 12/306:00 amMDW - RIC
1 stop5h 15mDelta
Deal found 10/27$299
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:20 amRIC - MDW
1 stop6h 32mDelta
Tue 11/2512:47 pmMDW - RIC
1 stop6h 39mDelta
Deal found 10/29$303

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$61
(Frontier)

Popular in

November

Cheapest in

August

Average price

$325

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.
Search Deals
Provider most trusted by Cheapflights users for Richmond Byrd Intl-Chicago Midway flights.
Search Deals
From Richmond Byrd Intl to Chicago Midway
Search Deals
One-way flight from Richmond Byrd Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($56 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 October 2025
Search Deals
Price to beat on a round-trip flight from Richmond Byrd Intl to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Richmond Byrd Intl to Chicago Midway.
Search Deals

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 October 30, 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

Thu 11/20

1:22 pm-10:43 pm

1 stop10h 21m

Chicago Midway

Thu 11/27

6:05 am-11:58 am

1 stop4h 53m

$280

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 11/11

6:20 am-11:52 am

1 stop6h 32m

Chicago Midway

Tue 11/11

5:34 pm-12:27 am

1 stop5h 53m

$281

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 12/4

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

Sat 12/6

5:35 pm-8:25 pm

Nonstop1h 50m

$287

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 12/4

6:10 am-10:10 am

1 stop5h 00m

Chicago Midway

Thu 12/4

1:50 pm-4:40 pm

Nonstop1h 50m

$289

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sat 12/6

5:10 am-9:54 am

1 stop5h 44m

Chicago Midway

Sat 12/6

4:29 pm-9:57 pm

1 stop4h 28m

$297

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 11/23

11:40 am-10:33 pm

1 stop11h 53m

Chicago Midway

Thu 11/27

6:05 am-11:58 am

1 stop4h 53m

$310

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 12/9

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

Sun 12/14

9:35 am-12:30 pm

Nonstop1h 55m

$324

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 2/6

1:25 pm-2:35 pm

Nonstop2h 10m

Chicago Midway

Mon 2/9

9:50 am-12:45 pm

Nonstop1h 55m

$324

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 2/5

1:25 pm-2:35 pm

Nonstop2h 10m

Chicago Midway

Sun 2/8

1:50 pm-4:40 pm

Nonstop1h 50m

$324

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 12/10

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

Sun 12/14

5:15 pm-11:40 pm

1 stop5h 25m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 19 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 October.
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 October 30, 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 October 30, 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
4,243 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

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 2h 05m. Frontier provides one of the quickest options available for as low as $287. 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 $327 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 $177.

  • 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Richmond to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
Reagan-National to Midway flights
Raleigh to Midway flights
Richmond to O'Hare Intl flights
Norfolk to O'Hare Intl flights
Norfolk to Midway flights
Greensboro to O'Hare Intl flights
Roanoke to O'Hare Intl flights
Charlottesville to O'Hare Intl flights
Greensboro to Midway flights
Roanoke to Midway flights
Charlottesville to Midway flights
Staunton to O'Hare Intl flights
Lynchburg to O'Hare Intl flights
Blountville to O'Hare Intl flights
Blountville to Midway flights
Newport News to O'Hare Intl flights
Salisbury to O'Hare Intl flights
Richmond to Rockford flights
Lewisburg to O'Hare Intl flights
Raleigh to Rockford flights
Norfolk to Rockford flights
Newport News to Midway flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$229Average$371FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.