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Midway

$78+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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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 septiembre 17, 2025.

Round-trip from

$202
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$469

Good round-trip deal

$320 or less

Good one-way deal

$139 or less
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. 14% potential increase in price ($69 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 September 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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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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 10/305:45 amRIC - MDW
2 stops27h 47mMultiple Airlines
lun. 11/39:32 amMDW - RIC
1 stop10h 10mMultiple Airlines
Deal found 9/15$202
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 12/56:00 amRIC - MDW
1 stop8h 10mMultiple Airlines
dom. 12/72:15 pmMDW - RIC
1 stop6h 35mMultiple Airlines
Deal found 9/15$203
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 11/148:15 pmRIC - MDW
1 stop15h 11mMultiple Airlines
lun. 11/179:27 amMDW - RIC
1 stop8h 53mMultiple Airlines
Deal found 9/15$204
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 12/118:36 pmRIC - MDW
1 stop17h 58mMultiple Airlines
lun. 12/152:15 pmMDW - RIC
1 stop6h 35mMultiple Airlines
Deal found 9/15$207
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/91:08 pmRIC - MDW
1 stop28h 12mMultiple Airlines
lun. 10/135:28 pmMDW - RIC
2 stops22h 34mMultiple Airlines
Deal found 9/16$220
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/168:36 pmRIC - MDW
1 stop20h 33mMultiple Airlines
lun. 10/205:28 pmMDW - RIC
2 stops22h 34mMultiple Airlines
Deal found 9/16$228
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
sáb. 10/46:17 pmRIC - MDW
1 stop19h 27mMultiple Airlines
lun. 10/66:21 amMDW - RIC
2 stops12h 10mMultiple Airlines
Deal found 9/16$230
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
vie. 10/37:00 amRIC - MDW
2 stops12h 43mMultiple Airlines
lun. 10/68:19 amMDW - RIC
1 stop11h 23mMultiple Airlines
Deal found 9/17$232

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 septiembre 17, 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

jue. 12/11

5:30 pm-6:35 pm

Nonstop2h 05m

Chicago Midway

lun. 12/15

1:50 pm-4:40 pm

Nonstop1h 50m

$293

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

jue. 10/30

3:50 pm-4:50 pm

Nonstop2h 00m

Chicago Midway

sáb. 11/1

9:45 am-12:35 pm

Nonstop1h 50m

$293

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

jue. 10/16

5:22 am-9:40 am

1 stop5h 18m

Chicago Midway

lun. 10/20

6:23 pm-11:06 pm

1 stop3h 43m

$313

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

vie. 10/24

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

lun. 10/27

6:23 pm-11:06 pm

1 stop3h 43m

$329

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

mié. 10/22

4:50 pm-10:25 pm

2 stops6h 35m

Chicago Midway

vie. 10/24

4:35 pm-11:25 pm

2 stops5h 50m

$331

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

jue. 10/30

3:50 pm-4:50 pm

Nonstop2h 00m

Chicago Midway

dom. 11/2

9:35 am-12:30 pm

Nonstop1h 55m

$331

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

lun. 10/20

3:50 pm-4:50 pm

Nonstop2h 00m

Chicago Midway

dom. 10/26

8:05 pm-10:55 pm

Nonstop1h 50m

$331

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

jue. 10/30

6:25 am-1:20 pm

2 stops7h 55m

Chicago Midway

lun. 11/3

6:40 am-11:35 am

1 stop3h 55m

$334

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

lun. 10/20

3:50 pm-4:50 pm

Nonstop2h 00m

Chicago Midway

mié. 10/22

2:30 pm-10:10 pm

2 stops6h 40m

$335

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

mié. 11/19

8:15 pm-4:30 pm

1 stop21h 15m

$81

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 14 results
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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, April is the cheapest month in which you can book a flight from Richmond to Chicago Midway Airport (average of $160). Flying from Richmond to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 septiembre 17, 2025.

It’s typically best to fly out from Richmond to Chicago Midway Airport in the afternoon. Doing so could potentially save you 23% on the flight price compared to flying in the evening, 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 septiembre 17, 2025.
See what other customers who have flown with Southwest and Delta 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
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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 2 different airlines.

  • 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. Southwest provides one of the quickest options available for as low as $293. 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 are the cheapest airlines flying from Richmond to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Richmond to Chicago Midway Airport round-trip from $275. Another airline that can offer you cheap pricing is Delta. Southwest is currently priced 31% 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 $315 for a flight from Richmond to Chicago Midway Airport. The cheapest flight overall is $124 while the most popular route, (Richmond Byrd Intl - Chicago Midway) is currently priced at $191.

  • 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, April is the cheapest month in which you can book a flight from Richmond to Chicago Midway Airport (average of $160). Flying from Richmond to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Benton Harbor
Porter
Chesterton

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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 2 airlines flying from Richmond to Midway

Discover the top 2 airlines 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$275Average$375FlexibilityNo cancel feeOn-time63%
DeltaCheapest$320Average$487FlexibilityNo cancel feeOn-timeN/A

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