$109+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
May 22 — May 291
Round-trip
1 adult, Economy
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Richmond to Midway
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Cheapest flights from Richmond to MidwayExplore 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 April 22, 2026.
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 April 22, 2026.
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:10 am
RIC
- MDW
Nonstop2h 05m
Southwest
Sat 6/206:55 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/17![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:15 am
RIC
- MDW
2 stops8h 15m
Southwest
Sat 8/159:20 am
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/17![Southwest logo]()
$305
This Southwest deal was found by Cheapflights users on 4/19. 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 5/191:40 pm
RIC
- MDW
1 stop7h 20m
Southwest
Tue 5/262:35 pm
MDW
- RIC
2 stops6h 20m
Southwest
Deal found 4/19![Southwest logo]()
$306
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:50 am
RIC
- MDW
2 stops8h 15m
Southwest
Wed 6/32:35 pm
MDW
- RIC
2 stops6h 20m
Southwest
Deal found 4/17![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 4/21. 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 5/318:50 pm
RIC
- MDW
1 stop4h 30m
Southwest
Wed 6/36:00 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/21![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 4/20. 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 6/26:50 am
RIC
- MDW
2 stops8h 15m
Southwest
Tue 6/97:45 am
MDW
- RIC
2 stops6h 15m
Southwest
Deal found 4/20![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 4/20. 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 5/283:42 pm
RIC
- MDW
1 stop6h 27m
Delta
Thu 6/410:59 am
MDW
- RIC
1 stop6h 42m
Delta
Deal found 4/20![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:38 am
RIC
- MDW
1 stop5h 22m
Delta
Wed 5/206:23 am
MDW
- RIC
1 stop7h 12m
Delta
Deal found 4/21![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 4/20. 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 6/47:45 pm
RIC
- MDW
Nonstop1h 55m
Southwest
Tue 6/97:45 am
MDW
- RIC
2 stops6h 15m
Southwest
Deal found 4/20![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 4/20. 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.
Sun 5/315:38 am
RIC
- MDW
1 stop5h 22m
Delta
Tue 6/911:05 am
MDW
- RIC
1 stop4h 33m
Delta
Deal found 4/20![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 4/20. 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.
Fri 6/57:45 pm
RIC
- MDW
Nonstop1h 55m
Southwest
Mon 6/88:05 pm
MDW
- RIC
Nonstop1h 50m
Southwest
Deal found 4/20![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:30 pm
RIC
- MDW
Nonstop2h 00m
Southwest
Tue 6/911:50 am
MDW
- RIC
2 stops9h 25m
Southwest
Deal found 4/17![Southwest logo]()
$324
Best flights from Richmond to MidwayDiscover carefully curated flight deals from Richmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
Discover carefully curated flight deals from Richmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/712:33 pm
RIC
- MDW
1 stop6h 58m
Delta
Wed 6/105:11 pm
MDW
- RIC
1 stop6h 41m
Delta
Deal found 4/21![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:30 pm
RIC
- MDW
2 stops7h 50m
Southwest
Sat 8/157:40 am
MDW
- RIC
2 stops7h 35m
Southwest
Deal found 4/17![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 4/21. 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.
Thu 8/138:05 am
RIC
- MDW
Nonstop1h 55m
Southwest
Sun 8/165:00 am
MDW
- RIC
1 stop6h 15m
Southwest
Deal found 4/21![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/20. 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 7/296:00 am
RIC
- MDW
1 stop4h 08m
Delta
Mon 8/35:10 pm
MDW
- RIC
1 stop6h 41m
Delta
Deal found 4/20![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/284:55 pm
RIC
- MDW
1 stop5h 40m
Southwest
Sat 8/112:55 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/17![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:10 pm
RIC
- MDW
2 stops7h 05m
Southwest
Tue 6/161:00 pm
MDW
- RIC
2 stops8h 15m
Southwest
Deal found 4/17![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 4/19. 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 7/14:55 pm
RIC
- MDW
2 stops7h 40m
Southwest
Sat 7/47:40 am
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/19![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 4/18. 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.
Fri 7/247:25 am
RIC
- MDW
Nonstop1h 55m
Southwest
Wed 7/296:10 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/18![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 4/21. 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 6/78:00 am
RIC
- MDW
Nonstop1h 55m
Southwest
Wed 6/106:10 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/21![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 6/234:55 pm
RIC
- MDW
2 stops7h 40m
Southwest
Sat 6/272:10 pm
MDW
- RIC
2 stops7h 55m
Southwest
Deal found 4/21![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 4/20. 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.
Fri 7/107:45 pm
RIC
- MDW
Nonstop1h 55m
Southwest
Mon 7/138:05 pm
MDW
- RIC
Nonstop1h 50m
Southwest
Deal found 4/20![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:45 pm
RIC
- MDW
Nonstop1h 55m
Southwest
Mon 6/1512:40 pm
MDW
- RIC
Nonstop1h 50m
Southwest
Deal found 4/17![Southwest logo]()
$381
Last-minute flights from Richmond to MidwayDiscover last-minute flight deals from Richmond to Midway. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Richmond to Midway. Data last updated April 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/20. 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.
Sun 5/105:38 am
RIC
- MDW
1 stop5h 22m
Delta
Tue 5/1210:59 am
MDW
- RIC
1 stop5h 23m
Delta
Deal found 4/20![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:38 am
RIC
- MDW
1 stop5h 22m
Delta
Wed 5/206:23 am
MDW
- RIC
1 stop7h 12m
Delta
Deal found 4/21![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 4/19. 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 5/191:40 pm
RIC
- MDW
1 stop7h 20m
Southwest
Tue 5/262:35 pm
MDW
- RIC
2 stops6h 20m
Southwest
Deal found 4/19![Southwest logo]()
$306
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 5/194:45 pm
RIC
- MDW
1 stop3h 45m
Southwest
Wed 5/2011:35 am
MDW
- RIC
2 stops9h 20m
Southwest
Deal found 4/21![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 4/20. 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 5/283:42 pm
RIC
- MDW
1 stop6h 27m
Delta
Thu 6/410:59 am
MDW
- RIC
1 stop6h 42m
Delta
Deal found 4/20![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
RIC
- MDW
2 stops7h 20m
Southwest
Thu 6/47:00 pm
MDW
- RIC
1 stop3h 50m
Southwest
Deal found 4/17![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:10 am
RIC
- MDW
Nonstop2h 05m
Southwest
Sat 6/206:55 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/17![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 4/20. 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.
Sat 5/305:38 am
RIC
- MDW
1 stop5h 21m
Delta
Fri 6/126:05 am
MDW
- RIC
1 stop4h 55m
Delta
Deal found 4/20![Delta logo]()
$343
This Southwest deal was found by Cheapflights users on 4/21. 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 5/318:50 pm
RIC
- MDW
1 stop4h 30m
Southwest
Wed 6/36:00 pm
MDW
- RIC
Nonstop1h 55m
Southwest
Deal found 4/21![Southwest logo]()
$310
This Delta deal was found by Cheapflights users on 4/20. 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.
Sun 5/315:38 am
RIC
- MDW
1 stop5h 22m
Delta
Wed 6/106:05 am
MDW
- RIC
1 stop4h 55m
Delta
Deal found 4/20![Delta logo]()
$319
One-way flights from Richmond to MidwaySearch for one-way flight options from Richmond to Midway. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
Search for one-way flight options from Richmond to Midway. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 9/17:50 am
RIC
- MDW
Nonstop1h 55m
Southwest
Deal found 4/21![Southwest logo]()
$109
This Delta deal was found by Cheapflights users on 4/20. 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 5/203:42 pm
RIC
- MDW
1 stop6h 27m
Delta
Deal found 4/20![Delta logo]()
$119
This Southwest deal was found by Cheapflights users on 4/20. 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 5/198:05 am
RIC
- MDW
Nonstop2h 05m
Southwest
Deal found 4/20![Southwest logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Fri 5/155:28 pm
RIC
- MDW
2 stops29h 34m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Mon 5/185:28 pm
RIC
- MDW
2 stops29h 34m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$132
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/164:55 pm
RIC
- MDW
2 stops7h 15m
Southwest
Deal found 4/17![Southwest logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Wed 5/1310:57 am
RIC
- MDW
2 stops12h 05m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Mon 5/45:28 pm
RIC
- MDW
2 stops45h 44m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 5/175:28 pm
RIC
- MDW
2 stops18h 41m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$142
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 am
RIC
- MDW
1 stop3h 43m
Delta
Deal found 4/21![Delta logo]()
$143
Find 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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $304 (Southwest) |
One-way from | $109 (Southwest) |
Popular in | May |
Cheapest in | February |
Average price | $390 |
Good round-trip deal | $389 or less |
Good one-way deal | $209 or less |
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 April 22, 2026.
Use the filters below to find and compare flights from Richmond to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Sun 6/7
12:33 pm-6:31 pm
1 stop6h 58m
Chicago Midway
Wed 6/10
5:11 pm-12:52 am
1 stop6h 41m
$319
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Tue 8/11
3:30 pm-10:20 pm
2 stops7h 50m
Chicago Midway
Sat 8/15
7:40 am-4:15 pm
2 stops7h 35m
$320
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Thu 8/13
8:05 am-9:00 am
Nonstop1h 55m
Chicago Midway
Sun 8/16
5:00 am-12:15 pm
1 stop6h 15m
$347
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Tue 7/28
4:55 pm-9:35 pm
1 stop5h 40m
Chicago Midway
Sat 8/1
12:55 pm-3:50 pm
Nonstop1h 55m
$353
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Thu 6/11
6:10 pm-12:15 am
2 stops7h 05m
Chicago Midway
Tue 6/16
1:00 pm-10:15 pm
2 stops8h 15m
$353
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Wed 7/1
4:55 pm-11:35 pm
2 stops7h 40m
Chicago Midway
Sat 7/4
7:40 am-10:35 am
Nonstop1h 55m
$358
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Fri 7/24
7:25 am-8:20 am
Nonstop1h 55m
Chicago Midway
Wed 7/29
6:10 pm-9:05 pm
Nonstop1h 55m
$362
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Sun 6/7
8:00 am-8:55 am
Nonstop1h 55m
Chicago Midway
Wed 6/10
6:10 pm-9:05 pm
Nonstop1h 55m
$362
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Tue 6/23
4:55 pm-11:35 pm
2 stops7h 40m
Chicago Midway
Sat 6/27
2:10 pm-11:05 pm
2 stops7h 55m
$373
Quickest round-trip
RichmondChicago
RIC - MDW
RICMDW
Richmond Byrd Intl
Fri 7/10
7:45 pm-8:40 pm
Nonstop1h 55m
Chicago Midway
Mon 7/13
8:05 pm-10:55 pm
Nonstop1h 50m
$381
Showing 1-10 of 23 resultsSorted by cheapest first
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 April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Richmond-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Richmond-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 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 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.
RIC-MDW
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, February is the cheapest month in which you can book a flight from Richmond to Chicago Midway Airport (average of $152). Flying from Richmond to Chicago Midway Airport in May is currently the most expensive (average of $487). 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 April 22, 2026.
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 April 22, 2026.
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.
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Richmond and Midway flights
Browse other Richmond and Midway flight options. Last updated on April 22, 2026.
Other flights from Richmond
Browse through other flights departing from Richmond. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$178 | Average$349 | FlexibilityNo cancel fee | On-time63% |