$101+ Cheap flights from Dulles Intl (IAD) 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — MDW
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Dulles Intl 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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Cheapest flights from Dulles Intl to MidwayExplore the most affordable flight options available from Dulles Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Dulles Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This Frontier deal was found by Cheapflights users on 6/8. 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.
Sun 10/257:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Mon 10/266:40 am
MDW
- IAD
1 stop9h 56m
Frontier
Deal found 6/8![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 6/8. 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.
Thu 9/247:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Sun 9/277:25 am
MDW
- IAD
1 stop9h 11m
Frontier
Deal found 6/8![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/38:33 pm
IAD
- MDW
1 stop15h 34m
Frontier
Thu 8/66:05 am
MDW
- IAD
1 stop9h 35m
Frontier
Deal found 6/7![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 6/10. 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.
Thu 8/2711:11 am
IAD
- MDW
1 stop12h 00m
Frontier
Sun 8/306:00 am
MDW
- IAD
1 stop9h 20m
Frontier
Deal found 6/10![Frontier logo]()
$247
This Expedia deal was found by Cheapflights users on 6/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:12 am
IAD
- MDW
1 stop11h 59m
Frontier
Sun 8/236:00 am
MDW
- IAD
1 stop9h 20m
Frontier
Deal found 6/10![Frontier logo]()
$248
This Delta deal was found by Cheapflights users on 6/8. 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 8/176:10 am
IAD
- MDW
1 stop4h 07m
Delta
Thu 8/206:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/8![Delta logo]()
$249
This Frontier deal was found by Cheapflights users on 6/9. 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.
Sun 10/187:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Sun 10/2512:03 pm
MDW
- IAD
1 stop11h 25m
Frontier
Deal found 6/9![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/167:49 am
IAD
- MDW
1 stop15h 14m
Frontier
Tue 7/216:05 am
MDW
- IAD
1 stop15h 50m
Frontier
Deal found 6/10![Frontier logo]()
$251
This Delta deal was found by Cheapflights users on 6/8. 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 8/186:00 am
IAD
- MDW
1 stop4h 59m
Delta
Tue 8/186:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/8![Delta logo]()
$253
This Frontier deal was found by Cheapflights users on 6/8. 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.
Thu 10/227:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Wed 10/287:25 am
MDW
- IAD
1 stop9h 11m
Frontier
Deal found 6/8![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 6/9. 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.
Thu 9/311:11 am
IAD
- MDW
1 stop12h 00m
Frontier
Tue 9/812:27 pm
MDW
- IAD
1 stop9h 50m
Frontier
Deal found 6/9![Frontier logo]()
$256
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:24 am
IAD
- MDW
1 stop11h 47m
Frontier
Tue 7/712:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Deal found 6/7![Frontier logo]()
$257
Best flights from Dulles Intl to MidwayDiscover carefully curated flight deals from Dulles Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Dulles Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 8/285:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Mon 8/314:39 pm
MDW
- IAD
1 stop6h 55m
Delta
Deal found 6/9![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 6/9. 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 8/16:00 am
IAD
- MDW
1 stop4h 13m
Delta
Wed 8/56:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/9![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 6/6. 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 7/286:00 am
IAD
- MDW
1 stop5h 05m
Delta
Thu 7/306:00 am
MDW
- IAD
1 stop4h 37m
Delta
Deal found 6/6![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 6/9. 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 8/66:10 am
IAD
- MDW
1 stop4h 07m
Delta
Thu 8/66:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/9![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 6/5. 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 8/15:28 pm
IAD
- MDW
1 stop5h 47m
Delta
Sat 8/86:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/5![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 6/6. 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 8/512:30 pm
IAD
- MDW
1 stop4h 45m
Delta
Sun 8/96:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/6![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 6/9. 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 7/276:00 am
IAD
- MDW
1 stop4h 13m
Delta
Fri 7/3112:41 pm
MDW
- IAD
1 stop4h 49m
Delta
Deal found 6/9![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 6/9. 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 9/255:30 pm
IAD
- MDW
1 stop5h 55m
Delta
Mon 9/2810:48 am
MDW
- IAD
1 stop6h 33m
Delta
Deal found 6/9![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 6/7. 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 8/238:28 am
IAD
- MDW
1 stop4h 23m
Delta
Mon 8/246:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/7![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 6/5. 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 8/66:10 am
IAD
- MDW
1 stop4h 07m
Delta
Mon 8/106:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/5![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 6/6. 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 10/86:10 am
IAD
- MDW
1 stop3h 35m
Delta
Sun 10/116:45 pm
MDW
- IAD
1 stop3h 17m
Delta
Deal found 6/6![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 6/7. 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 7/66:00 am
IAD
- MDW
1 stop4h 14m
Delta
Thu 7/912:41 pm
MDW
- IAD
1 stop4h 49m
Delta
Deal found 6/7![Delta logo]()
$370
Last-minute flights from Dulles Intl to MidwayDiscover last-minute flight deals from Dulles Intl to Midway. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Dulles Intl to Midway. Data last updated June 10, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/8. 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.
Mon 6/2211:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Wed 7/16:00 am
MDW
- IAD
1 stop10h 31m
Frontier
Deal found 6/8![Frontier logo]()
$267
This Frontier deal was found by Cheapflights users on 6/5. 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.
Wed 6/2411:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Thu 7/212:27 pm
MDW
- IAD
1 stop9h 55m
Frontier
Deal found 6/5![Frontier logo]()
$260
This Gotogate deal was found by Cheapflights users on 6/5. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Fri 6/266:00 am
MDW
- IAD
1 stop10h 31m
Frontier
Deal found 6/5![Frontier logo]()
$261
This Expedia deal was found by Cheapflights users on 6/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Fri 7/312:04 pm
MDW
- IAD
1 stop10h 18m
Frontier
Deal found 6/8![Frontier logo]()
$250
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:24 am
IAD
- MDW
1 stop11h 47m
Frontier
Tue 7/712:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Deal found 6/7![Frontier logo]()
$257
This Delta deal was found by Cheapflights users on 6/5. 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 7/16:00 am
IAD
- MDW
1 stop4h 14m
Delta
Sat 7/45:50 pm
MDW
- IAD
1 stop4h 24m
Delta
Deal found 6/5![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/17:30 am
IAD
- MDW
1 stop15h 41m
Multiple Airlines
Thu 7/92:48 pm
MDW
- IAD
1 stop22h 38m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$276
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Fri 7/1012:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Deal found 6/7![Frontier logo]()
$245
This Delta deal was found by Cheapflights users on 6/5. 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 7/412:35 pm
IAD
- MDW
1 stop5h 32m
Delta
Sat 7/116:35 pm
MDW
- IAD
1 stop3h 38m
Delta
Deal found 6/5![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 6/9. 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 7/1412:37 pm
IAD
- MDW
1 stop4h 38m
Delta
Fri 7/179:19 am
MDW
- IAD
1 stop6h 22m
Delta
Deal found 6/9![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 6/9. 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 7/156:00 am
IAD
- MDW
1 stop4h 13m
Delta
Tue 7/216:00 am
MDW
- IAD
1 stop4h 37m
Delta
Deal found 6/9![Delta logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/227:49 am
IAD
- MDW
1 stop15h 14m
Multiple Airlines
Sun 7/262:48 pm
MDW
- IAD
1 stop22h 38m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$253
One-way flights from Dulles Intl to MidwaySearch for one-way flight options from Dulles Intl to Midway. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Dulles Intl to Midway. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 8/116:10 am
IAD
- MDW
1 stop4h 07m
Delta
Deal found 6/9![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/8. 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 8/126:00 am
IAD
- MDW
1 stop4h 59m
Delta
Deal found 6/8![Delta logo]()
$103
This Delta deal was found by Cheapflights users on 6/8. 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 7/16:00 am
IAD
- MDW
1 stop4h 14m
Delta
Deal found 6/8![Delta logo]()
$109
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:49 am
IAD
- MDW
1 stop15h 14m
Frontier
Deal found 6/7![Frontier logo]()
$113
This Delta deal was found by Cheapflights users on 6/5. 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 7/2110:21 am
IAD
- MDW
1 stop6h 54m
Delta
Deal found 6/5![Delta logo]()
$114
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:49 am
IAD
- MDW
1 stop15h 14m
Frontier
Deal found 6/7![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/86:49 am
IAD
- MDW
1 stop16h 14m
Frontier
Deal found 6/7![Frontier logo]()
$117
This iWofly deal was found by Cheapflights users on 6/6. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:12 am
IAD
- MDW
1 stop11h 59m
Frontier
Deal found 6/6![Frontier logo]()
$118
This Trip.com deal was found by Cheapflights users on 6/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Deal found 6/8![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 6/9. 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.
Thu 9/107:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Deal found 6/9![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/148:33 pm
IAD
- MDW
1 stop26h 30m
Frontier
Deal found 6/7![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/218:33 pm
IAD
- MDW
1 stop15h 34m
Frontier
Deal found 6/7![Frontier logo]()
$122
Find flight deals from Dulles Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) 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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $244 (Frontier) |
One-way from | $101 (Delta) |
Popular in | March |
Cheapest in | December |
Average price | $212 |
Cheapflights Fare Finder
Customize your flight search to find flights from Dulles Intl 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 June 10, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Fri 8/28
5:47 pm-10:36 pm
1 stop5h 49m
Chicago Midway
Mon 8/31
4:39 pm-12:34 am
1 stop6h 55m
$257
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 8/1
6:00 am-9:13 am
1 stop4h 13m
Chicago Midway
Wed 8/5
6:42 pm-11:26 pm
1 stop3h 44m
$259
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 7/28
6:00 am-10:05 am
1 stop5h 05m
Chicago Midway
Thu 7/30
6:00 am-11:37 am
1 stop4h 37m
$272
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 8/6
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Thu 8/6
6:42 pm-11:26 pm
1 stop3h 44m
$278
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 8/1
5:28 pm-10:15 pm
1 stop5h 47m
Chicago Midway
Sat 8/8
6:42 pm-11:26 pm
1 stop3h 44m
$301
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Wed 8/5
12:30 pm-4:15 pm
1 stop4h 45m
Chicago Midway
Sun 8/9
6:42 pm-11:26 pm
1 stop3h 44m
$303
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Mon 7/27
6:00 am-9:13 am
1 stop4h 13m
Chicago Midway
Fri 7/31
12:41 pm-6:30 pm
1 stop4h 49m
$323
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Fri 9/25
5:30 pm-10:25 pm
1 stop5h 55m
Chicago Midway
Mon 9/28
10:48 am-6:21 pm
1 stop6h 33m
$328
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sun 8/23
8:28 am-11:51 am
1 stop4h 23m
Chicago Midway
Mon 8/24
6:42 pm-11:26 pm
1 stop3h 44m
$348
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 8/6
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Mon 8/10
6:42 pm-11:26 pm
1 stop3h 44m
$351
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Dulles Intl 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 Dulles Intl to Midway in June.
| 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 Washington, D.C. Dulles Intl Airport-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 Washington, D.C. Dulles Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Washington, D.C. Dulles Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Washington, D.C. Dulles Intl Airport-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 Washington, D.C. Dulles Intl Airport-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 Dulles Intl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Dulles Intl with our price prediction graph.
IAD-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.
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 June 10, 2026.
See what other customers who have flown with Delta and Frontier from Washington, D.C. Dulles Intl Airport 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
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Dulles Intl 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 June 10, 2026.
Dulles Intl and Midway flights
Browse other Dulles Intl and Midway flight options. Last updated on June 10, 2026.
Other flights from Dulles Intl
Browse through other flights departing from Dulles Intl. Flights are based on user searches made on Cheapflights and were last updated on June 10, 2026.
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Top 2 airlines flying from Dulles Intl to Midway
Discover the top 2 airlines that operate flights from Dulles Intl 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$130 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$342 | FlexibilityNo cancel fee | On-timeN/A |