$97+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — MDW
Aug 27 — Sep 31
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 July 28, 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 July 28, 2026.
This Trip.com deal was found by Cheapflights users on 7/25. 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 8/186:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Wed 8/196:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/25![Frontier logo]()
$215
This Frontier deal was found by Cheapflights users on 7/26. 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.
Sat 9/197:50 am
IAD
- MDW
1 stop11h 01m
Frontier
Mon 9/216:25 am
MDW
- IAD
1 stop9h 53m
Frontier
Deal found 7/26![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:50 am
IAD
- MDW
1 stop10h 56m
Frontier
Thu 9/246:25 am
MDW
- IAD
1 stop9h 53m
Frontier
Deal found 7/25![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 7/25. 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.
Fri 8/286:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Sat 8/2911:45 am
MDW
- IAD
1 stop10h 07m
Frontier
Deal found 7/25![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 7/25. 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 8/306:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Tue 9/111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/25![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Fri 8/2111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/26![Frontier logo]()
$230
This Trip.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/3111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/23![Frontier logo]()
$232
This Trip.com deal was found by Cheapflights users on 7/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Sat 8/296:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/27![Frontier logo]()
$236
This Trip.com deal was found by Cheapflights users on 7/26. 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 8/196:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/246:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/26![Frontier logo]()
$237
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:10 am
IAD
- MDW
1 stop4h 07m
Delta
Mon 8/246:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/22![Delta logo]()
$238
This Frontier deal was found by Cheapflights users on 7/25. 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 8/246:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/316:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/25![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 7/26. 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 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/2411:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/26![Frontier logo]()
$240
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 July 28, 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 July 28, 2026.
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:10 am
IAD
- MDW
1 stop4h 07m
Delta
Mon 8/246:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/22![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 7/25. 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 8/155:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Mon 8/176:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/25![Delta logo]()
$243
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 8/175:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Fri 8/216:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/27![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 7/26. 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 10/206:12 pm
IAD
- MDW
1 stop5h 21m
Delta
Fri 10/239:29 am
MDW
- IAD
1 stop5h 59m
Delta
Deal found 7/26![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 7/25. 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 8/216:00 am
IAD
- MDW
1 stop4h 59m
Delta
Tue 8/256:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/25![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:10 am
IAD
- MDW
1 stop4h 07m
Delta
Tue 8/259:24 am
MDW
- IAD
1 stop6h 14m
Delta
Deal found 7/23![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:10 am
IAD
- MDW
1 stop4h 07m
Delta
Mon 8/315:45 pm
MDW
- IAD
1 stop4h 41m
Delta
Deal found 7/22![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:10 am
IAD
- MDW
1 stop4h 07m
Delta
Tue 8/186:05 am
MDW
- IAD
1 stop7h 00m
Delta
Deal found 7/24![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:31 pm
IAD
- MDW
1 stop4h 49m
Delta
Sun 11/16:45 pm
MDW
- IAD
1 stop3h 26m
Delta
Deal found 7/23![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 7/25. 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 11/56:05 am
IAD
- MDW
1 stop4h 12m
Delta
Sun 11/86:04 am
MDW
- IAD
1 stop4h 28m
Delta
Deal found 7/25![Delta logo]()
$298
Last-minute flights from Dulles Intl to MidwayDiscover last-minute flight deals from Dulles Intl to Midway. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Dulles Intl to Midway. Data last updated July 28, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 7/25. 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 8/186:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Wed 8/196:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/25![Frontier logo]()
$215
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Fri 8/2111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/26![Frontier logo]()
$230
This Trip.com deal was found by Cheapflights users on 7/26. 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 8/196:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/246:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/26![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 7/26. 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 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Sat 8/2211:45 am
MDW
- IAD
1 stop10h 07m
Frontier
Deal found 7/26![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 7/26. 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 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/2411:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/26![Frontier logo]()
$240
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/316:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/27![Frontier logo]()
$241
This Trip.com deal was found by Cheapflights users on 7/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Sat 8/296:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/27![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 7/25. 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 8/246:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/316:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/25![Frontier logo]()
$239
This Trip.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/3111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/23![Frontier logo]()
$232
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Tue 9/86:05 am
MDW
- IAD
1 stop10h 09m
Frontier
Deal found 7/27![Frontier logo]()
$224
This Delta deal was found by Cheapflights users on 7/27. 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 8/278:28 am
IAD
- MDW
1 stop4h 23m
Delta
Mon 8/316:05 am
MDW
- IAD
1 stop4h 28m
Delta
Deal found 7/27![Delta logo]()
$238
This Frontier deal was found by Cheapflights users on 7/25. 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 8/306:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Tue 9/111:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/25![Frontier logo]()
$225
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 July 28, 2026.
Search for one-way flight options from Dulles Intl to Midway. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Trip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Deal found 7/24![Delta logo]()
$97
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 9/26:00 am
IAD
- MDW
1 stop4h 59m
Delta
Deal found 7/27![Delta logo]()
$99
This Super.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Deal found 7/24![Frontier logo]()
$100
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Deal found 7/24![Delta logo]()
$104
This Trip.com deal was found by Cheapflights users on 7/26. 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.
Sat 9/127:50 am
IAD
- MDW
1 stop11h 01m
Frontier
Deal found 7/26![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:33 pm
IAD
- MDW
1 stop14h 18m
Frontier
Deal found 7/23![Frontier logo]()
$116
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Trip.com) |
One-way from | $97 (Trip.com) |
Popular in | March |
Cheapest in | December |
Average price | $350 |
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 July 28, 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
Quickest round-trip
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 8/20
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Mon 8/24
6:42 pm-11:26 pm
1 stop3h 44m
$238
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 8/15
5:47 pm-10:36 pm
1 stop5h 49m
Chicago Midway
Mon 8/17
6:42 pm-11:26 pm
1 stop3h 44m
$243
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Mon 8/17
5:47 pm-10:36 pm
1 stop5h 49m
Chicago Midway
Fri 8/21
6:42 pm-11:26 pm
1 stop3h 44m
$265
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 10/20
6:12 pm-10:33 pm
1 stop5h 21m
Chicago Midway
Fri 10/23
9:29 am-4:28 pm
1 stop5h 59m
$265
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Fri 8/21
6:00 am-9:59 am
1 stop4h 59m
Chicago Midway
Tue 8/25
6:42 pm-11:26 pm
1 stop3h 44m
$265
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 8/20
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Tue 8/25
9:24 am-4:38 pm
1 stop6h 14m
$278
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 8/27
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Mon 8/31
5:45 pm-11:26 pm
1 stop4h 41m
$278
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 8/15
6:10 am-9:17 am
1 stop4h 07m
Chicago Midway
Tue 8/18
6:05 am-2:05 pm
1 stop7h 00m
$283
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Fri 10/30
12:31 pm-4:20 pm
1 stop4h 49m
Chicago Midway
Sun 11/1
6:45 pm-11:11 pm
1 stop3h 26m
$298
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 11/5
6:05 am-9:17 am
1 stop4h 12m
Chicago Midway
Sun 11/8
6:04 am-11:32 am
1 stop4h 28m
$298
Showing 1-10 of 18 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 July.
| 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.
Cheapflights Insights
Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport
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 July 28, 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
Food
7.2
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Food
7.2
Boarding
8.1
Overall
7.8
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
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Midway
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Dulles Intl and Midway flights
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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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$130 | Average$180 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$348 | FlexibilityNo cancel fee | On-timeN/A |