$89+ Cheap flights from Dulles Intl (IAD) to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — ORD
Oct 19 — Oct 261
Round-trip
1 adult, Economy
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Find cheap flights from Dulles Intl to O'Hare Intl 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.Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Chicago O'Hare Intl are usually found in September or October, booked 86 days in advance, depart on a Thursday or Friday and return on a Friday
Cheap flight deals from Dulles Intl to O'Hare Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from Dulles Intl to O'Hare IntlExplore the most affordable flight options available from Dulles Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2026.
Explore the most affordable flight options available from Dulles Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:03 pm -
1 stop6h 35m
Sat 10/246:08 pm -
1 stop5h 34m
Deal found 9/17![Delta logo]()
$179
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:50 am -
1 stop11h 41m
Sat 10/246:00 am -
1 stop10h 13m
Deal found 9/17![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:50 am -
1 stop11h 41m
Tue 10/277:15 am -
1 stop8h 57m
Deal found 9/19![Frontier logo]()
$181
This Mytrip deal was found by Cheapflights users on 9/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
2 stops14h 05m
Sat 10/317:15 am -
1 stop15h 28m
Deal found 9/18![Frontier logo]()
$182
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:06 pm -
1 stop7h 31m
Thu 12/108:15 am -
1 stop8h 32m
Deal found 9/16![Frontier logo]()
$183
This Expedia deal was found by Cheapflights users on 9/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:08 pm -
1 stop22h 22m
Fri 10/168:11 pm -
1 stop13h 06m
Deal found 9/18![Frontier logo]()
$184
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
1 stop24h 16m
Sat 10/318:00 am -
1 stop11h 11m
Deal found 9/15![Frontier logo]()
$185
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:06 pm -
1 stop15h 26m
Wed 10/216:00 am -
1 stop10h 13m
Deal found 9/17![Frontier logo]()
$186
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:30 pm -
1 stop7h 26m
Wed 10/287:15 am -
1 stop8h 57m
Deal found 9/16![Frontier logo]()
$187
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:07 pm -
1 stop22h 30m
Mon 11/910:26 am -
1 stop5h 46m
Deal found 9/17![Frontier logo]()
$188
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:06 pm -
1 stop15h 26m
Tue 10/206:00 am -
1 stop10h 13m
Deal found 9/16![Frontier logo]()
$189
Best flights from Dulles Intl to O'Hare IntlDiscover carefully curated flight deals from Dulles Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
Discover carefully curated flight deals from Dulles Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:00 pm -
1 stop4h 49m
Sat 11/146:15 pm -
1 stop5h 26m
Deal found 9/17![Delta logo]()
$219
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:11 am -
Nonstop2h 19m
Fri 10/3010:32 am -
Nonstop2h 03m
Deal found 9/15![United Airlines logo]()
$261
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:39 pm -
1 stop5h 13m
Sun 12/138:04 am -
1 stop4h 58m
Deal found 9/17![Delta logo]()
$259
This United Airlines 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 United Airlines is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Tue 11/175:29 pm -
Nonstop2h 25m
Fri 11/209:41 pm -
Nonstop1h 49m
Deal found 9/17![United Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 9/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/101:00 pm -
Nonstop2h 23m
Tue 12/159:35 pm -
Nonstop1h 49m
Deal found 9/18![United Airlines logo]()
$297
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:47 pm -
Nonstop2h 14m
Sun 11/89:41 pm -
Nonstop1h 49m
Deal found 9/16![United Airlines logo]()
$310
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:40 pm -
1 stop4h 10m
Tue 10/276:04 am -
Nonstop1h 54m
Deal found 9/16![United Airlines logo]()
$312
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:40 pm -
1 stop4h 10m
Thu 10/1510:54 am -
Nonstop2h 05m
Deal found 9/16![United Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 9/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:29 pm -
Nonstop2h 14m
Tue 10/2010:54 am -
Nonstop2h 05m
Deal found 9/18![United Airlines logo]()
$353
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:29 pm -
Nonstop2h 14m
Thu 10/229:52 pm -
Nonstop2h 06m
Deal found 9/16![United Airlines logo]()
$410
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:55 pm -
1 stop3h 54m
Sat 11/287:50 pm -
1 stop14h 55m
Deal found 9/15![United Airlines logo]()
$443
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:29 pm -
Nonstop2h 14m
Thu 10/89:52 pm -
Nonstop2h 06m
Deal found 9/15![United Airlines logo]()
$446
Last-minute flights from Dulles Intl to O'Hare IntlDiscover last-minute flight deals from Dulles Intl to O'Hare Intl. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Dulles Intl to O'Hare Intl. Data last updated September 19, 2026 and is based on user searches.
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.
Tue 10/66:13 pm -
1 stop22h 07m
Wed 10/147:44 pm -
2 stops13h 33m
Deal found 9/16![Frontier logo]()
$193
This Expedia deal was found by Cheapflights users on 9/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:08 pm -
1 stop22h 22m
Fri 10/168:11 pm -
1 stop13h 06m
Deal found 9/18![Frontier logo]()
$184
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:06 pm -
1 stop15h 26m
Wed 10/216:00 am -
1 stop10h 13m
Deal found 9/17![Frontier logo]()
$186
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:06 pm -
1 stop15h 26m
Tue 10/206:00 am -
1 stop10h 13m
Deal found 9/16![Frontier logo]()
$189
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:50 am -
1 stop11h 41m
Sat 10/246:00 am -
1 stop10h 13m
Deal found 9/17![Frontier logo]()
$180
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:03 pm -
1 stop6h 35m
Sat 10/246:08 pm -
1 stop5h 34m
Deal found 9/17![Delta logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:50 am -
1 stop11h 41m
Tue 10/277:15 am -
1 stop8h 57m
Deal found 9/19![Frontier logo]()
$181
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
1 stop24h 16m
Sat 10/318:00 am -
1 stop11h 11m
Deal found 9/15![Frontier logo]()
$185
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:30 pm -
1 stop7h 26m
Wed 10/287:15 am -
1 stop8h 57m
Deal found 9/16![Frontier logo]()
$187
This Mytrip deal was found by Cheapflights users on 9/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
2 stops14h 05m
Sat 10/317:15 am -
1 stop15h 28m
Deal found 9/18![Frontier logo]()
$182
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:05 am -
1 stop11h 11m
Fri 10/3010:26 am -
1 stop5h 46m
Deal found 9/17![Frontier logo]()
$191
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.
Wed 10/286:07 pm -
1 stop22h 30m
Tue 11/37:28 pm -
2 stops37h 53m
Deal found 9/15![Frontier logo]()
$192
One-way flights from Dulles Intl to O'Hare IntlSearch for one-way flight options from Dulles Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
Search for one-way flight options from Dulles Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:50 am -
1 stop11h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$89
This CheapOair deal was found by Cheapflights users on 9/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:05 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$90
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:12 am -
1 stop12h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$91
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:50 am -
1 stop11h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$92
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:52 am -
1 stop11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$93
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:30 pm -
1 stop7h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$95
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:12 am -
1 stop7h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$99
This Expedia deal was found by Cheapflights users on 9/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:08 pm -
1 stop22h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$101
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1110:33 pm -
1 stop9h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$102
Find flight deals from Dulles Intl to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) to O'Hare Intl (ORD). 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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $179 (Delta) |
One-way from | $89 (Trip.com) |
Popular in | March |
Cheapest in | September |
Average price | $298 |
Good round-trip deal | $347 or less |
Good one-way deal | $258 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Dulles Intl to O'Hare Intl 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 7,457,451 searches. Data last updated September 19, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Wed 11/11
1:15 pm-2:38 pm
Nonstop2h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$108
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Tue 11/10
6:11 am-7:30 am
Nonstop2h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$108
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Mon 10/5
3:47 pm-5:05 pm
Nonstop2h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$123
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Thu 10/22
8:20 am-9:38 am
Nonstop2h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$126
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Mon 10/26
6:11 am-7:30 am
Nonstop2h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$126
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Mon 11/23
5:00 pm-8:49 pm
1 stop4h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$133
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Thu 12/3
3:37 pm-5:00 pm
Nonstop2h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
Quickest round-trip
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Mon 10/12
10:18 pm-11:32 pm
Nonstop2h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Mon 11/9
8:23 am-9:45 am
Nonstop2h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$163
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl
IADORD
Washington, D.C. Dulles Intl
Sat 11/28
10:47 pm-12:01 am
Nonstop2h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$174
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Dulles Intl to O'Hare Intl
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 O'Hare Intl in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Washington, D.C. Dulles Intl Airport-Chicago O'Hare Intl 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 O'Hare Intl 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 O'Hare Intl 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 O'Hare Intl 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 O'Hare Intl 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 O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Dulles Intl with our price prediction graph.
IAD-ORD
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 O'Hare Intl Airport
Prices
Airlines
How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?
The price you pay for your flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 85 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?
Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport (average of $298). Flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $488). 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 IAD to ORD?
Find hourly flight availability from Dulles Intl to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2026.
It’s optimal to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the afternoon.
What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to O'Hare Intl. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport trip
Our travel experts
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated September 19, 2026.
Peruse reviews from past customers who have flown with United Airlines and Frontier from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Dulles Intl to O'Hare Intl. 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 O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
Rosemont
Des Plaines
Lake Geneva
Naperville
Glenview
Schaumburg
Oakbrook Terrace
Delavan
Oak Brook
Libertyville
Rockford
Hoffman Estates
Aurora
Beloit
Orland Park
South Holland
Elgin
Racine
Janesville
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Other flights to O'Hare Intl
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Dulles Intl and O'Hare Intl flights
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Top 2 airlines flying from Dulles Intl to O'Hare Intl
Discover the top 2 airlines that operate flights from Dulles Intl to O'Hare Intl. 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 7,457,451 searches. Data last updated September 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$241 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$211 | Average$402 | FlexibilityNo cancel fee | On-time69% |