$100+ Cheap flights from Chicago (CHI) to District of Columbia
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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Oct 28 — Nov 41
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to District of Columbia 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to District of Columbia
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Cheapest flights from Chicago to District of ColumbiaExplore the most affordable flight options available from Chicago to District of Columbia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
Explore the most affordable flight options available from Chicago to District of Columbia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
1 stop8h 57m
Wed 10/288:05 am -
1 stop11h 11m
Deal found 9/24![Frontier logo]()
$183
This Super.com deal was found by Cheapflights users on 9/24. 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 10/218:04 am -
1 stop11h 07m
Tue 10/278:05 am -
1 stop5h 46m
Deal found 9/24![Frontier logo]()
$187
This Super.com deal was found by Cheapflights users on 9/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop10h 13m
Sat 10/317:52 am -
1 stop5h 59m
Deal found 9/23![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop10h 13m
Wed 10/288:05 am -
1 stop11h 11m
Deal found 9/26![Frontier logo]()
$191
This Trip.com deal was found by Cheapflights users on 9/28. 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 11/77:15 am -
1 stop8h 57m
Tue 11/108:05 am -
1 stop5h 46m
Deal found 9/28![Frontier logo]()
$192
This CheapOair deal was found by Cheapflights users on 9/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop10h 13m
Tue 10/278:05 am -
1 stop5h 46m
Deal found 9/23![Frontier logo]()
$193
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
1 stop8h 57m
Fri 10/306:07 pm -
1 stop22h 30m
Deal found 9/24![Frontier logo]()
$196
This Trip.com deal was found by Cheapflights users on 9/25. 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 10/208:04 am -
1 stop11h 07m
Sat 10/247:50 am -
1 stop11h 41m
Deal found 9/25![Frontier logo]()
$198
This Expedia deal was found by Cheapflights users on 9/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 am -
1 stop11h 07m
Thu 10/227:54 am -
1 stop11h 37m
Deal found 9/23![Frontier logo]()
$199
This Expedia deal was found by Cheapflights users on 9/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:26 am -
1 stop5h 46m
Tue 11/38:05 am -
1 stop11h 11m
Deal found 9/27![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
1 stop9h 52m
Sat 10/317:52 am -
1 stop10h 55m
Deal found 9/24![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:15 am -
1 stop8h 57m
Tue 11/108:05 am -
1 stop5h 46m
Deal found 9/25![Frontier logo]()
$201
Best flights from Chicago to District of ColumbiaDiscover carefully curated flight deals from Chicago to District of Columbia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
Discover carefully curated flight deals from Chicago to District of Columbia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:00 am -
Nonstop2h 04m
Tue 11/178:30 am -
Nonstop2h 30m
Deal found 9/25![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:10 pm -
Nonstop1h 45m
Wed 11/112:40 pm -
1 stop4h 10m
Deal found 9/28![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 12/112:34 pm -
1 stop8h 36m
Mon 12/1410:15 am -
1 stop5h 34m
Deal found 9/25![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
Nonstop1h 56m
Thu 11/53:30 pm -
Nonstop2h 20m
Deal found 9/24![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:15 pm -
Nonstop1h 55m
Mon 10/263:25 pm -
1 stop4h 50m
Deal found 9/23![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop6h 44m
Mon 10/265:35 pm -
1 stop3h 55m
Deal found 9/27![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:59 pm -
Nonstop2h 09m
Tue 10/271:05 pm -
Nonstop2h 21m
Deal found 9/24![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:00 pm -
Nonstop1h 50m
Mon 10/263:25 pm -
1 stop4h 50m
Deal found 9/26![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/28. 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 11/56:44 pm -
1 stop3h 32m
Mon 11/910:11 am -
1 stop7h 07m
Deal found 9/28![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:45 am -
Nonstop1h 58m
Mon 12/71:01 pm -
Nonstop2h 21m
Deal found 9/23![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:45 am -
1 stop5h 25m
Tue 11/172:40 pm -
1 stop4h 10m
Deal found 9/25![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 9/24. 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.
Thu 10/296:04 am -
1 stop4h 28m
Sat 10/3111:10 am -
1 stop5h 07m
Deal found 9/24![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:41 pm -
Nonstop1h 49m
Tue 11/310:15 am -
Nonstop2h 23m
Deal found 9/23![United Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 9/27. 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 10/226:10 am -
1 stop4h 40m
Mon 10/2610:57 am -
1 stop6h 35m
Deal found 9/27![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm -
Nonstop2h 05m
Wed 10/286:11 am -
Nonstop2h 19m
Deal found 9/23![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/410:20 am -
2 stops7h 30m
Sat 11/76:00 am -
Nonstop2h 05m
Deal found 9/25![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 9/23. 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 12/45:30 am -
1 stop5h 09m
Sat 12/53:00 pm -
1 stop5h 05m
Deal found 9/23![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/153:30 pm -
2 stops5h 20m
Tue 1/194:40 pm -
1 stop6h 10m
Deal found 9/27![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:00 am -
Nonstop2h 08m
Wed 10/286:06 pm -
Nonstop2h 24m
Deal found 9/23![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 9/27. 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.
Tue 1/129:50 am -
1 stop5h 41m
Fri 1/1510:00 am -
1 stop3h 37m
Deal found 9/27![Delta logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:25 pm -
Nonstop2h 08m
Fri 10/2311:57 am -
Nonstop2h 16m
Deal found 9/24![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 9/27. 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.
Fri 1/159:50 am -
1 stop5h 41m
Tue 1/1911:00 am -
1 stop7h 34m
Deal found 9/27![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:45 pm -
1 stop6h 10m
Sun 10/259:00 pm -
Nonstop2h 00m
Deal found 9/26![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:32 am -
Nonstop2h 03m
Sat 10/318:23 am -
Nonstop2h 22m
Deal found 9/24![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 9/26. 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.
Fri 11/66:44 pm -
1 stop3h 32m
Mon 11/95:00 pm -
1 stop6h 54m
Deal found 9/26![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/308:00 am -
1 stop7h 00m
Sat 1/26:55 pm -
1 stop5h 00m
Deal found 9/25![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/258:52 am -
Nonstop2h 02m
Tue 12/298:15 am -
Nonstop2h 25m
Deal found 9/25![United Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 10/2010:59 am -
1 stop5h 11m
Wed 10/216:05 am -
1 stop4h 27m
Deal found 9/25![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1410:00 am -
Nonstop2h 05m
Thu 12/177:35 am -
Nonstop2h 25m
Deal found 9/25![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:05 pm -
Nonstop1h 50m
Mon 11/306:55 pm -
1 stop5h 45m
Deal found 9/26![Southwest logo]()
$393
Last-minute flights from Chicago to District of ColumbiaDiscover last-minute flight deals from Chicago to District of Columbia. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to District of Columbia. Data last updated September 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/148:04 am -
1 stop11h 07m
Tue 10/206:08 pm -
1 stop22h 22m
Deal found 9/28![Frontier logo]()
$205
This Trip.com deal was found by Cheapflights users on 9/25. 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 10/208:04 am -
1 stop11h 07m
Sat 10/247:50 am -
1 stop11h 41m
Deal found 9/25![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 9/24. 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 10/218:04 am -
1 stop11h 07m
Tue 10/278:05 am -
1 stop5h 46m
Deal found 9/24![Frontier logo]()
$187
This Expedia deal was found by Cheapflights users on 9/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:04 am -
1 stop11h 07m
Mon 10/267:50 am -
1 stop11h 41m
Deal found 9/25![Frontier logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop10h 13m
Wed 10/288:05 am -
1 stop11h 11m
Deal found 9/26![Frontier logo]()
$191
This Trip.com deal was found by Cheapflights users on 9/24. 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 10/246:00 am -
1 stop10h 13m
Sat 10/317:52 am -
1 stop5h 59m
Deal found 9/24![Frontier logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
1 stop9h 52m
Sat 10/317:52 am -
1 stop10h 55m
Deal found 9/23![Frontier logo]()
$201
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
1 stop8h 57m
Wed 10/288:05 am -
1 stop11h 11m
Deal found 9/24![Frontier logo]()
$183
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
1 stop8h 57m
Fri 10/306:07 pm -
1 stop22h 30m
Deal found 9/24![Frontier logo]()
$196
This Expedia deal was found by Cheapflights users on 9/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
1 stop6h 19m
Tue 11/38:05 am -
1 stop10h 42m
Deal found 9/27![Frontier logo]()
$203
This Expedia deal was found by Cheapflights users on 9/28. 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 10/2910:26 am -
1 stop5h 46m
Tue 11/38:05 am -
1 stop11h 11m
Deal found 9/28![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:15 am -
1 stop8h 57m
Tue 11/108:05 am -
1 stop11h 11m
Deal found 9/25![Frontier logo]()
$207
One-way flights from Chicago to District of ColumbiaSearch for one-way flight options from Chicago to District of Columbia. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
Search for one-way flight options from Chicago to District of Columbia. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/28. 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.
Tue 10/279:53 am -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 9/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:15 am -
1 stop5h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:04 am -
1 stop11h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 9/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:25 am -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:25 am -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:15 am -
1 stop8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/168:15 am -
1 stop5h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$106
This Mytrip deal was found by Cheapflights users on 9/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:25 am -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 9/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:26 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$107
This CheapOair deal was found by Cheapflights users on 9/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
1 stop9h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$108
This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:26 am -
1 stop5h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$109
This MakeMyTrip deal was found by Cheapflights users on 9/28. 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 MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
1 stop9h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Frontier logo]()
$112
Find flight deals from Chicago to District of Columbia
Keep the following information in mind while searching for Chicago to District of Columbia flight deals. Data was last updated September 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $183 (Expedia) |
One-way from | $100 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $258 |
Good round-trip deal | $323 or less |
Good one-way deal | $145 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to District of Columbia 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 28, 2026.
Use the filters below to find and compare flights from Chicago to District of Columbia that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Tue 11/17
6:16 am-5:12 pm
1 stop9h 56m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$106
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Wed 10/21
6:21 am-5:13 pm
1 stop9h 52m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Tue 12/22
9:23 pm-2:40 pm
1 stop16h 17m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
Quickest round-trip
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Thu 10/29
12:50 pm-3:40 pm
Nonstop1h 50m
Washington, D.C. Reagan-National
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Tue 11/3
2:21 pm-5:24 pm
Nonstop2h 03m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Thu 10/22
10:54 am-1:59 pm
Nonstop2h 05m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Tue 10/27
2:21 pm-5:24 pm
Nonstop2h 03m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Tue 10/20
10:54 am-1:59 pm
Nonstop2h 05m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Sat 10/31
1:30 pm-4:33 pm
Nonstop2h 03m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Tue 10/20
5:09 pm-10:49 pm
1 stop4h 40m
Washington, D.C. Reagan-National
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to District of Columbia
Have a flexible travel schedule? Discover the best time to fly to District of Columbia from Chicago with our price prediction graph.
MDW-IAD
ORD-IAD
ORD-DCA
MDW-DCA
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 Chicago to District of Columbia
CHI-USDC
MDW-IAD
ORD-IAD
ORD-DCA
MDW-DCA
What is the cheapest month to book a flight from Chicago to District of Columbia?
Currently, December is the cheapest month in which you can book a flight from Chicago to District of Columbia (average of $298). Flying from Chicago to District of Columbia in June is currently the most expensive (average of $402). 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 CHI to DC?
Find hourly flight availability from Chicago to District of Columbia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 28, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to District of Columbia in the morning. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight at noon.
Weekly flight availability from Chicago to District of Columbia
Explore weekly flight availability from Chicago to District of Columbia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 28, 2026.
The most flights from CHI to USDC are scheduled on a Sunday (31 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (22 on average).
How much does it cost to fly round-trip from Chicago to District of Columbia?
Airfare is below average for this route at the moment.
Chicago to District of Columbia flights typically cost between $257 and $374 in October.The cheapest round-trip price found within the last 5 days was $183 on Frontier (Oct 27-Oct 28).
How far ahead should I book a flight from Chicago to District of Columbia?
Booking 53 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to District of Columbia. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Chicago to District of Columbia?
Use this chart to determine the cheapest time to fly round-trip from Chicago to District of Columbia. Price data was last updated on September 26, 2026.
Travelers seeking maximum savings on their Chicago to District of Columbia flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing District of Columbia
Get insights into the airlines that provide service to District of Columbia. 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 District of Columbia. Reviews last updated September 28, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to District of Columbia have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodLauren,Dec 2024
MCI - DCA
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodLauren,Dec 2024
MCI - DCA
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodLauren,Dec 2024
MCI - DCA
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodLauren,Dec 2024
MCI - DCA
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodLauren,Dec 2024
MCI - DCA
Related info for your journey
Find useful and relevant information for your journey from Chicago to District of Columbia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to District of Columbia
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Complete your trip
Complete your trip to District of Columbia by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to District of Columbia by cabin class
Find flights from Chicago to District of Columbia, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and District of Columbia flights
Browse other Chicago and District of Columbia flight options. Last updated on September 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to District of Columbia flights
Consider these flights traveling from Chicago to District of Columbia.
Top 5 airlines flying from Chicago to District of Columbia
Discover the top 5 airlines that operate flights from Chicago to District of Columbia. 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$384 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$188 | Average$371 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$338 | FlexibilityNo cancel fee | On-time71% |