$63+ Cheap flights from Illinois to Maryland
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BWI
Aug 9 — Aug 161
Round-trip
1 adult, Economy
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Cheapest flights from Illinois to MarylandExplore the most affordable flight options available from Illinois to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 10, 2026.
Explore the most affordable flight options available from Illinois to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 10, 2026.
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:00 pm
MDW
- PHL
1 stop6h 50m
Southwest
Thu 8/1312:45 pm
PHL
- MDW
Nonstop2h 00m
Southwest
Deal found 7/9![Southwest logo]()
$193
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:40 am
ORD
- PHL
1 stop4h 30m
United Airlines
Thu 8/61:31 pm
PHL
- ORD
Nonstop2h 24m
United Airlines
Deal found 7/9![United Airlines logo]()
$193
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 pm
ORD
- PHL
1 stop12h 35m
Frontier
Sun 8/3010:22 am
PHL
- ORD
Nonstop2h 33m
Frontier
Deal found 7/9![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:06 am
MDW
- PHL
1 stop10h 22m
Frontier
Mon 8/174:40 pm
PHL
- MDW
1 stop6h 23m
Frontier
Deal found 7/9![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:30 am
ORD
- PHL
1 stop5h 42m
Frontier
Mon 9/287:10 am
PHL
- ORD
1 stop5h 52m
Frontier
Deal found 7/9![Frontier logo]()
$197
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:00 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Mon 8/245:55 am
PHL
- MDW
2 stops7h 20m
Southwest
Deal found 7/9![Southwest logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:50 pm
ORD
- PHL
1 stop8h 08m
Frontier
Fri 8/146:25 am
PHL
- ORD
1 stop14h 28m
Frontier
Deal found 7/9![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 8/86:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 7/9![Frontier logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:06 am
MDW
- PHL
1 stop7h 14m
Frontier
Thu 8/204:45 pm
PHL
- MDW
1 stop7h 02m
Frontier
Deal found 7/8![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:50 pm
ORD
- PHL
1 stop7h 38m
Frontier
Thu 8/202:45 pm
PHL
- ORD
1 stop6h 14m
Frontier
Deal found 7/8![Frontier logo]()
$201
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:54 am
MDW
- PHL
1 stop5h 40m
Delta
Mon 8/176:15 am
PHL
- MDW
1 stop4h 44m
Delta
Deal found 7/9![Delta logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:50 pm
ORD
- PHL
1 stop7h 38m
Frontier
Sun 8/96:25 am
PHL
- ORD
1 stop14h 28m
Frontier
Deal found 7/8![Frontier logo]()
$202
Best flights from Illinois to MarylandDiscover carefully curated flight deals from Illinois to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 10, 2026.
Discover carefully curated flight deals from Illinois to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 10, 2026.
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:22 am
ORD
- PHL
1 stop7h 08m
Delta
Wed 9/912:29 pm
PHL
- ORD
1 stop4h 45m
Delta
Deal found 7/9![Delta logo]()
$203
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:55 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Wed 9/167:15 am
PHL
- MDW
1 stop4h 35m
Southwest
Deal found 7/7![Southwest logo]()
$211
This JetBlue deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:38 am
ORD
- PHL
1 stop7h 26m
JetBlue
Sat 9/1210:45 am
PHL
- ORD
1 stop9h 37m
JetBlue
Deal found 7/5![JetBlue logo]()
$219
This Gotogate deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:05 am
MDW
- BWI
1 stop5h 19m
Frontier
Mon 8/246:28 pm
BWI
- MDW
1 stop5h 19m
Frontier
Deal found 7/4![Frontier logo]()
$251
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:15 pm
ORD
- BWI
Nonstop2h 14m
United Airlines
Wed 8/1210:25 am
BWI
- ORD
Nonstop2h 20m
United Airlines
Deal found 7/9![United Airlines logo]()
$255
This KAYAK deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:30 pm
ORD
- DCA
1 stop10h 14m
American Airlines
Wed 8/1211:35 am
DCA
- ORD
Nonstop2h 19m
American Airlines
Deal found 7/9![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm
MDW
- PHL
Nonstop1h 55m
Southwest
Mon 10/267:40 pm
PHL
- MDW
1 stop4h 25m
Southwest
Deal found 7/7![Southwest logo]()
$211
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:01 am
ORD
- PHL
1 stop8h 00m
JetBlue
Wed 9/910:45 am
PHL
- ORD
1 stop9h 37m
JetBlue
Deal found 7/6![JetBlue logo]()
$219
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:59 pm
ORD
- DCA
1 stop3h 46m
Delta
Sat 8/226:10 am
DCA
- ORD
1 stop5h 32m
Delta
Deal found 7/8![Delta logo]()
$226
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:55 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Sat 8/291:20 pm
DCA
- MDW
1 stop4h 20m
Southwest
Deal found 7/9![Southwest logo]()
$221
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:45 pm
MDW
- IAD
1 stop3h 26m
Delta
Tue 10/206:12 pm
IAD
- MDW
1 stop5h 13m
Delta
Deal found 7/8![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:15 pm
ORD
- BWI
Nonstop2h 14m
United Airlines
Mon 8/245:40 pm
BWI
- ORD
Nonstop2h 20m
United Airlines
Deal found 7/9![United Airlines logo]()
$259
This Expedia deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:03 pm
MDW
- PHL
1 stop10h 18m
Frontier
Sun 10/2512:43 pm
PHL
- MDW
1 stop10h 15m
Frontier
Deal found 7/4![Frontier logo]()
$270
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:01 am
ORD
- DCA
1 stop7h 04m
JetBlue
Mon 8/241:25 pm
DCA
- ORD
1 stop7h 02m
JetBlue
Deal found 7/9![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:46 pm
MDW
- PHL
1 stop5h 03m
Delta
Fri 8/75:16 pm
PHL
- MDW
1 stop6h 20m
Delta
Deal found 7/9![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:50 pm
MDW
- DCA
1 stop4h 00m
Southwest
Mon 10/126:55 pm
DCA
- MDW
1 stop5h 15m
Southwest
Deal found 7/9![Southwest logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:13 pm
ORD
- BWI
Nonstop2h 06m
United Airlines
Mon 8/108:16 am
BWI
- ORD
Nonstop2h 14m
United Airlines
Deal found 7/9![United Airlines logo]()
$259
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:56 am
ORD
- DCA
1 stop7h 08m
JetBlue
Wed 8/122:25 pm
DCA
- ORD
1 stop6h 02m
JetBlue
Deal found 7/9![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:40 pm
ORD
- DCA
1 stop5h 06m
Delta
Mon 10/126:10 am
DCA
- ORD
1 stop5h 29m
Delta
Deal found 7/9![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:50 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Mon 10/1911:40 am
DCA
- MDW
1 stop5h 25m
Southwest
Deal found 7/8![Southwest logo]()
$232
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/124:20 pm
ORD
- IAD
Nonstop1h 49m
United Airlines
Wed 12/1610:10 pm
IAD
- ORD
Nonstop2h 05m
United Airlines
Deal found 7/9![United Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MDW
- DCA
1 stop4h 22m
Delta
Fri 8/216:30 pm
DCA
- MDW
1 stop5h 06m
Delta
Deal found 7/9![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/54:15 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Sat 8/81:00 pm
DCA
- MDW
Nonstop1h 55m
Southwest
Deal found 7/8![Southwest logo]()
$239
This JetBlue deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:15 pm
ORD
- DCA
1 stop5h 28m
JetBlue
Sun 11/86:25 am
DCA
- ORD
1 stop6h 31m
JetBlue
Deal found 7/5![JetBlue logo]()
$267
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:54 am
MDW
- IAD
1 stop4h 48m
Delta
Sat 8/225:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Deal found 7/9![Delta logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:45 pm
ORD
- BWI
Nonstop2h 15m
United Airlines
Sat 8/226:05 am
BWI
- ORD
Nonstop2h 20m
United Airlines
Deal found 7/9![United Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:30 pm
MDW
- DCA
Nonstop1h 45m
Southwest
Mon 11/238:25 am
DCA
- MDW
1 stop4h 15m
Southwest
Deal found 7/7![Southwest logo]()
$249
This JetBlue deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:56 am
ORD
- DCA
1 stop6h 00m
JetBlue
Mon 8/32:25 pm
DCA
- ORD
1 stop5h 50m
JetBlue
Deal found 7/5![JetBlue logo]()
$279
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:40 pm
ORD
- IAD
1 stop4h 50m
Delta
Mon 10/127:38 pm
IAD
- ORD
1 stop5h 13m
Delta
Deal found 7/9![Delta logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
ORD
- BWI
Nonstop2h 09m
United Airlines
Fri 9/48:10 am
BWI
- ORD
Nonstop2h 21m
United Airlines
Deal found 7/8![United Airlines logo]()
$284
Last-minute flights from Illinois to MarylandDiscover last-minute flight deals from Illinois to Maryland. Data last updated July 10, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Maryland. Data last updated July 10, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 8/86:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 7/8![Frontier logo]()
$204
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:42 pm
MDW
- PHL
1 stop3h 44m
Delta
Thu 8/63:58 pm
PHL
- MDW
1 stop7h 38m
Delta
Deal found 7/8![Delta logo]()
$203
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:40 am
ORD
- PHL
1 stop4h 30m
United Airlines
Thu 8/61:31 pm
PHL
- ORD
Nonstop2h 24m
United Airlines
Deal found 7/9![United Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:06 am
MDW
- PHL
1 stop7h 14m
Frontier
Thu 8/204:45 pm
PHL
- MDW
1 stop7h 02m
Frontier
Deal found 7/8![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:50 pm
ORD
- PHL
1 stop7h 38m
Frontier
Thu 8/202:45 pm
PHL
- ORD
1 stop6h 14m
Frontier
Deal found 7/8![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:50 pm
ORD
- PHL
1 stop7h 38m
Frontier
Sun 8/98:30 am
PHL
- ORD
1 stop12h 23m
Frontier
Deal found 7/8![Frontier logo]()
$202
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:54 am
ORD
- PHL
1 stop6h 40m
Delta
Mon 8/106:59 pm
PHL
- ORD
1 stop5h 58m
Delta
Deal found 7/8![Delta logo]()
$203
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:00 pm
MDW
- PHL
1 stop6h 50m
Southwest
Thu 8/1312:45 pm
PHL
- MDW
Nonstop2h 00m
Southwest
Deal found 7/9![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:06 am
MDW
- PHL
1 stop10h 22m
Frontier
Mon 8/174:40 pm
PHL
- MDW
1 stop6h 23m
Frontier
Deal found 7/9![Frontier logo]()
$197
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:54 am
MDW
- PHL
1 stop5h 40m
Delta
Mon 8/176:15 am
PHL
- MDW
1 stop4h 44m
Delta
Deal found 7/9![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:00 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Mon 8/245:55 am
PHL
- MDW
2 stops7h 20m
Southwest
Deal found 7/9![Southwest logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:50 am
MDW
- PHL
1 stop7h 38m
Frontier
Wed 8/264:45 pm
PHL
- MDW
1 stop7h 02m
Frontier
Deal found 7/8![Frontier logo]()
$204
One-way flights from Illinois to MarylandSearch for one-way flight options from Illinois to Maryland. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
Search for one-way flight options from Illinois to Maryland. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:35 am
STL
- PHL
1 stop20h 01m
Frontier
Deal found 7/10![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/54:57 pm
STL
- PHL
1 stop28h 31m
Frontier
Deal found 7/9![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:34 pm
STL
- PHL
1 stop11h 41m
Frontier
Deal found 7/8![Frontier logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:34 pm
STL
- PHL
1 stop16h 48m
Frontier
Deal found 7/9![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:35 am
STL
- PHL
1 stop20h 01m
Frontier
Deal found 7/9![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:35 am
STL
- PHL
1 stop20h 01m
Frontier
Deal found 7/7![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:57 pm
STL
- PHL
1 stop13h 18m
Frontier
Deal found 7/10![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:34 pm
STL
- IAD
1 stop27h 18m
Frontier
Deal found 7/9![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/74:57 pm
STL
- IAD
1 stop22h 37m
Frontier
Deal found 7/9![Frontier logo]()
$73
This WAYA deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/54:57 pm
STL
- IAD
1 stop4h 55m
Frontier
Deal found 7/8![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:34 pm
STL
- PHL
1 stop11h 41m
Frontier
Deal found 7/6![Frontier logo]()
$77
This Trip.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:35 am
STL
- PHL
1 stop6h 40m
Frontier
Deal found 7/9![Frontier logo]()
$78
Find flight deals from Illinois to Maryland
Keep the following information in mind while searching for Illinois to Maryland flight deals. Data was last updated July 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $193 (United Airlines) |
One-way from | $68 (Kiwi.com) |
Popular in | June |
Cheapest in | August |
Average price | $271 |
Good round-trip deal | $297 or less |
Good one-way deal | $188 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Maryland 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 10, 2026.
Use the filters below to find and compare flights from Illinois to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Wed 9/2
11:22 am-7:30 pm
1 stop7h 08m
Philadelphia
Wed 9/9
12:29 pm-4:14 pm
1 stop4h 45m
$203
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Mon 9/14
2:55 pm-5:55 pm
Nonstop2h 00m
Philadelphia
Wed 9/16
7:15 am-10:50 am
1 stop4h 35m
$211
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Sat 10/24
4:20 pm-7:15 pm
Nonstop1h 55m
Philadelphia
Mon 10/26
7:40 pm-11:05 pm
1 stop4h 25m
$211
ChicagoPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Thu 9/10
9:38 am-6:04 pm
1 stop7h 26m
Philadelphia
Sat 9/12
10:45 am-7:22 pm
1 stop9h 37m
$219
ChicagoPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Wed 9/2
11:01 am-8:01 pm
1 stop8h 00m
Philadelphia
Wed 9/9
10:45 am-7:22 pm
1 stop9h 37m
$219
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Fri 8/28
4:55 pm-7:50 pm
Nonstop1h 55m
Washington, D.C. Reagan-National
Sat 8/29
1:20 pm-4:40 pm
1 stop4h 20m
$221
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Fri 8/21
1:59 pm-6:45 pm
1 stop3h 46m
Washington, D.C. Reagan-National
Sat 8/22
6:10 am-10:42 am
1 stop5h 32m
$226
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Fri 10/16
6:45 pm-11:11 pm
1 stop3h 26m
Washington, D.C. Dulles Intl
Tue 10/20
6:12 pm-10:25 pm
1 stop5h 13m
$226
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Thu 8/6
12:46 pm-6:49 pm
1 stop5h 03m
Philadelphia
Fri 8/7
5:16 pm-10:36 pm
1 stop6h 20m
$229
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Fri 10/9
5:50 pm-10:50 pm
1 stop4h 00m
Washington, D.C. Reagan-National
Mon 10/12
6:55 pm-11:10 pm
1 stop5h 15m
$231
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Illinois with our price prediction graph.
MDW-PHL
ORD-PHL
MDW-BWI
ORD-BWI
ORD-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 Illinois to Maryland
USIL-USMD
MDW-PHL
ORD-PHL
MDW-BWI
ORD-BWI
What is the cheapest month to book a flight from Illinois to Maryland?
Currently, February is the cheapest month in which you can book a flight from Illinois to Maryland (average of $27). Flying from Illinois to Maryland in October is currently the most expensive (average of $515). 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 IL to MD?
Find hourly flight availability from Illinois to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 10, 2026.
It’s typically best to fly out from Illinois to Maryland at noon. Doing so could potentially save you 28% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Illinois to Maryland
Explore weekly flight availability from Illinois to Maryland. 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 July 10, 2026.
The most flights from USIL to USMD are scheduled on a Tuesday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Illinois to Maryland?
How far ahead should I book a flight from Illinois to Maryland?
To ensure you get the cheapest price possible for a flight from Illinois to Maryland, you should look to book at least 73 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Illinois to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Maryland. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Illinois to Maryland flight should consider departing on Monday at noon 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.
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated July 10, 2026.
Read through reviews of airlines operating flights from Illinois to Maryland, such as Southwest,Delta, andUnited Airlines. 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.
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Overall
7.9
Food
7.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Related info for your journey
Find useful and relevant information for your journey from Illinois to Maryland. 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 Illinois to Maryland
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maryland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Maryland by cabin class
Find flights from Illinois to Maryland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Maryland flights
Browse other Illinois and Maryland flight options. Last updated on July 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maryland
Find the right flight back to Illinois after your stay in Maryland
Illinois to Maryland flights
Consider these flights traveling from Illinois to Maryland.
Top 5 airlines flying from Illinois to Maryland
Discover the top 5 airlines that operate flights from Illinois to Maryland. 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$164 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$387 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$149 | Average$359 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$276 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$293 | Average$344 | FlexibilityNo cancel fee | On-timeN/A |