$90+ Cheap flights from Wisconsin 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BWI
Jul 23 — Jul 301
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to MarylandExplore the most affordable flight options available from Wisconsin to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
Explore the most affordable flight options available from Wisconsin to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:00 pm
ORD
- PHL
Nonstop2h 32m
Frontier
Fri 7/35:06 pm
PHL
- ORD
Nonstop2h 41m
Frontier
Deal found 6/23![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:29 pm
ORD
- PHL
1 stop8h 00m
Frontier
Fri 7/35:06 pm
PHL
- ORD
Nonstop2h 41m
Frontier
Deal found 6/22![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/278:58 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 8/16:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/22![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 7/186:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:05 am
ORD
- PHL
1 stop7h 00m
Frontier
Sat 7/186:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:15 pm
ORD
- PHL
1 stop7h 17m
JetBlue
Sat 9/1910:45 am
PHL
- ORD
1 stop9h 37m
JetBlue
Deal found 6/18![JetBlue logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Thu 7/236:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 6/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Mon 7/276:11 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/23![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Tue 8/42:59 pm
PHL
- ORD
1 stop22h 16m
Frontier
Deal found 6/22![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:24 pm
MSP
- BWI
1 stop7h 53m
Frontier
Tue 8/186:45 am
BWI
- MSP
1 stop7h 58m
Frontier
Deal found 6/21![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/158:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Wed 8/265:16 pm
PHL
- ORD
1 stop6h 52m
Frontier
Deal found 6/21![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/88:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Mon 8/1010:11 am
PHL
- ORD
1 stop13h 59m
Frontier
Deal found 6/21![Frontier logo]()
$212
Best flights from Wisconsin to MarylandDiscover carefully curated flight deals from Wisconsin to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
Discover carefully curated flight deals from Wisconsin to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:15 pm
ORD
- PHL
1 stop7h 17m
JetBlue
Mon 9/1410:45 am
PHL
- ORD
1 stop9h 37m
JetBlue
Deal found 6/22![JetBlue logo]()
$219
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:50 pm
MSP
- IAD
Nonstop2h 30m
Delta
Tue 8/46:49 pm
IAD
- MSP
Nonstop3h 11m
Delta
Deal found 6/22![Delta logo]()
$233
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Tue 8/43:30 pm
DCA
- ORD
Nonstop2h 22m
United Airlines
Deal found 6/19![United Airlines logo]()
$245
This Sun Country Air deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:50 am
MSP
- BWI
Nonstop2h 29m
Sun Country Air
Sat 8/112:25 pm
BWI
- MSP
Nonstop2h 40m
Sun Country Air
Deal found 6/22![Sun Country Air logo]()
$248
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/86:45 am
MSP
- BWI
Nonstop2h 20m
Southwest
Mon 8/108:30 pm
BWI
- MSP
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$249
This JetBlue deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 9/310:56 am
ORD
- DCA
1 stop8h 00m
JetBlue
Sun 9/62:00 pm
DCA
- ORD
1 stop6h 25m
JetBlue
Deal found 6/20![JetBlue logo]()
$248
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:45 pm
ORD
- PHL
Nonstop2h 12m
United Airlines
Tue 7/281:31 pm
PHL
- ORD
Nonstop2h 24m
United Airlines
Deal found 6/22![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 6/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:25 pm
MSP
- DCA
Nonstop2h 25m
Delta
Wed 8/197:45 am
DCA
- MSP
Nonstop2h 40m
Delta
Deal found 6/18![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/127:50 am
MKE
- BWI
Nonstop1h 55m
Southwest
Wed 8/197:55 pm
BWI
- MKE
Nonstop2h 00m
Southwest
Deal found 6/21![Southwest logo]()
$263
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:30 am
ORD
- PHL
1 stop6h 40m
United Airlines
Wed 7/111:38 am
PHL
- ORD
Nonstop2h 28m
United Airlines
Deal found 6/19![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/177:17 am
MSP
- IAD
Nonstop2h 29m
Delta
Sat 7/256:00 am
IAD
- MSP
Nonstop2h 53m
Delta
Deal found 6/20![Delta logo]()
$261
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 9/177:40 am
MSP
- BWI
1 stop7h 05m
Southwest
Sat 9/1912:20 pm
BWI
- MSP
2 stops8h 20m
Southwest
Deal found 6/21![Southwest logo]()
$274
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/2212:45 pm
ORD
- DCA
Nonstop2h 07m
United Airlines
Wed 7/291:00 pm
DCA
- ORD
Nonstop2h 19m
United Airlines
Deal found 6/21![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/77:18 am
MSP
- IAD
Nonstop2h 30m
Delta
Tue 8/256:00 am
IAD
- MSP
Nonstop2h 54m
Delta
Deal found 6/20![Delta logo]()
$261
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:35 am
MKE
- DCA
1 stop7h 45m
Southwest
Wed 7/2211:45 am
DCA
- MKE
2 stops6h 30m
Southwest
Deal found 6/18![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:45 am
ORD
- IAD
Nonstop2h 07m
United Airlines
Wed 8/123:40 pm
IAD
- ORD
Nonstop2h 19m
United Airlines
Deal found 6/22![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/76:33 pm
MSP
- DCA
Nonstop2h 27m
Delta
Tue 8/116:05 am
DCA
- MSP
Nonstop2h 35m
Delta
Deal found 6/20![Delta logo]()
$261
This Sun Country Air deal was found by Cheapflights users on 6/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:35 am
MSP
- PHL
Nonstop2h 33m
Sun Country Air
Mon 8/1711:34 am
PHL
- MSP
Nonstop2h 51m
Sun Country Air
Deal found 6/19![Sun Country Air logo]()
$358
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:43 am
ORD
- IAD
Nonstop2h 12m
United Airlines
Sat 7/255:42 pm
IAD
- ORD
Nonstop2h 08m
United Airlines
Deal found 6/22![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:05 am
ORD
- BWI
1 stop3h 42m
Delta
Fri 7/315:27 pm
BWI
- ORD
1 stop4h 04m
Delta
Deal found 6/22![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/135:45 am
MSP
- BWI
2 stops5h 35m
Southwest
Mon 8/175:20 pm
BWI
- MSP
1 stop5h 50m
Southwest
Deal found 6/21![Southwest logo]()
$290
This Sun Country Air deal was found by Cheapflights users on 6/18. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:05 pm
ORD
- IAD
1 stop15h 40m
Sun Country Air
Sat 7/2512:40 pm
IAD
- ORD
1 stop5h 24m
Sun Country Air
Deal found 6/18![Sun Country Air logo]()
$385
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:05 am
ORD
- DCA
1 stop3h 23m
Delta
Fri 7/317:37 pm
DCA
- ORD
1 stop5h 16m
Delta
Deal found 6/22![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:25 pm
MKE
- BWI
Nonstop1h 55m
Southwest
Tue 8/185:45 pm
BWI
- MKE
1 stop4h 40m
Southwest
Deal found 6/18![Southwest logo]()
$291
This United Airlines deal was found by Cheapflights users on 6/18. 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 8/309:00 am
ORD
- DCA
Nonstop2h 08m
United Airlines
Wed 9/29:30 am
DCA
- ORD
Nonstop2h 17m
United Airlines
Deal found 6/18![United Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 6/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:30 am
ORD
- DCA
1 stop4h 57m
Delta
Tue 8/46:30 pm
DCA
- ORD
1 stop6h 27m
Delta
Deal found 6/19![Delta logo]()
$265
This United Airlines deal was found by Cheapflights users on 6/18. 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.
Wed 9/910:50 am
ORD
- IAD
Nonstop2h 05m
United Airlines
Sun 9/1310:27 pm
IAD
- ORD
Nonstop2h 13m
United Airlines
Deal found 6/18![United Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:15 am
MKE
- DCA
Nonstop1h 45m
Southwest
Sat 8/18:00 am
DCA
- MKE
Nonstop2h 00m
Southwest
Deal found 6/22![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/132:34 pm
MSP
- IAD
Nonstop2h 35m
Delta
Mon 8/176:00 am
IAD
- MSP
Nonstop2h 54m
Delta
Deal found 6/21![Delta logo]()
$265
This United Airlines deal was found by Cheapflights users on 6/23. 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.
Tue 6/306:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Tue 6/303:30 pm
DCA
- ORD
Nonstop2h 22m
United Airlines
Deal found 6/23![United Airlines logo]()
$272
Last-minute flights from Wisconsin to MarylandDiscover last-minute flight deals from Wisconsin to Maryland. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Maryland. Data last updated June 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:00 pm
ORD
- PHL
Nonstop2h 32m
Frontier
Fri 7/35:06 pm
PHL
- ORD
Nonstop2h 41m
Frontier
Deal found 6/23![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:29 pm
ORD
- PHL
1 stop8h 00m
Frontier
Fri 7/35:06 pm
PHL
- ORD
Nonstop2h 41m
Frontier
Deal found 6/22![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 7/186:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:05 am
ORD
- PHL
1 stop7h 00m
Frontier
Sat 7/186:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Thu 7/236:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Wed 7/228:30 am
PHL
- ORD
1 stop12h 23m
Frontier
Deal found 6/21![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/188:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Mon 7/274:49 pm
PHL
- ORD
1 stop7h 21m
Frontier
Deal found 6/21![Frontier logo]()
$212
This Super.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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.
Fri 7/248:58 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Mon 7/276:11 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/21![Frontier logo]()
$213
This Frontier deal was found by Cheapflights users on 6/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Mon 7/276:11 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/23![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Tue 8/42:59 pm
PHL
- ORD
1 stop22h 16m
Frontier
Deal found 6/22![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/278:58 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Sat 8/16:05 pm
PHL
- ORD
Nonstop2h 42m
Frontier
Deal found 6/22![Frontier logo]()
$204
This Mytrip deal was found by Cheapflights users on 6/23. 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.
Wed 7/298:10 am
MSP
- BWI
Nonstop2h 26m
Multiple Airlines
Wed 8/56:35 am
BWI
- MSP
1 stop8h 04m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$214
One-way flights from Wisconsin to MarylandSearch for one-way flight options from Wisconsin to Maryland. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Wisconsin to Maryland. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Super.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/181:09 pm
ORD
- PHL
1 stop5h 51m
JetBlue
Deal found 6/20![JetBlue logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:00 pm
ORD
- PHL
Nonstop2h 32m
Frontier
Deal found 6/19![Frontier logo]()
$92
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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.
Tue 8/1111:01 am
ORD
- PHL
1 stop8h 00m
JetBlue
Deal found 6/21![JetBlue logo]()
$94
This Expedia deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/1810:56 am
ORD
- PHL
1 stop8h 04m
JetBlue
Deal found 6/21![JetBlue logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Deal found 6/23![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Deal found 6/18![Frontier logo]()
$97
This JetBlue deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/1510:56 am
ORD
- PHL
1 stop8h 19m
JetBlue
Deal found 6/20![JetBlue logo]()
$99
This Frontier deal was found by Cheapflights users on 6/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:52 pm
ORD
- PHL
Nonstop2h 23m
Frontier
Deal found 6/19![Frontier logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:36 am
MKE
- DCA
1 stop7h 25m
JetBlue
Deal found 6/22![JetBlue logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/52:24 pm
MSP
- BWI
1 stop7h 53m
Frontier
Deal found 6/20![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:56 am
ORD
- PHL
1 stop8h 04m
JetBlue
Deal found 6/18![JetBlue logo]()
$104
This Super.com deal was found by Cheapflights users on 6/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:24 pm
MSP
- BWI
1 stop7h 53m
Frontier
Deal found 6/19![Frontier logo]()
$104
Find flight deals from Wisconsin to Maryland
Keep the following information in mind while searching for Wisconsin to Maryland flight deals. Data was last updated June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $203 (Frontier) |
One-way from | $90 (Super.com) |
Popular in | May |
Cheapest in | September |
Average price | $381 |
Good round-trip deal | $370 or less |
Good one-way deal | $198 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin 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 June 23, 2026.
Use the filters below to find and compare flights from Wisconsin 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
Fri 9/11
2:15 pm-10:32 pm
1 stop7h 17m
Philadelphia
Mon 9/14
10:45 am-7:22 pm
1 stop9h 37m
$219
MinneapolisWashington, D.C.
MSP - IAD
MSPIAD
Minneapolis St Paul
Wed 7/29
7:50 pm-11:20 pm
Nonstop2h 30m
Washington, D.C. Dulles Intl
Tue 8/4
6:49 pm-9:00 pm
Nonstop3h 11m
$233
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Tue 8/4
6:00 am-8:54 am
Nonstop1h 54m
Washington, D.C. Reagan-National
Tue 8/4
3:30 pm-4:52 pm
Nonstop2h 22m
$245
MinneapolisBaltimore
MSP - BWI
MSPBWI
Minneapolis St Paul
Mon 7/27
7:50 am-11:19 am
Nonstop2h 29m
Baltimore/Washington
Sat 8/1
12:25 pm-2:05 pm
Nonstop2h 40m
$248
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Thu 9/3
10:56 am-7:56 pm
1 stop8h 00m
Washington, D.C. Reagan-National
Sun 9/6
2:00 pm-7:25 pm
1 stop6h 25m
$248
MinneapolisBaltimore
MSP - BWI
MSPBWI
Minneapolis St Paul
Sat 8/8
6:45 am-10:05 am
Nonstop2h 20m
Baltimore/Washington
Mon 8/10
8:30 pm-10:05 pm
Nonstop2h 35m
$249
ChicagoPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Wed 7/22
9:45 pm-12:57 am
Nonstop2h 12m
Philadelphia
Tue 7/28
1:31 pm-2:55 pm
Nonstop2h 24m
$253
MinneapolisWashington, D.C.
MSP - DCA
MSPDCA
Minneapolis St Paul
Tue 8/11
8:25 pm-11:50 pm
Nonstop2h 25m
Washington, D.C. Reagan-National
Wed 8/19
7:45 am-9:25 am
Nonstop2h 40m
$255
ChicagoPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Tue 6/30
6:30 am-2:10 pm
1 stop6h 40m
Philadelphia
Wed 7/1
11:38 am-1:06 pm
Nonstop2h 28m
$257
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Wed 7/22
12:45 pm-3:52 pm
Nonstop2h 07m
Washington, D.C. Reagan-National
Wed 7/29
1:00 pm-2:19 pm
Nonstop2h 19m
$257
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Wisconsin with our price prediction graph.
ORD-PHL
MSP-IAD
ORD-DCA
MSP-BWI
MSP-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 Wisconsin to Maryland
USWI-USMD
ORD-PHL
MSP-IAD
ORD-DCA
MSP-BWI
What is the cheapest month to book a flight from Wisconsin to Maryland?
Currently, April is the cheapest month in which you can book a flight from Wisconsin to Maryland (average of $107). Flying from Wisconsin to Maryland in February is currently the most expensive (average of $269). 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 WI to MD?
Find hourly flight availability from Wisconsin 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 June 23, 2026.
It’s typically best to fly out from Wisconsin to Maryland in the afternoon. Doing so could potentially save you 6% on the flight price compared to flying in the evening, which is usually more expensive.
How much does it cost to fly round-trip from Wisconsin to Maryland?
How far ahead should I book a flight from Wisconsin to Maryland?
Booking 10 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to Maryland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 June 23, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Wisconsin to Maryland by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Wisconsin 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 Wisconsin to Maryland
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Complete your trip
Complete your trip to Maryland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Maryland by cabin class
Find flights from Wisconsin to Maryland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Maryland flights
Browse other Wisconsin and Maryland flight options. Last updated on June 23, 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 Wisconsin after your stay in Maryland
Wisconsin to Maryland flights
Consider these flights traveling from Wisconsin to Maryland.
Top 5 airlines flying from Wisconsin to Maryland
Discover the top 5 airlines that operate flights from Wisconsin 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 June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$236 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$175 | Average$375 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$362 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$422 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$271 | Average$394 | FlexibilityNo cancel fee | On-time63% |