$88+ Cheap flights from Indiana to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Indiana to Midway with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Indiana to MidwayExplore the most affordable flight options available from Indiana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Indiana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 6/304:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Wed 7/810:10 am
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 6/9![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 6/8. 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 8/261:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Wed 8/266:20 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/8![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 7/74:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Tue 7/147:50 am
MDW
- IND
2 stops7h 25m
Southwest
Deal found 6/9![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
CVG
- MDW
2 stops7h 35m
Southwest
Wed 7/1512:45 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 6/10![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:15 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Sat 8/298:00 am
MDW
- CVG
Nonstop1h 25m
Southwest
Deal found 6/10![Southwest logo]()
$195
This Southwest deal was found by Cheapflights users on 6/8. 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 8/266:45 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Sat 8/297:50 am
MDW
- SDF
Nonstop1h 20m
Southwest
Deal found 6/8![Southwest logo]()
$196
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:15 pm
CVG
- MDW
1 stop5h 16m
Delta
Wed 7/89:19 am
MDW
- CVG
1 stop3h 16m
Delta
Deal found 6/10![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 10/67:00 am
IND
- MDW
Nonstop1h 00m
Southwest
Wed 10/78:45 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 6/9![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 11/104:00 pm
CVG
- MDW
1 stop6h 20m
Southwest
Wed 11/111:15 pm
MDW
- CVG
2 stops7h 50m
Southwest
Deal found 6/9![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:20 am
CVG
- MDW
Nonstop1h 05m
Southwest
Sat 8/225:55 am
MDW
- CVG
1 stop5h 45m
Southwest
Deal found 6/6![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 6/9. 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.
Mon 8/108:10 am
CVG
- MDW
Nonstop1h 05m
Southwest
Mon 8/178:05 am
MDW
- CVG
Nonstop1h 20m
Southwest
Deal found 6/9![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 6/8. 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.
Thu 9/107:10 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Mon 9/148:00 am
MDW
- SDF
Nonstop1h 25m
Southwest
Deal found 6/8![Southwest logo]()
$215
Best flights from Indiana to MidwayDiscover carefully curated flight deals from Indiana to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Indiana to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
CVG
- MDW
2 stops7h 35m
Southwest
Wed 7/1512:45 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 6/10![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:00 pm
AZO
- MDW
1 stop4h 25m
Delta
Thu 7/169:19 am
MDW
- AZO
1 stop4h 00m
Delta
Deal found 6/10![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
IND
- MDW
2 stops7h 35m
Southwest
Wed 7/155:20 pm
MDW
- IND
1 stop3h 40m
Southwest
Deal found 6/5![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:30 pm
CVG
- MDW
1 stop6h 15m
Southwest
Sat 8/298:00 am
MDW
- CVG
Nonstop1h 25m
Southwest
Deal found 6/10![Southwest logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/98:53 pm
SBN
- MDW
2 stops26h 10m
Multiple Airlines
Thu 7/169:08 am
MDW
- SBN
1 stop7h 08m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/239:36 am
SBN
- MDW
2 stops30h 02m
Allegiant Air
Thu 7/309:08 am
MDW
- SBN
1 stop7h 08m
Allegiant Air
Deal found 6/8![Allegiant Air logo]()
$501
This Delta deal was found by Cheapflights users on 6/9. 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 7/173:00 pm
AZO
- MDW
1 stop4h 25m
Delta
Sun 7/196:58 pm
MDW
- AZO
1 stop3h 53m
Delta
Deal found 6/9![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:25 am
AZO
- MDW
1 stop4h 49m
Delta
Sun 7/59:17 am
MDW
- AZO
1 stop4h 07m
Delta
Deal found 6/7![Delta logo]()
$258
This Southwest deal was found by Cheapflights users on 6/8. 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 9/183:20 pm
SDF
- MDW
2 stops7h 35m
Southwest
Tue 9/221:00 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/8![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 6/9. 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 7/103:00 pm
AZO
- MDW
1 stop4h 25m
Delta
Sun 7/129:19 am
MDW
- AZO
1 stop4h 00m
Delta
Deal found 6/9![Delta logo]()
$258
This Southwest deal was found by Cheapflights users on 6/8. 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 7/87:40 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Fri 7/107:00 pm
MDW
- CVG
1 stop4h 30m
Southwest
Deal found 6/8![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:05 pm
AZO
- MDW
1 stop6h 02m
Delta
Sat 7/111:18 pm
MDW
- AZO
1 stop2h 58m
Delta
Deal found 6/7![Delta logo]()
$258
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:40 pm
IND
- MDW
Nonstop1h 15m
Southwest
Tue 7/147:50 am
MDW
- IND
2 stops7h 25m
Southwest
Deal found 6/10![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 7/18:20 am
FWA
- MDW
1 stop5h 26m
Delta
Tue 7/79:19 am
MDW
- FWA
1 stop3h 15m
Delta
Deal found 6/8![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 6/9. 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 8/277:10 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Sun 8/305:55 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/9![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 6/9. 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 8/142:14 pm
FWA
- MDW
1 stop5h 19m
Delta
Sun 8/169:24 am
MDW
- FWA
1 stop3h 10m
Delta
Deal found 6/9![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 7/178:25 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Mon 7/207:05 pm
MDW
- CVG
Nonstop1h 15m
Southwest
Deal found 6/7![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/712:55 pm
SBN
- MDW
2 stops50h 03m
Allegiant Air
Thu 7/169:08 am
MDW
- SBN
1 stop7h 08m
Allegiant Air
Deal found 6/7![Allegiant Air logo]()
$513
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:15 pm
CVG
- MDW
1 stop5h 10m
Delta
Sat 7/259:19 am
MDW
- CVG
1 stop3h 16m
Delta
Deal found 6/7![Delta logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Sun 7/58:53 pm
SBN
- MDW
2 stops18h 45m
Multiple Airlines
Sun 7/129:08 am
MDW
- SBN
1 stop7h 08m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:40 pm
CVG
- MDW
2 stops6h 35m
Southwest
Mon 7/277:05 pm
MDW
- CVG
Nonstop1h 15m
Southwest
Deal found 6/6![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 6/8. 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 6/307:49 am
SDF
- MDW
1 stop5h 57m
Delta
Wed 7/19:17 am
MDW
- SDF
1 stop3h 22m
Delta
Deal found 6/8![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:55 pm
CVG
- MDW
1 stop6h 15m
Southwest
Mon 7/135:05 pm
MDW
- CVG
1 stop5h 00m
Southwest
Deal found 6/6![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:20 am
FWA
- MDW
1 stop5h 26m
Delta
Sun 7/59:17 am
MDW
- FWA
1 stop3h 18m
Delta
Deal found 6/7![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:05 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Sun 7/58:00 am
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/5![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:50 am
AZO
- MDW
1 stop3h 23m
Delta
Sat 8/11:18 pm
MDW
- AZO
1 stop2h 58m
Delta
Deal found 6/10![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Wed 8/191:00 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/6![Southwest logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 6/259:34 am
SBN
- MDW
2 stops33h 14m
Allegiant Air
Sun 6/289:11 am
MDW
- SBN
1 stop7h 07m
Allegiant Air
Deal found 6/9![Allegiant Air logo]()
$699
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:10 am
FWA
- MDW
1 stop5h 29m
Delta
Sun 8/309:24 am
MDW
- FWA
1 stop3h 10m
Delta
Deal found 6/7![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:00 am
CVG
- MDW
2 stops7h 35m
Southwest
Mon 7/135:05 pm
MDW
- CVG
1 stop5h 00m
Southwest
Deal found 6/6![Southwest logo]()
$298
Last-minute flights from Indiana to MidwayDiscover last-minute flight deals from Indiana to Midway. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Indiana to Midway. Data last updated June 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Tue 7/710:10 am
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 6/10![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:40 am
IND
- MDW
1 stop3h 34m
Delta
Tue 7/79:19 am
MDW
- IND
1 stop3h 18m
Delta
Deal found 6/10![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 7/74:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Tue 7/147:50 am
MDW
- IND
2 stops7h 25m
Southwest
Deal found 6/9![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 7/77:40 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Thu 7/97:05 pm
MDW
- CVG
Nonstop1h 15m
Southwest
Deal found 6/9![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 7/82:15 pm
CVG
- MDW
1 stop5h 10m
Delta
Wed 7/159:19 am
MDW
- CVG
1 stop3h 16m
Delta
Deal found 6/8![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 6/8. 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 7/89:00 am
CVG
- MDW
Nonstop1h 05m
Southwest
Fri 7/101:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 6/8![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
CVG
- MDW
2 stops7h 35m
Southwest
Wed 7/1512:45 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 6/10![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:35 pm
CVG
- MDW
1 stop3h 35m
Southwest
Tue 7/285:20 pm
MDW
- CVG
1 stop3h 35m
Southwest
Deal found 6/5![Southwest logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 7/2112:18 pm
CVG
- MDW
1 stop10h 45m
Frontier
Tue 7/286:05 am
MDW
- CVG
1 stop28h 43m
Frontier
Deal found 6/6![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/2112:18 pm
CVG
- MDW
1 stop10h 45m
Frontier
Sat 7/2512:11 pm
MDW
- CVG
1 stop22h 02m
Frontier
Deal found 6/7![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Fri 7/2412:53 pm
CVG
- MDW
1 stop23h 14m
Frontier
Tue 7/2812:11 pm
MDW
- CVG
1 stop22h 37m
Frontier
Deal found 6/7![Frontier logo]()
$237
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sun 7/262:30 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Tue 8/46:20 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 6/8![Southwest logo]()
$246
One-way flights from Indiana to MidwaySearch for one-way flight options from Indiana to Midway. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Indiana to Midway. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/7. 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.
Tue 8/47:15 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 6/7![Southwest logo]()
$88
This Southwest deal was found by Cheapflights users on 6/9. 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 7/86:40 am
IND
- MDW
Nonstop1h 10m
Southwest
Deal found 6/9![Southwest logo]()
$89
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:45 am
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 6/10![Southwest logo]()
$89
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 7/147:40 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 6/8![Southwest logo]()
$89
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:29 am
IND
- MDW
1 stop3h 09m
Delta
Deal found 6/5![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:55 am
SDF
- MDW
1 stop5h 44m
Delta
Deal found 6/10![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:00 pm
CVG
- MDW
1 stop3h 25m
Delta
Deal found 6/10![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 6/8. 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 8/55:00 pm
IND
- MDW
Nonstop1h 05m
Southwest
Deal found 6/8![Southwest logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Sat 8/87:41 pm
CVG
- MDW
1 stop13h 43m
Allegiant Air
Deal found 6/7![Allegiant Air logo]()
$101
This Southwest deal was found by Cheapflights users on 6/7. 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.
Tue 8/45:00 pm
IND
- MDW
Nonstop1h 05m
Southwest
Deal found 6/7![Southwest logo]()
$102
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
IND
- MDW
2 stops7h 35m
Southwest
Deal found 6/5![Southwest logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 9/912:39 pm
IND
- MDW
1 stop10h 19m
Frontier
Deal found 6/9![Frontier logo]()
$105
Find flight deals from Indiana to Midway
Keep the following information in mind while searching for Indiana to Midway flight deals. Data was last updated June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Southwest) |
One-way from | $88 (Southwest) |
Popular in | March |
Cheapest in | August |
Average price | $378 |
Good round-trip deal | $375 or less |
Good one-way deal | $193 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Indiana to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 10, 2026.
Use the filters below to find and compare flights from Indiana to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 7/14
7:00 am-1:35 pm
2 stops7h 35m
Chicago Midway
Wed 7/15
12:45 pm-2:55 pm
Nonstop1h 10m
$192
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Tue 7/14
7:00 am-1:35 pm
2 stops7h 35m
Chicago Midway
Wed 7/15
5:20 pm-10:00 pm
1 stop3h 40m
$202
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 8/26
3:30 pm-8:45 pm
1 stop6h 15m
Chicago Midway
Sat 8/29
8:00 am-10:25 am
Nonstop1h 25m
$204
LouisvilleChicago
SDF - MDW
SDFMDW
Louisville Intl
Fri 9/18
3:20 pm-9:55 pm
2 stops7h 35m
Chicago Midway
Tue 9/22
1:00 pm-3:15 pm
Nonstop1h 15m
$247
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Thu 7/9
3:00 pm-6:25 pm
1 stop4h 25m
Chicago Midway
Thu 7/16
9:19 am-2:19 pm
1 stop4h 00m
$248
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 7/8
7:40 pm-7:50 pm
Nonstop1h 10m
Chicago Midway
Fri 7/10
7:00 pm-12:30 am
1 stop4h 30m
$249
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Fri 7/17
3:00 pm-6:25 pm
1 stop4h 25m
Chicago Midway
Sun 7/19
6:58 pm-11:51 pm
1 stop3h 53m
$258
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Thu 7/2
5:25 am-9:14 am
1 stop4h 49m
Chicago Midway
Sun 7/5
9:17 am-2:24 pm
1 stop4h 07m
$258
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Fri 7/10
3:00 pm-6:25 pm
1 stop4h 25m
Chicago Midway
Sun 7/12
9:19 am-2:19 pm
1 stop4h 00m
$258
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Sat 7/4
12:05 pm-5:07 pm
1 stop6h 02m
Chicago Midway
Sat 7/11
1:18 pm-5:16 pm
1 stop2h 58m
$258
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Indiana to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Indiana with our price prediction graph.
CVG-MDW
SDF-MDW
EVV-MDW
IND-MDW
FWA-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Indiana to Chicago Midway Airport
USIN-MDW
CVG-MDW
SDF-MDW
EVV-MDW
IND-MDW
What is the cheapest time of day to fly from IN to MDW?
Find hourly flight availability from Indiana to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.
When flying from Indiana to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 34% versus a flight at noon.
How much does it cost to fly round-trip from Indiana to Chicago Midway Airport?
Related info for your journey
Find useful and relevant information for your journey from Indiana to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Indiana to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indiana to Midway by cabin class
Find flights from Indiana to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 10, 2026.
Indiana and Midway flights
Browse other Indiana and Midway flight options. Last updated on June 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Indiana to Midway flights
Consider these flights traveling from Indiana to Midway.
Top airline flying from Indiana to Midway
Discover the top airline that operate flights from Indiana to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |