Chicago Midway International Airport · MDW · out Friday, back Sunday
Weekend getaways from Chicago Midway
76 cities you can fly to nonstop on Friday and back nonstop on Sunday. 63 of them have a Friday flight at 5pm or later — leave after work.
Under 2 hours · 44
| Destination | Out Friday | Back Sunday |
|---|---|---|
| MKE — Milwaukee ~34m · Southwest Find fares 🥕 | 2 flightslast 8:48p | 2 flightslast 4:04p |
| GRR — Grand Rapids ~36m · Southwest Find fares 🥕 | 4 flightslast 10:18p | 3 flightslast 5:29p |
| DTW — Detroit ~39m · Delta, Southwest Find fares 🥕 | 6 flightslast 7:10p | 6 flightslast 7:43p |
| IND — Indianapolis ~40m · Southwest Find fares 🥕 | 2 flightslast 8:50p | 2 flightslast 6:02p |
| CVG — Cincinnati ~44m · Southwest Find fares 🥕 | 2 flightslast 6:35p | 2 flightslast 7:56p |
| SDF — Louisville ~51m · Southwest Find fares 🥕 | 2 flightslast 6:25p | 3 flightslast 7:54p |
| DSM — Des Moines ~52m · Southwest Find fares 🥕 | 2 flightslast 10:17p | 2 flightslast 4:44p |
| STL — St Louis ~53m · Southwest Find fares 🥕 | 5 flightslast 11:05p | 5 flightslast 8:46p |
| CMH — Columbus ~54m · Southwest Find fares 🥕 | 4 flightslast 6:28p | 4 flightslast 7:26p |
| CLE — Cleveland ~56m · Southwest Find fares 🥕 | 4 flightslast 6:47p | 4 flightslast 7:28p |
| PIT — Pittsburgh ~59m · Southwest Find fares 🥕 | 3 flightslast 8:30p | 4 flightslast 6:58p |
| MSP — Minneapolis ~1h · Delta, Southwest Find fares 🥕 | 8 flightslast 8:48p | 8 flightslast 8:01p |
| OMA — Omaha ~1h4m · Southwest Find fares 🥕 | 5 flightslast 8:45p | 5 flightslast 6:29p |
| BNA — Nashville ~1h6m · Southwest Find fares 🥕 | 6 flightslast 8:56p | 6 flightslast 10:12p |
| MCI — Kansas City ~1h7m · Southwest Find fares 🥕 | 7 flightslast 8:53p | 6 flightslast 8:15p |
| BUF — Buffalo ~1h10m · Southwest Find fares 🥕 | 3 flightslast 6:45p | 3 flightslast 7:19p |
| MEM — Memphis ~1h16m · Southwest Find fares 🥕 | 2 flightslast 9:08p | 2 flightslast 3:02p |
| ROC — Rochester ~1h19m · Southwest Find fares 🥕 | 2 flightslast 7:03p | 2 flightslast 6:42p |
| BHM — Birmingham ~1h22m · Southwest Find fares 🥕 | 1 flightlast 12:48p | 1 flightlast 3:19p |
| TUL — Tulsa ~1h24m · Southwest Find fares 🥕 | 2 flightslast 9:10p | 2 flightslast 3:16p |
| DCA — Washington ~1h24m · Southwest Find fares 🥕 | 6 flightslast 9:16p | 6 flightslast 10:49p |
| ICT — Wichita ~1h24m · Southwest Find fares 🥕 | 2 flightslast 8:55p | 2 flightslast 3:09p |
| ATL — Atlanta ~1h29m · Delta, Frontier, Southwest Find fares 🥕 | 11 flightslast 7:00p | 11 flightslast 11:02p |
| CLT — Charlotte ~1h32m · Southwest Find fares 🥕 | 2 flightslast 7:19p | 2 flightslast 6:47p |
| RDU — Raleigh/Durham ~1h34m · Southwest Find fares 🥕 | 3 flightslast 6:47p | 4 flightslast 6:56p |
| BWI — Baltimore ~1h38m · Southwest Find fares 🥕 | 6 flightslast 8:24p | 5 flightslast 9:55p |
| LGA — New York ~1h38m · Southwest Find fares 🥕 | 6 flightslast 9:17p | 7 flightslast 11:21p |
| ALB — Albany ~1h41m · Southwest Find fares 🥕 | 3 flightslast 6:16p | 3 flightslast 6:40p |
| RIC — Richmond ~1h41m · Southwest Find fares 🥕 | 1 flightlast 6:34p | 2 flightslast 6:23p |
| MYR — Myrtle Beach ~1h42m · Southwest Find fares 🥕 | 1 flightlast 3:04p | 1 flightlast 8:28a |
| CHS — Charleston ~1h43m · Southwest Find fares 🥕 | 2 flightslast 6:39p | 2 flightslast 6:28p |
| OKC — Oklahoma City ~1h43m · Southwest Find fares 🥕 | 3 flightslast 8:59p | 2 flightslast 2:52p |
| PHL — Philadelphia ~1h44m · Southwest Find fares 🥕 | 5 flightslast 7:57p | 5 flightslast 9:54p |
| SAV — Savannah ~1h45m · Southwest Find fares 🥕 | 1 flightlast 1:12p | 1 flightlast 6:46p |
| ECP — Panama City ~1h48m · Southwest Find fares 🥕 | 1 flightlast 2:38p | 1 flightlast 4:33p |
| DFW — Dallas-Fort Worth ~1h50m · Frontier Find fares 🥕 | 1 flightlast 1:00p | 1 flightlast 9:56a |
| BDL — Hartford ~1h51m · Southwest Find fares 🥕 | 4 flightslast 7:35p | 3 flightslast 7:04p |
| MHT — Manchester ~1h51m · Southwest Find fares 🥕 | 2 flightslast 6:37p | 2 flightslast 7:00p |
| MSY — New Orleans ~1h51m · Southwest Find fares 🥕 | 3 flightslast 8:03p | 4 flightslast 8:39p |
| ORF — Norfolk ~1h51m · Allegiant, Southwest Find fares 🥕 | 2 flightslast 7:02p | 2 flightslast 6:42p |
| JAX — Jacksonville ~1h52m · Southwest Find fares 🥕 | 1 flightlast 6:55p | 1 flightlast 7:30p |
| DAL — Dallas ~1h53m · Southwest Find fares 🥕 | 7 flightslast 9:58p | 5 flightslast 8:00p |
| PVD — Providence ~1h53m · Southwest Find fares 🥕 | 3 flightslast 6:30p | 3 flightslast 6:31p |
| PWM — Portland ~1h57m · Southwest Find fares 🥕 | 1 flightlast 6:23p | 1 flightlast 7:50a |
2 to 4 hours · 29
| Destination | Out Friday | Back Sunday |
|---|---|---|
| DEN — Denver ~2h · Southwest, Contour Airlines Find fares 🥕 | 7 flightslast 9:16p | 9 flightslast 7:09p |
| BOS — Boston ~2h2m · JetBlue, Southwest Find fares 🥕 | 6 flightslast 6:43p | 4 flightslast 11:31p |
| COS — Colorado Springs ~2h7m · Southwest Find fares 🥕 | 1 flightlast 10:30a | 1 flightlast 10:09a |
| AUS — Austin ~2h11m · Southwest Find fares 🥕 | 5 flightslast 9:12p | 4 flightslast 9:18p |
| HOU — Houston ~2h12m · Southwest Find fares 🥕 | 5 flightslast 7:01p | 6 flightslast 11:13p |
| TPA — Tampa ~2h12m · Southwest Find fares 🥕 | 4 flightslast 8:22p | 3 flightslast 7:37p |
| MCO — Orlando ~2h15m · Southwest Find fares 🥕 | 6 flightslast 8:48p | 5 flightslast 8:44p |
| SRQ — Sarasota/Bradenton ~2h18m · Southwest Find fares 🥕 | 1 flightlast 12:39p | 1 flightlast 7:58a |
| SAT — San Antonio ~2h19m · Southwest Find fares 🥕 | 2 flightslast 9:04p | 2 flightslast 2:40p |
| RSW — Fort Myers ~2h21m · Southwest Find fares 🥕 | 3 flightslast 6:32p | 2 flightslast 4:51p |
| FLL — Fort Lauderdale ~2h32m · Southwest Find fares 🥕 | 3 flightslast 6:52p | 3 flightslast 6:17p |
| ABQ — Albuquerque ~2h33m · Southwest Find fares 🥕 | 1 flightlast 5:33p | 1 flightlast 8:23a |
| BZN — Bozeman ~2h43m · Southwest Find fares 🥕 | 1 flightlast 11:25a | 1 flightlast 1:45p |
| MIA — Miami ~2h43m · Delta, Southwest Find fares 🥕 | 1 flightlast 8:09a | 1 flightlast 4:24p |
| ELP — El Paso ~2h48m · Southwest Find fares 🥕 | 1 flightlast 5:02p | 1 flightlast 1:31p |
| SLC — Salt Lake City ~2h56m · Southwest Find fares 🥕 | 2 flightslast 8:58p | 2 flightslast 1:17p |
| PHX — Phoenix ~3h15m · Southwest Find fares 🥕 | 7 flightslast 8:21p | 7 flightslast 7:44p |
| BOI — Boise ~3h18m · Southwest Find fares 🥕 | 1 flightlast 12:27p | 1 flightlast 12:36p |
| LAS — Las Vegas ~3h24m · Southwest Find fares 🥕 | 6 flightslast 9:18p | 6 flightslast 8:17p |
| GEG — Spokane ~3h27m · Southwest Find fares 🥕 | 1 flightlast 9:21p | 1 flightlast 11:33a |
| RNO — Reno ~3h41m · Southwest Find fares 🥕 | 1 flightlast 4:02p | 1 flightlast 5:12a |
| ONT — Ontario ~3h47m · Southwest Find fares 🥕 | 1 flightlast 2:18p | 1 flightlast 12:12a |
| PDX — Portland ~3h49m · Southwest Find fares 🥕 | 3 flightslast 9:13p | 2 flightslast 11:54p |
| SAN — San Diego ~3h49m · Southwest Find fares 🥕 | 4 flightslast 9:24p | 3 flightslast 10:58p |
| LAX — Los Angeles ~3h52m · Southwest Find fares 🥕 | 4 flightslast 9:06p | 4 flightslast 7:54p |
| BUR — Burbank ~3h53m · Southwest Find fares 🥕 | 1 flightlast 10:36a | 1 flightlast 7:30a |
| SMF — Sacramento ~3h54m · Southwest Find fares 🥕 | 3 flightslast 9:28p | 2 flightslast 6:27a |
| LGB — Long Beach ~3h57m · Southwest Find fares 🥕 | 1 flightlast 5:41p | 1 flightlast 10:18a |
| OAK — Oakland ~3h58m · Southwest Find fares 🥕 | 2 flightslast 9:11p | 2 flightslast 5:32a |
4 hours or more · 3
| Destination | Out Friday | Back Sunday |
|---|---|---|
| SFO — San Francisco ~4h1m · Southwest Find fares 🥕 | 2 flightslast 9:26p | 2 flightslast 9:25a |
| SEA — Seattle ~4h1m · Southwest Find fares 🥕 | 3 flightslast 10:30p | 3 flightslast 11:50p |
| SJC — San Jose ~4h3m · Southwest Find fares 🥕 | 2 flightslast 9:10p | 2 flightslast 11:10p |
Nothing here matches that. Try a city name or a three-letter airport code — or clear the box. 🐇
Nonstop weekend trips from Chicago Midway (MDW)
These are the destinations with nonstop flights out of MDW on Fridays and nonstop flights back on Sundays, both observed in our recent sample of departures. Times are local to each departure airport; "last" is the latest departure that day.
Only destinations whose return flights we track are listed — 76 of the 98 cities with nonstops from MDW. A destination that is missing may still have Sunday flights back; check its route page. All 98 nonstops from Chicago Midway →
Route data updated October 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
Where can I fly nonstop from Chicago Midway for a weekend?
76 destinations have nonstop flights out of Chicago Midway (MDW) on Friday and back on Sunday, including Milwaukee, Grand Rapids, Detroit, Indianapolis, Cincinnati and Louisville. 63 of them have a Friday departure at 5pm or later.
What are the shortest weekend flights from Chicago Midway?
Milwaukee (about 34m), Grand Rapids (about 36m) and Detroit (about 39m) are the quickest nonstop weekend trips from MDW, based on recently observed departures.