Houston to Chicago (HOU–MDW) — Airlines, Schedules & Connections

HOU Airport Page →
938 mi airlines 35/wk
On-time Some delays Frequent delays
Flight Schedule 21 flights Verified 7h ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN3907
WN Southwest
B38M
5:00 AM
CDT T4
7:25 AM
CDT
2h 25m
M T W T F S S
Prices
WN3755
WN Southwest
737
5:10 AM
CDT T4
7:35 AM
CDT
2h 25m
M T W T F S S
Prices
WN4520
WN Southwest
B38M
7:10 AM
CDT T4
9:35 AM
CDT
2h 25m
M T W T F S S
Prices
WN2002
WN Southwest
738
12:55 PM
CDT T4
3:25 PM
CDT
2h 30m
M T W T F S S
Prices
WN2373
WN Southwest
B38M
2:25 PM
CDT T4
4:50 PM
CDT
2h 25m
M T W T F S S
Prices
WN123
WN Southwest
7M8
3:32 PM
CDT T4
5:57 PM
CDT
2h 25m
M T W T F S S
Prices
WN3395
WN Southwest
7M8
5:25 PM
CDT T2
7:50 PM
CDT
2h 25m
M T W T F S S
Prices
WN1798
WN Southwest
7S7
7:05 PM
CDT
9:30 PM
CDT
2h 25m
M T W T F S S
Prices
WN222
WN Southwest
73H
7:35 PM
CDT
10:00 PM
CDT
2h 25m
M T W T F S S
Prices
WN2963
WN Southwest
737
8:40 PM
CDT T2
11:05 PM
CDT
2h 25m
M T W T F S S
Prices
WN3102
WN Southwest
7S7
5:00 AM
CDT
7:40 AM
CDT
2h 40m
M T W T F S S
Prices
WN455
WN Southwest
7M8
6:55 AM
CDT
9:35 AM
CDT
2h 40m
M T W T F S S
Prices
WN3414
WN Southwest
737
10:15 AM
CDT
1:00 PM
CDT
2h 45m
M T W T F S S
Prices
WN300
WN Southwest
7S7
11:10 AM
CDT
1:50 PM
CDT
2h 40m
M T W T F S S
Prices
WN3964
WN Southwest
738
12:10 PM
CDT
2:50 PM
CDT
2h 40m
M T W T F S S
Prices
WN518
WN Southwest
7M8
3:00 PM
CDT
5:40 PM
CDT
2h 40m
M T W T F S S
Prices
WN4080
WN Southwest
7M8
4:25 PM
CDT
7:05 PM
CDT
2h 40m
M T W T F S S
Prices
WN2714
WN Southwest
73H
5:15 PM
CDT
7:55 PM
CDT
2h 40m
M T W T F S S
Prices
WN2131
WN Southwest
737
5:15 PM
CDT
7:55 PM
CDT
2h 40m
M T W T F S S
Prices
WN3946
WN Southwest
7M8
6:05 PM
CDT
8:50 PM
CDT
2h 45m
M T W T F S S
Prices
WN3151
WN Southwest
7M8
9:40 PM
CDT
12:20 AM+1
CDT
2h 40m
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Houston to Chicago
1 carrier, 35 flights/week nonstop.
1 Airlines 35 Flights/wk 938 mi 2h 25m nonstop 181 1-stop hubs

HOU–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 938 miles in approximately 2h 25m. Beyond nonstop, 181 hubs offer 1-stop connections.

Airline Landscape

All carriers operating nonstop HOU–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 35 737, 738, 73H, 7M8, 7S7, B38M 2h25-2h30 67%
Aircraft on this route
737 Boeing 737-700 – WN
738 Boeing 737-800 – WN
73H Boeing 737-800 (Winglets) – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (35 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, HOU to MDW direction.
Mon
5
flights
Tue
5
flights
Wed
5
flights
Thu
5
flights
Fri
5
flights
Sat
4
flights
Sun
6
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
10
Nonstop flights
35
Outbound / wk
38
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for HOU to MDW.
1-STOP
One-Stop Connections
181
Hubs
~2h
Fastest
~31h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,454
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

Other ways to reach Chicago from Houston

Nearby airports with service to Chicago Midway International Airport.
Metric HOU→MDW IAH→MDW CLL→MDW
Distance from HOU 24 mi 92 mi
Nonstop airlines 1 3 1
Weekly flights 35
Flight time 2h 25m 2h 32m 1h 50m
Departure OTP 67%
Airports within 200 miles of HOU with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as Houston.
HOU: CDT · MDW: CDT

When it's 6:00 PM in Houston, it's 6:00 PM in Chicago.
Distance & Flight Time
938 mi / 1,510 km
Nonstop flight time is approximately 2h 25m to 2h 30m.

HOU–MDW Quick Facts

Key statistics for the Houston to Chicago route.
Route details
Distance938 mi / 1,510 km
Flight time2h 25m to 2h 30m
Time difference0 hours
Airlines (nonstop)1
Weekly flights35 out / 38 return
1-stop connections181 hubs
Origin: HOU
IATA / ICAOHOU / KHOU
TimezoneAmerica/Chicago
Passengers/yr14.2M
Elevation46 ft / 14 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about HOU to MDW flights.
Nonstop flights from William P. Hobby Airport to Chicago Midway International Airport take approximately 2h 25m to 2h 30m. The route covers 938 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 35 nonstop flights per week from HOU to MDW. The return direction has about 38 weekly flights.
Yes, 1-stop connections are available through SUS, CMI, FTW, MKC, EFD, ARR, LIT, LUK, ADS, OJC, JVL, DPA, UES, CHA, LEX, PDK, MKE, DSM, CID, YIP, ATW, FTY, ICT, GRR, DSI, RST, IAH, PTK, NEW, CLE, TCL, GSO, ORD, TYS, AGS, MQY, MAF, AVL, CHO, AIK, GSP, APA, SSI, GPT, IAD, LAL, BUF, SAF, CLT, ORL, PIE, OCF, ASE, FNL, HDN, LNK, SUA, MRK, MTJ, RIC, ESN, SRQ, VNC, TEX, VRB, ILM, BJC, RSW, TEB, APF, TMB, EGE, ABE, PBI, RIL, BDR, EWR, PGA, PHL, HPN, LEE, EYW, MMU, OXC, PGD, OPF, BED, ALB, PNE, YYZ, SYR, FRG, BCT, MHH, MTH, SCF, YOW, TLC, BJX, MLM, MHT, PVD, ECP, HVN, BZN, BDL, GCM, TRM, TUS, JAC, BVY, NAS, BOS, SNA, GDL, YUL, OMA, CLD, SJD, VNY, PSP, SAV, NUQ, APC, SBA, MRY, SEA, STS, CMH, CUN, YVR, PDX, SFO, LGB, MSP, ATL, JAX, SMF, VPS, DFW, OAK, ONT, STL, TUL, AUS, RDU, DAL, OKC, BNA, MEM, TPA, MCO, MIA, MSY, BWI, SDF, SLC, MCI, IND, PHX, LAS, DEN, SAN, LAX, DCA, CHS, ABQ, SJC, SAT, PIT, LGA, FLL, PNS, BHM, BUR, JWN, BTL, MBJ, SJU, HCR and CMA. These options provide additional schedule flexibility.
Yes, return flights from MDW to HOU are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include IAH, CLL and LCH. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from HOU to MDW

William P. Hobby Airport (HOU) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 35 weekly departures, this is a heavily served route.

HOU to MDW Flight Duration and Schedule

Nonstop flight time from HOU to MDW ranges from 2 hours 25 minutes to 2 hours 30 minutes. The route covers a distance of 938 miles (1,510 km). There are approximately 35 weekly flights outbound and 38 return, totaling 73 flights per week in both directions.

Connecting Options and Alternatives

181 one-stop connections are available, with the fastest taking approximately 2 hours via SUS. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Houston (IAH), College Station (CLL) and Lake Charles (LCH).