There are 6 ways to get from Thompson to Chicago by plane, train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Thompson Municipal Airport (YTH) to Chicago Midway International Airport (MDW)plane YTH - MDW
18h 7m$443–2,219Fly to Chicago O'Hare International Airport
cheapest- Fly from Thompson Municipal Airport (YTH) to Chicago O'Hare International Airport (ORD)plane YTH - ORD
7h 15m$143–669Train
- Take the train from Thompson to Winnipegtrain
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
3d 10h$836–1,747Drive 1,335 mi
- Drive from Thompson to Chicagocar 1,335 mi
24h 16m$306–442Fly to South Bend, train
- Fly from Thompson Municipal Airport (YTH) to South Bend (SBN)plane YTH - SBN
- Take the train from South Bend Airport to Van Buren St.train
11h 43m$205–931Fly to General Mitchell International Airport, train
- Fly from Thompson Municipal Airport (YTH) to General Mitchell International Airport (MKE)plane YTH - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
11h 41m$308–1,403
Thompson Municipal Airport (YTH) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Thompson to Chicago is to drive which costs $300 - $450 and takes 24h 16m.
The fastest way to get from Thompson to Chicago is to fly which takes 7h 15m and costs $140 - $700.
No, there is no direct train from Thompson to Chicago station. However, there are services departing from Thompson and arriving at Chicago Union Station via Winnipeg, Toronto Union Station and Buffalo Depew Station. The journey, including transfers, takes approximately 3 days 10h.
The distance between Thompson and Chicago is 1092 miles. The road distance is 1342.8 miles.
The best way to get from Thompson to Chicago without a car is to train which takes 3 days 10h and costs $800 - $1,800.
It takes approximately 18h 7m to get from Thompson to Chicago, including transfers.
Thompson to Chicago train services, operated by VIA Rail, depart from Thompson station.
The best way to get from Thompson to Chicago is to fly which takes 18h 7m and costs $440 - $2,300. Alternatively, you can train, which costs $800 - $1,800 and takes 3 days 10h.
Thompson to Chicago train services, operated by VIA Rail, arrive at Winnipeg station.
Yes, the driving distance between Thompson to Chicago is 1343 miles. It takes approximately 24h 16m to drive from Thompson to Chicago.
What companies run services between Thompson, MB, Canada and Chicago, IL, USA?
Calm Air, Delta, and WestJet fly from Thompson Municipal Airport (YTH) to Chicago Midway International Airport (MDW) twice daily. Alternatively, you can take a vehicle from Thompson to Chicago Union Station via Thompson, Winnipeg, Toronto Union Station, and Buffalo Depew Station in around 3d 10h.
- Website
- united.com
Flights from Thompson Municipal Airport to Chicago O'Hare International Airport via Winnipeg
- Ave. Duration
- 6h 20m
- When
- Tuesday and Wednesday
- Estimated price
- $130–650
Flights from Thompson Municipal Airport to Chicago O'Hare International Airport via Winnipeg, Toronto
- Ave. Duration
- 10h 48m
- When
- Tuesday and Wednesday
- Estimated price
- $190–850
Flights from Thompson Municipal Airport to South Bend via Winnipeg, Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Tuesday and Wednesday
- Estimated price
- $180–900
Flights from Thompson Municipal Airport to General Mitchell International Airport via Winnipeg, Chicago O'Hare International Airport
- Ave. Duration
- 9h 43m
- When
- Tuesday and Wednesday
- Estimated price
- $250–1,300
- Website
- delta.com
Flights from Thompson Municipal Airport to Chicago Midway International Airport via Winnipeg, Minneapolis
- Ave. Duration
- 19h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $1,500–3,900
Flights from Thompson Municipal Airport to Chicago Midway International Airport via Winnipeg, Atlanta
- Ave. Duration
- 21h 47m
- When
- Sunday
- Estimated price
- $430–2,200
Flights from Thompson Municipal Airport to Chicago Midway International Airport via Gillam, Winnipeg, Minneapolis
- Ave. Duration
- 22h 14m
- When
- Monday, Thursday, and Friday
- Estimated price
- $1,600–4,200
Flights from Thompson Municipal Airport to South Bend via Winnipeg, Minneapolis
- Ave. Duration
- 11h 33m
- When
- Tuesday and Wednesday
- Estimated price
- $180–900
Flights from Thompson Municipal Airport to South Bend via Gillam, Winnipeg, Minneapolis
- Ave. Duration
- 11h 33m
- When
- Monday, Thursday, and Friday
- Estimated price
- $1,600–4,300
Flights from Thompson Municipal Airport to General Mitchell International Airport via Winnipeg, Minneapolis
- Ave. Duration
- 17h 31m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $2,100–5,500
- Website
- aircanada.com
Flights from Thompson Municipal Airport to Chicago O'Hare International Airport via Winnipeg
- Ave. Duration
- 6h 20m
- When
- Tuesday and Wednesday
- Estimated price
- $130–650
Flights from Thompson Municipal Airport to Chicago O'Hare International Airport via Winnipeg, Toronto
- Ave. Duration
- 10h 48m
- When
- Tuesday and Wednesday
- Estimated price
- $190–850
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Thompson to Winnipeg
- Ave. Duration
- 26h 45m
- Frequency
- Twice a week
- Estimated price
- $190–410
- Website
- VIA Rail
- Escape
- $190–400
- Business
- $230–370
- Business Plus
- $240–380
- Economy
- $210–410
- Economy Plus
- $230–410
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- VIA Rail
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $350–700
- Economy Plus
- $390–700
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–180
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–180
- Economy
- $35–100
- Economy Plus
- $35–110
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $290–450
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
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