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How to Travel from

Madison to Chicago

by Plane, Rideshare, Route or Car

Madison
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Chicago
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Madison
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Chicago
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Twenty-three ways to Travel from Madison to Chicago

Select an Option Below to Start Your Journey
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Transport providers

Airlines

Spirit Airlines

Website:
spirit.com
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$76.64–$370.41

American Airlines

Website:
aa.com/
Plane from Dane County Regional Airport to Chicago
Ave. Duration:
1h 3m
Frequency:
Every day
Estimated price:
$121.34–$472.59
Plane from General Mitchell International Airport to Chicago
Ave. Duration:
1h 7m
Frequency:
Every day
Estimated price:
$127.73–$332.09
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$95.79–$268.23
Plane from Bradley International Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$140.50–$600.31
Plane from Westchester County Airport to Chicago
Ave. Duration:
2h 33m
Frequency:
Every day
Estimated price:
$89.41–$395.95
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$229.91–$370.41
Plane from Covington to Chicago
Ave. Duration:
1h 27m
Frequency:
Every day
Estimated price:
$166.04–$408.72
Plane from Louisville International Airport to Chicago
Ave. Duration:
1h 34m
Frequency:
Every day
Estimated price:
$140.50–$702.50
Plane from Blue Grass Airport to Chicago
Ave. Duration:
1h 38m
Frequency:
Every day
Estimated price:
$153.27–$600.31
Plane from Indianapolis to Chicago
Ave. Duration:
1h 15m
Frequency:
Every day
Estimated price:
$121.34–$408.72

Delta

Website:
delta.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$121.34–$268.23
Plane from Bradley International Airport to Chicago
Ave. Duration:
4h 35m
Frequency:
Every day
Estimated price:
$140.50–$306.54
Plane from Westchester County Airport to Chicago
Ave. Duration:
4h 30m
Frequency:
Every day
Estimated price:
$89.41–$204.36
Plane from Laguardia Airport to General
Ave. Duration:
2h 36m
Frequency:
Every day
Estimated price:
$140.50–$306.54
Plane from Covington to Chicago
Ave. Duration:
3h 40m
Frequency:
Every day
Estimated price:
$89.41–$229.91
Plane from Louisville International Airport to Chicago
Ave. Duration:
3h 50m
Frequency:
Every day
Estimated price:
$121.34–$293.77
Plane from Blue Grass Airport to Chicago
Ave. Duration:
3h 45m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$153.27–$370.41

United Airlines

Website:
united.com/
Plane from Dane County Regional Airport to Chicago
Ave. Duration:
1h 7m
Frequency:
Every day
Estimated price:
$121.34–$459.82
Plane from General Mitchell International Airport to Chicago
Ave. Duration:
1h 4m
Frequency:
Every day
Estimated price:
$127.73–$357.63
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$121.34–$434.27
Plane from Bradley International Airport to Chicago
Ave. Duration:
2h 56m
Frequency:
Every day
Estimated price:
$178.82–$600.31
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$178.82–$600.31
Plane from Covington to Chicago
Ave. Duration:
1h 28m
Frequency:
Every day
Estimated price:
$166.04–$383.18
Plane from Louisville International Airport to Chicago
Ave. Duration:
1h 47m
Frequency:
Every day
Estimated price:
$127.73–$638.63
Plane from Blue Grass Airport to Chicago
Ave. Duration:
1h 44m
Frequency:
Every day
Estimated price:
$178.82–$472.59
Plane from Indianapolis to Chicago
Ave. Duration:
1h 20m
Frequency:
Every day
Estimated price:
$127.73–$536.45

Southwest Airlines

Website:
southwest.com/
Plane from Laguardia Airport to Midway
Ave. Duration:
2h 29m
Frequency:
Every day
Estimated price:
$127.73–$600.31
Plane from Bradley International Airport to Midway
Ave. Duration:
2h 30m
Frequency:
Every day
Estimated price:
$178.82–$574.77
Plane from Theodore Francis Green State Airport to Midway
Ave. Duration:
2h 36m
Frequency:
Every day
Estimated price:
$166.04–$523.68
Plane from Bradley International Airport to Chicago
Ave. Duration:
5h 5m
Frequency:
Monday, Thursday, and Friday
Estimated price:
$153.27–$459.82
Plane from Louisville International Airport to Midway
Ave. Duration:
1h 17m
Frequency:
Every day
Estimated price:
$140.50–$536.45
Plane from Covington to Midway
Ave. Duration:
1h 10m
Frequency:
Every day
Estimated price:
$114.95–$447.04

Key Lime

Website:
keylimeair.com/
Plane from Dubuque Regional Airport to Chicago
Ave. Duration:
55 min
Frequency:
Every day
Estimated price:
$114.95–$229.91

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Milwaukee to Chicago
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.77–$89.41
Train from New Haven to Ny
Ave. Duration:
1h 46m
Frequency:
Once daily
Estimated price:
$12.13–$83.02
Train from Ny Moynihan Train Hall At Penn Station to Chicago
Ave. Duration:
19h 32m
Frequency:
Once daily
Estimated price:
$95.79–$319.32
Train from New Haven to Windsor
Ave. Duration:
58 min
Frequency:
Every 4 hours
Estimated price:
$8.30–$76.64
Train from Madison to New
Ave. Duration:
40 min
Frequency:
Every 4 hours
Estimated price:
$6.39–$70.25
Train from New Haven to Stamford
Ave. Duration:
48 min
Frequency:
Once daily
Estimated price:
$7.66–$70.25
Train from New Haven to Springfield
Ave. Duration:
1h 23m
Frequency:
Every 4 hours
Estimated price:
$10.22–$76.64
Train from Springfield to Chicago
Ave. Duration:
19h 46m
Frequency:
Once daily
Estimated price:
$89.41–$306.54
Train from Indianapolis to Chicago
Ave. Duration:
5h
Frequency:
3 times a week
Estimated price:
$25.55–$114.95

Amtrak Northeast Regional

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from New Haven to Ny
Ave. Duration:
1h 52m
Frequency:
Every 2 hours
Estimated price:
$20.44–$229.91
Train from New Haven to Windsor
Ave. Duration:
1h 2m
Frequency:
Twice daily
Estimated price:
$17.88–$229.91
Train from New London to Providence
Ave. Duration:
1h
Frequency:
Every 3 hours
Estimated price:
$19.16–$229.91
Train from New Haven to Stamford
Ave. Duration:
53 min
Frequency:
Every 2 hours
Estimated price:
$16.60–$229.91
Train from New Haven to Springfield
Ave. Duration:
1h 29m
Frequency:
Twice daily
Estimated price:
$19.16–$229.91

Amtrak Acela

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from New Haven to Ny
Ave. Duration:
1h 40m
Frequency:
Every 4 hours
Estimated price:
$29.38–$421.50
Train from New Haven to Stamford
Ave. Duration:
43 min
Frequency:
Every 4 hours
Estimated price:
$21.71–$383.18

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from New Haven to Stamford
Ave. Duration:
1h 12m
Frequency:
Hourly
Estimated price:
$13.41–$21.71

Shore Line East

Website:
shorelineeast.com/
Train from Madison to New
Ave. Duration:
41 min
Frequency:
Every 4 hours
Estimated price:
$6.39–$8.30

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Union Station, New Haven, CT to Port
Ave. Duration:
2h 25m
Frequency:
3 times a day
Estimated price:
$5.75–$83.02
Bus from Port Authority Bus Terminal to Baltimore
Ave. Duration:
3h 20m
Frequency:
Every 2 hours
Estimated price:
$14.05–$127.73
Bus from Baltimore Downtown Bus Station to Chicago
Ave. Duration:
16h 45m
Frequency:
Twice daily
Estimated price:
$57.48–$344.86
Bus from Indianapolis Bus Station to Chicago
Ave. Duration:
3h 40m
Frequency:
Every 4 hours
Estimated price:
$14.05–$121.34

Tornado Bus Company

Phone:
+1 888 358 6762
Website:
tornadobus.com
Bus from TA Travel Center - Seymour to Indianapolis
Ave. Duration:
1h 3m
Frequency:
Once daily
Estimated price:
$12.77–$56.20

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from 250 N. Lake St - Madison UW Campus to W
Ave. Duration:
3h 50m
Frequency:
3 times a day
Estimated price:
$16.60–$70.25
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 40m
Frequency:
Twice daily
Estimated price:
$10.22–$49.81
Bus from Madison, WI-Lake St. to Mitchell
Ave. Duration:
2h 5m
Frequency:
Twice daily
Estimated price:
$10.86–$51.09
Bus from New York Midtown to Chicago
Ave. Duration:
20h 25m
Frequency:
Once daily
Estimated price:
$83.02–$255.45
Bus from Indianapolis to Chicago
Ave. Duration:
3h 35m
Frequency:
Every 4 hours
Estimated price:
$19.16–$76.64

Peter Pan Bus Lines

Phone:
1-800-343-9999
Website:
peterpanbus.com
Bus from Union Station, New Haven, CT to Port
Ave. Duration:
1h 35m
Frequency:
3 times a day
Estimated price:
$6.26–$34.49
Bus from Port Authority Bus Terminal to Baltimore
Ave. Duration:
3h 20m
Frequency:
Every 4 hours
Estimated price:
$6.26–$70.25

Jefferson Lines

Phone:
+1-858-800-8898
Website:
jeffersonlines.com/
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 25m
Frequency:
Once daily
Estimated price:
$26.82–$62.59

Lamers Bus Lines

Phone:
+1 800-236-1240
Website:
golamers.com/
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 50m
Frequency:
Once daily
Estimated price:
$22.99–$28.10
Bus from Madison, WI-Lake St. to Mitchell
Ave. Duration:
2h 20m
Frequency:
Once daily
Estimated price:
$24.27–$29.38

Vangalder Bus

Phone:
+1 608-752-5407
Website:
coachusa.com/van-galder-bus-company
Bus from 250 N. Lake St - Madison UW Campus to W
Ave. Duration:
4h
Frequency:
Every 2 hours
Estimated price:
$24.27–$45.98

Badger Bus

Phone:
+1 414-266-4409
Website:
badgerbus.com
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 35m
Frequency:
5 times a day
Estimated price:
$26.82–$35.76
Bus from Madison, WI-Lake St. to Mitchell
Ave. Duration:
2h
Frequency:
4 times a day
Estimated price:
$28.10–$37.04

Questions and Answers

What is the cheapest way to get from Madison to Chicago?

The cheapest way to get from Madison to Chicago is to drive which costs $26.09 - $39.13 and takes 2h 29m.

What is the fastest way to get from Madison to Chicago?

The fastest way to get from Madison to Chicago is to drive which takes 2h 29m and costs $26.09 - $39.13 .

Is there a direct bus between Madison and Chicago?

Yes, there is a direct bus departing from 250 N. Lake St - Madison UW Campus and arriving at W Jackson Blvd, after S Clinton St. Services depart hourly, and operate every day. The journey takes approximately 4h.

How far is it from Madison to Chicago?

The distance between Madison and Chicago is 253 km. The road distance is 237.3 km.

How do I travel from Madison to Chicago without a car?

The best way to get from Madison to Chicago without a car is to bus which takes 4h and costs $14.13 - $59.78 .

How long does it take to get from Madison to Chicago?

The bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St takes 4h including transfers and departs hourly.

Where do I catch the Madison to Chicago bus from?

Madison to Chicago bus services, operated by Vangalder Bus, depart from 250 N. Lake St - Madison UW Campus station.

Bus or fly from Madison to Chicago?

The best way to get from Madison to Chicago is to bus which takes 4h and costs $14.13 - $59.78 . Alternatively, you can fly, which costs $92.39 - $250 and takes 3h 15m.

Where does the Madison to Chicago bus arrive?

Madison to Chicago bus services, operated by Vangalder Bus, arrive at W Jackson Blvd, after S Clinton St station.

Can I drive from Madison to Chicago?

Yes, the driving distance between Madison to Chicago is 237 km. It takes approximately 2h 29m to drive from Madison to Chicago.

How do I get a bus ticket from Madison to Chicago?

Book your Madison to Chicago bus tickets online with Omio and FlixBus.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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