Travel options for:
Halifax to Chicago
  • Fly to Chicago O'Hare

    $155 - $385
    1. Halifax

      33 min - hourly - line 320

      $2

    2. Halifax (YHZ)

      4 h 51 min - 1 stopover

      $150 - $380

    3. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $3

      • Chicago
  • Fly to Chicago Midway

    $125 - $325
    1. Halifax

      33 min - hourly - line 320

      $2

    2. Halifax (YHZ)

      5 h 35 min - 1 stopover

      $120 - $320

    3. Chicago Midway (MDW)

      24 min - every 15 minutes

      $3

      • Chicago
  • Fly to South Bend, bus

    $330 - $1,242
    1. Halifax

      33 min - hourly - line 320

      $2

    2. Halifax (YHZ)

      6 h 22 min - 1 stopover

      $300 - $1,200

    3. South Bend (SBN)

      1 h 37 min - once daily

      $28 - $40

      • Chicago
  • Fly to Milwaukee, train

    $234 - $913
    1. Halifax

      33 min - hourly - line 320

      $2

    2. Halifax (YHZ)

      5 h 6 min - 1 stopover

      $200 - $850

    3. Milwaukee (MKE)

      30 min - every 3 hours

      $2 - $16

    4. Milwaukee Intermodal Station

      1 h 29 min - every 4 hours

      $30 - $45

      • Chicago
  • Train, bus

    $270 - $381
    1. Halifax, NS

      21 h 40 min - 3 times a week

      $140 - $200

    2. Montréal

      4 h 54 min - hourly

      $65 - $95

    3. Bay St At Wellington St West

      7 min - every 15 minutes - line 6

      $3

    4. Toronto, ON

      10 h 45 min - once daily

      $60 - $90

      • Chicago, IL
  • Bus

    $294 - $420
    1. Halifax, NS

      4 h 30 min - 3 times a day

      $35 - $50

    2. Moncton, NB

      7 h 15 min - twice daily

      $70 - $95

    3. Riviere Du Loup, PQ

      4 h 45 min - 237.9 miles

      $30 - $50

    4. Saint-Siméon,

      6 h 55 min - once daily

      $55 - $80

    5. Station Berri-UQAM

      4 min - every 10 minutes - line 2

      $3

    6. Montreal, PQ

      5 h 45 min - every 4 hours

      $40 - $55

    7. Toronto, ON

      11 h 35 min - once daily

      $60 - $90

      • Chicago - Amtrak
  • Train

    $271 - $397
    1. Halifax, NS

      21 h 34 min - 3 times a week

      $140 - $200

    2. St-Lambert Amtrak

      6 h 52 min - once daily

      $40 - $65

    3. Schenectady Amtrak

      15 h 13 min - once daily

      $90 - $140

      • Chicago Union Station Amtrak
  • Drive

    $220 - $330
    1. Halifax

      27 h 45 min - 1680.4 miles

      $220 - $330

      • Chicago
  • Accommodation
  • Best Price Guarantee
  • Car Hire
  • Compare Best Rates
  • Things to do
  • View attractions

From Bridge Terminal Bay 10 line 320 bus to Halifax airport, fly to Chicago O'Hare airport, then subway to Chicago. 8 h 10 min $204. From Bridge Terminal Bay 10 line 320 bus to Halifax airport, fly to Chicago Midway airport, then subway to Chicago. 8 h 37 min $144. From Bridge Terminal Bay 10 line 320 bus to Halifax airport, fly to South Bend airport, then bus to Chicago. 11 h 32 min $686. From Bridge Terminal Bay 10 line 320 bus to Halifax airport, fly to Milwaukee airport, bus to Milwaukee Intermodal Station Amtrak, then train to Chicago. 10 h 55 min $504. From Halifax, NS train to Montréal, train to Bay St At Wellington St West, line 6 bus to Toronto, ON, then bus to Chicago, IL. 38 h 49 min $333. From Halifax, NS bus to Moncton, NB, bus to Riviere Du Loup, PQ, drive to Saint-Siméon, Capitale-Nationale, Quebec, bus to Station Berri-UQAM, line 2 subway to Montreal, PQ, bus to Toronto, ON, then bus to Chicago - Amtrak. 44 h 53 min $368. From Halifax, NS train to St-Lambert Amtrak, train to Schenectady Amtrak, then train to Chicago Union Station Amtrak. 45 h 39 min $360. From Halifax drive to Chicago. 27 h 45 min $272.