Deals from Orlando

Flights to Chicago 👯

From 58 44 65 40 35 2,296 314 349 636,444 3,162 186 856 182 52,711 60 4,816 1,361 163 1,022,857 1,351

United States 🇺🇸

Chicago round trip flights from Orlando are currently found starting at 58 44 65 40 35 2,296 314 349 636,444 3,162 186 856 182 52,711 60 4,816 1,361 163 1,022,857 1,351 .

Here are recent fares we've found. We update this list as prices go up and down, but remember that the only way to confirm the current price is to search for your dates.

Heavily discounted ticket often dissapear quickly, so it's always best to book quickly if this is a rare price.

All prices estiamtes are for round trips, inclusives of all taxes.

Price trends

Average prices for Orlando - Chicago. Monthly cheapest tickets are marked with a white line to give you a better idea of price fluctuations.

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Planning your Chicago trip

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Activities for the alpha-tourist

Current deals departing from Orlando

All prices estiamtes are for round trips, in usd , inclusives of taxes.

• 

  Las Vegas 🇺🇸 🎰

  75 60 85 50 45 3,000 410 460 830,670 4,130 240 1,120 240 68,800 80 6,290 1,780 215 1,335,000 1,760

  Feb 2 – Feb 5

• 

  Los Angeles 🇺🇸 🎬

  95 70 105 65 55 3,640 500 550 1,009,780 5,020 295 1,360 290 83,630 95 7,640 2,160 260 1,622,860 2,140

  Jan 22 – Jan 25

• 

  Ontario 🇺🇸

  95 70 105 65 55 3,740 510 570 1,036,670 5,150 305 1,400 295 85,860 100 7,850 2,220 265 1,666,070 2,200

  Feb 26 – Mar 1

• 

  Boston 🇺🇸

  50 40 55 35 30 2,000 275 305 555,560 2,760 160 750 160 46,010 55 4,200 1,190 140 892,860 1,180

  Jan 21 – Jan 25

• 

  Denver 🇺🇸 🏔️

  80 60 90 55 50 3,130 430 480 866,220 4,300 255 1,170 250 71,740 80 6,560 1,850 220 1,392,140 1,840

  Mar 4 – Mar 8

• 

  Chicago 🇺🇸 👯

  60 45 65 40 35 2,300 315 350 638,440 3,170 185 860 185 52,880 60 4,830 1,370 165 1,026,070 1,360

  Jan 29 – Feb 1

• 

  Las Vegas 🇺🇸 🎰

  75 60 85 50 45 3,000 410 460 830,670 4,130 240 1,120 240 68,800 80 6,290 1,780 215 1,335,000 1,760

  Feb 2 – Feb 5

• 

  Los Angeles 🇺🇸 🎬

  95 70 105 65 55 3,640 500 550 1,009,780 5,020 295 1,360 290 83,630 95 7,640 2,160 260 1,622,860 2,140

  Jan 22 – Jan 25

• 

  Ontario 🇺🇸

  95 70 105 65 55 3,740 510 570 1,036,670 5,150 305 1,400 295 85,860 100 7,850 2,220 265 1,666,070 2,200

  Feb 26 – Mar 1

• 

  Boston 🇺🇸

  50 40 55 35 30 2,000 275 305 555,560 2,760 160 750 160 46,010 55 4,200 1,190 140 892,860 1,180

  Jan 21 – Jan 25

• 

  Denver 🇺🇸 🏔️

  80 60 90 55 50 3,130 430 480 866,220 4,300 255 1,170 250 71,740 80 6,560 1,850 220 1,392,140 1,840

  Mar 4 – Mar 8

• 

  Chicago 🇺🇸 👯

  60 45 65 40 35 2,300 315 350 638,440 3,170 185 860 185 52,880 60 4,830 1,370 165 1,026,070 1,360

  Jan 29 – Feb 1

• 

  Ho Chi Minh City 🇻🇳 🍲

  1,420 1,070 1,590 970 850 55,350 7,580 8,410 15,340,000 76,230 4,490 20,650 4,400 1,270,490 1,470 116,090 32,820 3,940 24,653,570 32,570

  Mar 1 – Mar 22

• 

  Chennai 🇮🇳

  1,380 1,040 1,540 950 830 53,800 7,370 8,180 14,908,440 74,080 4,360 20,070 4,280 1,234,750 1,430 112,820 31,900 3,830 23,960,000 31,650

  Feb 12 – Mar 6

• 

  Karachi 🇵🇰

  1,310 990 1,470 900 790 51,160 7,010 7,780 14,178,890 70,460 4,150 19,080 4,070 1,174,320 1,360 107,300 30,340 3,640 22,787,500 30,100

  Feb 5 – Feb 26

• 

  Islamabad 🇵🇰

  1,290 970 1,440 880 770 50,240 6,880 7,640 13,923,780 69,190 4,070 18,740 4,000 1,153,190 1,330 105,370 29,790 3,570 22,377,500 29,560

  Feb 15 – Feb 28

• 

  Hyderabad 🇮🇳

  1,450 1,100 1,630 1,000 880 56,820 7,780 8,640 15,746,000 78,250 4,600 21,190 4,520 1,304,110 1,510 119,160 33,690 4,040 25,306,070 33,430

  Feb 5 – Mar 7

• 

  Dhaka 🇧🇩

  1,590 1,210 1,780 1,090 960 62,220 8,520 9,460 17,243,110 85,690 5,040 23,210 4,950 1,428,110 1,650 130,490 36,900 4,420 27,712,140 36,610

  Feb 12 – Mar 13

• 

  Paris 🇫🇷 🗼

  780 590 870 530 470 30,340 4,150 4,610 8,409,560 41,790 2,460 11,320 2,410 696,500 810 63,640 17,990 2,160 13,515,360 17,850

  Feb 2 – Feb 13

• 

  Dublin 🇮🇪

  740 560 830 510 450 29,040 3,980 4,410 8,047,330 39,990 2,350 10,830 2,310 666,500 770 60,900 17,220 2,060 12,933,210 17,080

  Mar 9 – Mar 25

• 

  Zurich 🇨🇭

  930 700 1,040 640 560 36,160 4,950 5,500 10,021,780 49,800 2,930 13,490 2,880 830,020 960 75,840 21,440 2,570 16,106,430 21,280

  Jan 28 – Jan 31

• 

  Moscow 🇷🇺

  1,080 820 1,210 750 650 42,380 5,800 6,440 11,743,560 58,360 3,430 15,810 3,370 972,620 1,120 88,870 25,130 3,010 18,873,570 24,930

  Jan 19 – Jan 31

• 

  Milan 🇮🇹

  1,010 770 1,130 700 610 39,540 5,410 6,010 10,956,670 54,450 3,200 14,750 3,150 907,450 1,050 82,920 23,450 2,810 17,608,930 23,260

  Jan 29 – Feb 5

• 

  Kyiv 🇺🇦

  1,170 890 1,310 810 710 45,860 6,280 6,970 12,709,780 63,160 3,720 17,110 3,650 1,052,650 1,220 96,180 27,200 3,260 20,426,430 26,980

  Feb 17 – Feb 25

• 

  San Juan 🇵🇷

  110 85 125 75 65 4,300 590 650 1,192,440 5,930 350 1,600 340 98,760 115 9,020 2,550 305 1,916,430 2,530

  Jan 28 – Feb 8

• 

  Saint Thomas 🇻🇮

  190 145 210 130 115 7,420 1,020 1,130 2,057,560 10,220 600 2,770 590 170,410 195 15,570 4,400 530 3,306,790 4,370

  Feb 11 – Feb 15

• 

  Punta Cana 🇩🇴

  320 240 360 220 190 12,510 1,710 1,900 3,467,330 17,230 1,010 4,670 1,000 287,170 330 26,240 7,420 890 5,572,500 7,360

  Feb 21 – Feb 23

• 

  Cairo 🇪🇬

  1,320 1,000 1,470 900 790 51,450 7,040 7,820 14,259,110 70,860 4,170 19,190 4,090 1,180,970 1,370 107,910 30,510 3,660 22,916,430 30,270

  Jan 17 – Feb 6

• 

  Luanda 🇦🇴

  1,790 1,360 2,010 1,230 1,080 70,080 9,600 10,650 19,421,330 96,510 5,680 26,140 5,580 1,608,510 1,860 146,980 41,560 4,980 31,212,860 41,230

  Feb 24 – Mar 3

• 

  Tunis 🇹🇳

  1,420 1,080 1,590 980 860 55,570 7,610 8,450 15,400,890 76,530 4,500 20,730 4,420 1,275,530 1,470 116,550 32,950 3,950 24,751,430 32,700

  Mar 1 – Mar 10

more ideas

If you like Chicago ...

• 

  Milwaukee 🇺🇸

  Jan 17 – Jan 17

• 

  Madison 🇺🇸

  Jan 17 – Jan 17

• 

  Bloomington 🇺🇸

  Jan 17 – Jan 17

• 

  Nashville 🇺🇸

  Jan 17 – Jan 17

• 

  Boston 🇺🇸

  Jan 17 – Jan 17

• 

  Liverpool 🇬🇧

  Jan 17 – Jan 17

• 

  Pittsburgh 🇺🇸

  Jan 17 – Jan 17

• 

  Dallas 🤠

  Jan 17 – Jan 17

• 

  Denver 🏔️

  Jan 17 – Jan 17

• 

  San Diego 🇺🇸

  Jan 17 – Jan 17

• 

  Minneapolis 🇺🇸

  Jan 17 – Jan 17

• 

  Houston 🚀

  Jan 17 – Jan 17