Tallinn to Chicago from €324
SAS
Prices last checked 19.09.2026
Quick overview
Best prices up to 7 nights
Sa16.017 nightsSa23.01325 €Mo25.016 nightsSu31.01325 €Su14.026 nightsSa20.02325 €
Best prices 8–14 nights
We25.1111 nightsSu06.12324 €We18.118 nightsTh26.11325 €Mo18.0113 nightsSu31.01325 €
Best prices 15+ nights
Su14.0215 nightsMo01.03325 €Mo01.0219 nightsSa20.02326 €Fr12.0220 nightsTh04.03331 €
Trip ideas · flight and hotel together
How long can you get away for?
November 2026from 324 €from 329 €from 324 €from 413 €
Su01.117 nightsSu08.11412 €Su01.119 nightsTu10.11412 €Su01.1112 nightsFr13.11412 €Su01.1114 nightsSu15.11412 €Tu03.118 nightsWe11.11530 €Tu03.1112 nightsSu15.11530 €Th05.1119 nightsTu24.11530 €Fr06.119 nightsSu15.11441 €Fr06.1112 nightsWe18.11441 €Su08.117 nightsSu15.11441 €Mo09.1114 nightsMo23.11455 €We11.1115 nightsTh26.11436 €Th12.1118 nightsMo30.11466 €Fr13.1111 nightsTu24.11441 €Fr13.1114 nightsFr27.11441 €Fr13.1120 nightsTh03.12567 €Sa14.1114 nightsSa28.11466 €Su15.1110 nightsWe25.11552 €Su15.1115 nightsMo30.11466 €Mo16.117 nightsMo23.11466 €Mo16.1110 nightsTh26.11370 €Tu17.117 nightsTu24.11466 €We18.118 nightsTh26.11325 €Th19.117 nightsTh26.11471 €Th19.118 nightsFr27.11471 €Fr20.118 nightsSa28.11331 €Fr20.1110 nightsMo30.11331 €Fr20.1112 nightsWe02.12413 €Fr20.1119 nightsWe09.12413 €Sa21.118 nightsSu29.11471 €Su22.116 nightsSa28.11329 €Su22.117 nightsSu29.11336 €Su22.1117 nightsWe09.12413 €Mo23.1113 nightsSu06.12466 €Tu24.116 nightsMo30.11471 €We25.1111 nightsSu06.12324 €Su29.118 nightsMo07.12546 €
December 2026from 328 €from 328 €from 488 €from 404 €
January 2027from 325 €from 325 €from 325 €
Fr15.0110 nightsMo25.01413 €Sa16.017 nightsSa23.01325 €Mo18.0113 nightsSu31.01325 €Th21.017 nightsTh28.01409 €Sa23.018 nightsSu31.01326 €Mo25.016 nightsSu31.01325 €Mo25.017 nightsMo01.02326 €Mo25.0111 nightsFr05.02326 €Mo25.0112 nightsSa06.02326 €Mo25.0114 nightsMo08.02326 €Th28.0110 nightsSu07.02325 €
February 2027from 325 €from 325 €from 326 €from 325 €
Mo01.0214 nightsMo15.02326 €Mo01.0219 nightsSa20.02326 €Fr05.027 nightsFr12.02327 €Fr05.0214 nightsFr19.02327 €Sa06.0214 nightsSa20.02327 €Th11.0212 nightsTu23.02411 €Fr12.0220 nightsTh04.03331 €Su14.026 nightsSa20.02325 €Su14.0215 nightsMo01.03325 €Fr19.029 nightsSu28.02330 €Su21.027 nightsSu28.02413 €Tu23.0217 nightsFr12.03407 €Th25.0214 nightsTh11.03412 €Sa27.0214 nightsSa13.03327 €
March 2027from 325 €from 325 €from 325 €from 458 €
Good tip
Don’t rule out the grey-priced dates – the gap to the cheapest fare is often under €30. Flexible dates always get the best result.
Prices last checked 19.09.2026
How long can you get away for?
The cheapest upcoming round-trip prices.
November 2026from 412 €from 412 €from 412 €from 436 €
Su01.117 nightsSu08.11412 €Su01.119 nightsTu10.11412 €Su01.1112 nightsFr13.11412 €Su01.1114 nightsSu15.11412 €Tu03.118 nightsWe11.11530 €Tu03.1112 nightsSu15.11530 €Th05.1119 nightsTu24.11530 €Fr06.119 nightsSu15.11441 €Fr06.1112 nightsWe18.11441 €Su08.117 nightsSu15.11441 €Mo09.1114 nightsMo23.11455 €We11.1115 nightsTh26.11436 €Th12.1118 nightsMo30.11466 €Fr13.1111 nightsTu24.11441 €Fr13.1114 nightsFr27.11441 €Fr13.1120 nightsTh03.12567 €Sa14.1114 nightsSa28.11466 €
Prices last checked 03.09.2026
Quick overview
Best prices 8–14 nights
Su18.108 nightsMo26.10407 €Fr13.1113 nightsTh26.11407 €Th19.118 nightsFr27.11407 €
Best prices 15+ nights
Sa17.1019 nightsTh05.11407 €Su18.1016 nightsTu03.11407 €We11.1115 nightsTh26.11407 €
How long can you get away for?
September 2026from 673 €
October 2026from 407 €from 407 €from 407 €
Fr02.1018 nightsTu20.10657 €Su04.108 nightsMo12.10616 €Su04.1017 nightsWe21.10616 €Mo05.108 nightsTu13.10616 €Tu06.1014 nightsTu20.10657 €Tu06.1015 nightsWe21.10657 €Tu06.1016 nightsTh22.10657 €Fr09.1013 nightsTh22.10646 €Sa10.1010 nightsTu20.10535 €Su11.1010 nightsWe21.10458 €Su11.1013 nightsSa24.10458 €Tu13.1016 nightsTh29.10458 €Th15.1014 nightsTh29.10458 €Th15.1018 nightsMo02.11458 €Fr16.1019 nightsWe04.11558 €Fr16.1020 nightsTh05.11558 €Sa17.1019 nightsTh05.11407 €Su18.108 nightsMo26.10407 €Su18.1016 nightsTu03.11407 €Tu20.109 nightsTh29.10458 €We21.1014 nightsWe04.11458 €We21.1022 nightsTh12.11458 €Th22.108 nightsFr30.10515 €Th22.1019 nightsTu10.11458 €Fr23.1010 nightsMo02.11538 €Fr23.1011 nightsTu03.11477 €Fr23.1013 nightsTh05.11477 €Fr23.1018 nightsTu10.11476 €Sa24.109 nightsMo02.11633 €Sa24.1010 nightsTu03.11576 €Tu27.1016 nightsTh12.11414 €
November 2026from 407 €from 407 €from 407 €
Su01.1110 nightsWe11.11515 €Su01.1111 nightsTh12.11516 €We04.1112 nightsMo16.11647 €Fr06.118 nightsSa14.11558 €Fr06.1112 nightsWe18.11559 €Fr06.1113 nightsTh19.11603 €Fr06.1115 nightsSa21.11570 €Fr06.1121 nightsFr27.11558 €We11.1115 nightsTh26.11407 €Th12.1118 nightsMo30.11407 €Fr13.1113 nightsTh26.11407 €Fr13.1114 nightsFr27.11414 €Fr13.1120 nightsTh03.12414 €Su15.1115 nightsMo30.11414 €Su15.1119 nightsFr04.12414 €Th19.118 nightsFr27.11407 €Fr20.1112 nightsWe02.12407 €Fr20.1119 nightsWe09.12407 €Su22.1111 nightsTh03.12415 €Su22.1116 nightsTu08.12415 €Tu24.118 nightsWe02.12407 €Tu24.1113 nightsMo07.12407 €Tu24.1114 nightsTu08.12407 €We25.1116 nightsFr11.12616 €Th26.1111 nightsMo07.12407 €Sa28.1112 nightsTh10.12439 €Su29.118 nightsMo07.12427 €
December 2026from 407 €from 514 €from 407 €
Fr04.1211 nightsTu15.12566 €Fr04.1219 nightsWe23.12646 €Su06.1217 nightsWe23.12646 €Su06.1219 nightsFr25.12535 €Su06.1220 nightsSa26.12414 €Tu08.1221 nightsTu29.12407 €We09.1214 nightsWe23.12646 €Th10.1218 nightsMo28.12414 €Fr11.1210 nightsMo21.12646 €Fr11.1212 nightsWe23.12646 €Fr11.1218 nightsTu29.12414 €Sa12.1216 nightsMo28.12407 €Th17.1212 nightsTu29.12514 €Th17.1215 nightsFr01.01659 €Sa19.1210 nightsTu29.12646 €Su20.1215 nightsMo04.01630 €Su20.1222 nightsMo11.01522 €Tu22.129 nightsTh31.12602 €Tu22.1219 nightsSu10.01628 €Th24.1220 nightsWe13.01621 €Fr25.1211 nightsTu05.01678 €Fr25.1213 nightsTh07.01621 €Tu29.1220 nightsMo18.01539 €Th31.1220 nightsWe20.01621 €
January 2027from 410 €from 410 €from 410 €
Th07.0112 nightsTu19.01690 €Th07.0119 nightsTu26.01689 €Tu12.0113 nightsMo25.01539 €Fr15.0110 nightsMo25.01621 €Sa16.0111 nightsWe27.01662 €Sa16.0118 nightsWe03.02662 €We20.0113 nightsTu02.02539 €Su24.019 nightsTu02.02462 €Su24.0116 nightsTu09.02462 €Su24.0120 nightsSa13.02462 €Mo25.0115 nightsTu09.02410 €Fr29.0112 nightsWe10.02462 €Fr29.0119 nightsWe17.02462 €Sa30.0118 nightsWe17.02410 €Su31.0110 nightsWe10.02410 €Su31.0117 nightsWe17.02410 €
February 2027from 410 €from 410 €from 410 €
Tu02.0222 nightsWe24.02410 €Fr05.0211 nightsTu16.02410 €Fr05.0220 nightsTh25.02498 €Su07.0217 nightsWe24.02435 €Tu09.0217 nightsFr26.02462 €Tu09.0218 nightsSa27.02462 €Tu09.0220 nightsMo01.03462 €Tu09.0221 nightsTu02.03410 €Fr12.0212 nightsWe24.02410 €Fr12.0220 nightsTh04.03462 €Su14.0215 nightsMo01.03462 €Mo15.0221 nightsMo08.03414 €Tu16.0214 nightsTu02.03414 €We17.028 nightsTh25.02624 €Th18.0219 nightsTu09.03462 €Fr19.0212 nightsWe03.03477 €Su21.0215 nightsMo08.03489 €Su21.0216 nightsTu09.03489 €Tu23.0221 nightsTu16.03414 €Th25.0213 nightsWe10.03415 €Th25.0221 nightsTh18.03414 €Fr26.0212 nightsWe10.03419 €Fr26.0218 nightsTu16.03419 €Fr26.0219 nightsWe17.03414 €Sa27.0220 nightsFr19.03414 €Su28.028 nightsMo08.03415 €
March 2027from 410 €from 410 €from 514 €
Tu02.0322 nightsWe24.03539 €Th04.0313 nightsWe17.03419 €Th04.0320 nightsWe24.03566 €Fr05.0320 nightsTh25.03514 €Su07.0311 nightsTh18.03415 €Su07.0317 nightsWe24.03559 €Su07.0320 nightsSa27.03580 €Tu09.038 nightsWe17.03410 €Tu09.0314 nightsTu23.03559 €Tu09.0316 nightsTh25.03539 €Tu09.0318 nightsSa27.03580 €We10.039 nightsFr19.03410 €Th11.0318 nightsMo29.03539 €Su14.0310 nightsWe24.03689 €Tu16.0311 nightsSa27.03515 €Tu16.0322 nightsWe07.04539 €We17.0320 nightsTu06.04689 €Th18.0314 nightsTh01.04464 €Th18.0318 nightsMo05.04539 €Fr19.0310 nightsMo29.03539 €Fr19.0311 nightsTu30.03539 €Tu23.0316 nightsTh08.04550 €Th25.0313 nightsWe07.04645 €Th25.0318 nightsMo12.04645 €Fr26.0311 nightsTu06.04689 €Mo29.0313 nightsSu11.04689 €We31.0319 nightsMo19.04674 €We31.0321 nightsWe21.04603 €
Good tip
Don’t rule out the grey-priced dates – the gap to the cheapest fare is often under €30. Flexible dates always get the best result.
Prices last checked 27.08.2026
Quick overview
Best prices 8–14 nights
Su11.108 nightsMo19.10399 €Su11.1010 nightsWe21.10399 €Su11.1014 nightsSu25.10399 €
Best prices 15+ nights
Mo12.1015 nightsTu27.10399 €Su18.1015 nightsMo02.11399 €Su08.1117 nightsWe25.11399 €
How long can you get away for?
October 2026from 399 €from 399 €from 399 €
Sa03.1010 nightsTu13.10525 €Su04.1014 nightsSu18.10473 €We07.1019 nightsMo26.10489 €Su11.108 nightsMo19.10399 €Su11.1010 nightsWe21.10399 €Su11.1014 nightsSu25.10399 €Mo12.109 nightsWe21.10399 €Mo12.1013 nightsSu25.10399 €Mo12.1015 nightsTu27.10399 €Tu13.108 nightsWe21.10399 €Tu13.1012 nightsSu25.10399 €Tu13.1014 nightsTu27.10399 €Th15.1012 nightsTu27.10464 €Su18.109 nightsTu27.10399 €Su18.1012 nightsFr30.10436 €Su18.1014 nightsSu01.11399 €Su18.1015 nightsMo02.11399 €Mo19.108 nightsTu27.10399 €Mo19.1011 nightsFr30.10436 €Mo19.1013 nightsSu01.11399 €Mo19.1014 nightsMo02.11399 €Tu20.1010 nightsFr30.10436 €Tu20.1012 nightsSu01.11399 €Tu20.1013 nightsMo02.11399 €
November 2026from 399 €from 399 €from 399 €
Th05.118 nightsFr13.11399 €Th05.1110 nightsSu15.11399 €Su08.1117 nightsWe25.11399 €Mo09.1113 nightsSu22.11399 €Mo09.1114 nightsMo23.11399 €Mo09.1115 nightsTu24.11399 €Tu10.1121 nightsTu01.12399 €We11.1113 nightsTu24.11399 €Th12.118 nightsFr20.11523 €Th12.1117 nightsSu29.11399 €Fr13.1111 nightsTu24.11399 €Su15.1110 nightsWe25.11399 €Mo16.1111 nightsFr27.11399 €Tu17.1114 nightsTu01.12399 €Tu17.1118 nightsSa05.12399 €Tu17.1119 nightsSu06.12399 €We18.1113 nightsTu01.12399 €Fr20.1114 nightsFr04.12399 €Mo23.1120 nightsSu13.12489 €Th26.1111 nightsMo07.12399 €Th26.1113 nightsWe09.12399 €Fr27.1111 nightsTu08.12503 €Fr27.1116 nightsSu13.12489 €Su29.1111 nightsTh10.12683 €Mo30.1112 nightsSa12.12556 €Mo30.1113 nightsSu13.12509 €
December 2026from 399 €from 399 €from 399 €
Sa05.129 nightsMo14.12489 €Su06.1215 nightsMo21.12751 €Tu08.128 nightsWe16.12661 €Tu08.1220 nightsMo28.12452 €We09.1212 nightsMo21.12751 €Th10.1210 nightsSu20.12701 €Th10.1211 nightsMo21.12751 €Fr11.129 nightsSu20.12701 €Fr11.1214 nightsFr25.12399 €Fr11.1216 nightsSu27.12462 €Fr11.1218 nightsTu29.12399 €Mo14.128 nightsTu22.12612 €Mo14.1210 nightsTh24.12436 €Mo14.1214 nightsMo28.12436 €Mo14.1215 nightsTu29.12399 €Th17.1210 nightsSu27.12523 €Th17.1213 nightsWe30.12486 €Th17.1218 nightsMo04.01553 €Th17.1221 nightsTh07.01462 €Sa19.1221 nightsSa09.01564 €Mo21.129 nightsWe30.12554 €Mo21.1214 nightsMo04.01617 €Su27.1215 nightsMo11.01436 €Su27.1219 nightsFr15.01436 €Su27.1221 nightsSu17.01436 €Mo28.1212 nightsSa09.01489 €Th31.1212 nightsTu12.01475 €
January 2027from 399 €from 399 €from 399 €
Mo04.0114 nightsMo18.01716 €Mo04.0115 nightsTu19.01806 €Mo04.0117 nightsTh21.01653 €Th07.0111 nightsMo18.01399 €Th07.0112 nightsTu19.01499 €Th07.0118 nightsMo25.01399 €Fr08.0110 nightsMo18.01399 €Sa09.019 nightsMo18.01399 €Su10.018 nightsMo18.01399 €Su10.0114 nightsSu24.01399 €Mo11.0113 nightsSu24.01436 €Mo11.0121 nightsMo01.02436 €Tu12.0121 nightsTu02.02598 €We13.0113 nightsTu26.01598 €Th14.0119 nightsTu02.02503 €Sa16.0114 nightsSa30.01399 €Su17.0112 nightsFr29.01399 €Th21.0110 nightsSu31.01399 €Th21.0115 nightsFr05.02399 €Th21.0118 nightsMo08.02399 €Fr22.018 nightsSa30.01399 €Fr22.0111 nightsTu02.02503 €Su24.019 nightsTu02.02503 €Mo25.0111 nightsFr05.02399 €Mo25.0121 nightsMo15.02399 €Sa30.019 nightsMo08.02399 €Su31.0116 nightsTu16.02503 €
February 2027from 399 €from 399 €from 399 €
Tu02.0217 nightsFr19.02413 €Su07.0214 nightsSu21.02399 €Su07.0216 nightsTu23.02399 €Mo08.0213 nightsSu21.02399 €Mo08.0215 nightsTu23.02399 €Mo08.0218 nightsFr26.02399 €Th11.028 nightsFr19.02399 €Th11.0217 nightsSu28.02399 €Sa13.0210 nightsTu23.02403 €Su14.0210 nightsWe24.02503 €Su14.0216 nightsTu02.03399 €Su14.0219 nightsFr05.03399 €Th18.0211 nightsMo01.03399 €Th18.0214 nightsTh04.03399 €Fr19.0216 nightsSu07.03399 €Sa20.0217 nightsTu09.03503 €Mo22.0212 nightsSa06.03399 €Mo22.0214 nightsMo08.03399 €Mo22.0220 nightsSu14.03399 €Tu23.0212 nightsSu07.03399 €Tu23.0213 nightsMo08.03399 €Th25.0211 nightsMo08.03399 €Th25.0213 nightsWe10.03503 €Th25.0217 nightsSu14.03399 €Fr26.0218 nightsTu16.03503 €Su28.0218 nightsTh18.03436 €
March 2027from 399 €from 399 €from 399 €
We03.0318 nightsSu21.03759 €Th04.0312 nightsTu16.03503 €Fr05.0318 nightsTu23.03778 €Su07.038 nightsMo15.03399 €Su07.039 nightsTu16.03503 €Su07.0310 nightsWe17.03566 €Fr12.0310 nightsMo22.03673 €Fr12.0314 nightsFr26.03673 €Fr12.0318 nightsTu30.03673 €Mo15.0311 nightsFr26.03673 €Tu16.0314 nightsTu30.03813 €Tu16.0321 nightsTu06.04413 €Th18.0314 nightsTh01.04673 €Th18.0319 nightsTu06.04399 €Fr19.0314 nightsFr02.04951 €Su21.039 nightsTu30.03951 €Su21.0315 nightsMo05.04838 €Su21.0316 nightsTu06.04673 €Mo22.0312 nightsSa03.04951 €Sa27.039 nightsMo05.04838 €Sa27.0311 nightsWe07.04710 €Su28.0312 nightsFr09.04673 €Su28.0314 nightsSu11.04673 €Mo29.0312 nightsSa10.04823 €Tu30.0321 nightsTu20.04673 €We31.0314 nightsWe14.04673 €
Good tip
Don’t rule out the grey-priced dates – the gap to the cheapest fare is often under €30. Flexible dates always get the best result.
Deal historyGood price: under €450
Best ever €324 (Sep 2026)
A good price is under €450 return.