Cheap Flights from Chicago to East Coast

View €140 flight on Wed, 10 Sep 2025Opens in a new window

Popular airlines from Chicago to East Coast

  • American Airlines

    American Airlines

  • Copa

    Copa

  • United

    United

  • Delta

    Delta

  • Air Canada

    Air Canada

  • JetBlue Airways

    JetBlue Airways

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 15% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap flights from Chicago to East Coast (CHI-SDQ)

Prices were available within the past 7 days and start at €140 for one-way flights and €313 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, 17 Aug - Tue, 26 Aug
ORD
Chicago
PUJ
Punta Cana
€313 Return, found 6 days ago
€313
Return
found 6 days ago
Select American Airlines flight, departing Sun, 17 Aug from Chicago to Punta Cana, returning Tue, 26 Aug, priced at €313 found 6 days ago
American Airlines
Sun, 17 Aug - Tue, 26 Aug
ORD
Chicago
PUJ
Punta Cana
€313 Return, found 6 days ago
€313
Return
found 6 days ago
Select American Airlines flight, departing Sun, 17 Aug from Chicago to Punta Cana, returning Tue, 26 Aug, priced at €313 found 6 days ago
Delta
Wed, 10 Sep - Sat, 13 Sep
ORD
Chicago
PUJ
Punta Cana
€354 Return, found 1 day ago
€354
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Sep from Chicago to Punta Cana, returning Sat, 13 Sep, priced at €354 found 1 day ago
Copa
Wed, 10 Sep - Sat, 13 Sep
ORD
Chicago
PUJ
Punta Cana
€361 Return, found 1 day ago
€361
Return
found 1 day ago
Select Copa flight, departing Wed, 10 Sep from Chicago to Punta Cana, returning Sat, 13 Sep, priced at €361 found 1 day ago
United
Sun, 17 Aug - Tue, 26 Aug
ORD
Chicago
PUJ
Punta Cana
€361 Return, found 6 days ago
€361
Return
found 6 days ago
Select United flight, departing Sun, 17 Aug from Chicago to Punta Cana, returning Tue, 26 Aug, priced at €361 found 6 days ago
JetBlue Airways
Wed, 10 Sep - Sat, 13 Sep
ORD
Chicago
PUJ
Punta Cana
€379 Return, found 1 day ago
€379
Return
found 1 day ago
Select JetBlue Airways flight, departing Wed, 10 Sep from Chicago to Punta Cana, returning Sat, 13 Sep, priced at €379 found 1 day ago

Find the cheapest month to fly from Chicago (CHI) to Punta Cana (PUJ)

January is typically the cheapest month to fly

From €179 - €473 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.