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Southwest Airlines to Chicago

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Southwest Airlines to Chicago

Southwest Airlines to Chicago cheap flights

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  • Round-trip
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Southwest Airlines to Chicago Flight schedule

Flight info.
Departure
Arrival
Weekly Schedule
  1. WN2078

    05:35

    BNA

    1.5h

    Direct

    07:05

    MDW

    SMTWTFS
  2. WN3634

    06:00

    DEN

    2.4h

    Direct

    09:25

    ORD

    SMTWT-S
  3. WN2636

    06:00

    DEN

    2.3h

    Direct

    09:20

    MDW

    -MT--F-
  4. WN4920

    06:30

    LGA

    2.4h

    Direct

    07:55

    MDW

    SMTWT-S
  5. WN3085

    06:55

    DCA

    2.1h

    Direct

    08:00

    MDW

    SMTWTFS
  6. WN2119

    07:35

    BNA

    1.5h

    Direct

    09:05

    MDW

    SMTWTFS
  7. WN692

    07:50

    DEN

    2.3h

    Direct

    11:10

    MDW

    S--WTF-
  8. WN941

    08:25

    DEN

    2.4h

    Direct

    11:50

    ORD

    SMTWT--
  9. WN3086

    09:30

    DCA

    2.1h

    Direct

    10:35

    MDW

    SMTWTFS
  10. WN719

    10:40

    DEN

    3.9h

    Direct

    15:35

    MDW

    SMTWTFS
  11. WN2503

    11:10

    DEN

    2.3h

    Direct

    14:30

    MDW

    SMTWTFS
  12. WN3087

    12:00

    DCA

    2.0h

    Direct

    13:00

    MDW

    SMTWT-S
  13. WN1130

    13:30

    DEN

    2.5h

    Direct

    17:00

    ORD

    -----FS
  14. WN3624

    14:40

    BNA

    1.8h

    Direct

    16:25

    ORD

    SMTWTFS
  15. WN1603

    17:55

    DEN

    2.4h

    Direct

    21:20

    MDW

    SMTWT--
  16. WN6141

    19:00

    DCA

    2.0h

    Direct

    20:00

    MDW

    SMTWTFS
  17. WN3625

    19:45

    BNA

    1.8h

    Direct

    21:30

    ORD

    SMTWT--
  18. WN2302

    21:15

    DCA

    1.9h

    Direct

    22:10

    MDW

    SMTWT-S
  19. WN3100

    21:20

    DEN

    2.3h

    Direct

    00:40

    MDW

    S--WT--
  20. WN4967

    21:40

    LGA

    2.4h

    Direct

    23:05

    MDW

    SMTWT-S
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Hotels in Chicago

Hotels near Chicago

4.3/5Excellent106 Reviews
River North Chicago|1.26km from downtown
It was a very relaxed day and night. The service was very nice everybody was so welcoming. The breakfast was not that good for the price I made with the night of the hotel. Coffee was watery
FromSGD 207
4.3/5Excellent106 Reviews
Streeterville Chicago|1.83km from downtown
Overall: We had a great time staying in this hotel. Would recommend to all family & friends (+) Location: Good. Walking distance between 10-15mins to Michigan Ave, Riverwalk, & places of interest. A supermarket next door & Whole Food Market around the corner. Took 10 mins cab ride from Union train Station to the hotel. Staff: Friendly, polite, helpful staffs. Room Amenities: clean, comfy beds, complete with toiletries, coffee maker, fridge, iron, hairdryer. (-) No microwave & no drinking water bottle provided. Unless there’s water dispenser provide at corridor which were unaware. Was looking for signage.
FromSGD 208
4.1/5Very Good113 Reviews
Chicago Loop Chicago|0.54km from downtown
The hotel is in a great location! Close to main attractions and lots of restaurants! Main staff was not very friendly. Hotel is beautiful when you enter. Rooms are very old and need updating. The toilet in my bathroom had a corroded tank and a broken lever. That was a bit frustrating. Bed was very hard!! Room was very cold! Only one thermostat for the entire hotel. There is no individual thermostat in each room. Had to ask for extra blankets. They did provide that for me. The fitness room is very nice! Every thing you need to have a really good workout! They indicated they are in the process of renovating rooms. They’ve just not completed that project yet. I would stay there again if the price was right. Hopefully next time I’ll get an updated room!
FromSGD 154
4.1/5Very Good124 Reviews
Streeterville Chicago|1.95km from downtown
I visited the Warwick Allerton with a group of friends over a three night stay. The hotel is older, in the midst of a remodel. Our room was fine, appeared to be remodeled. It was clean, comfortable bed and furniture. Housekeeping had to be scheduled and we ran out of toilet paper before the scheduled service. Additionally our wifi was continually disconnecting. Alicia from the front desk offered to come up to our room, reset our wifi and delivered 2 rolls of toilet paper. She arrived within minutes of me talking to her. She was friendly and very helpful. The hotel charges a $15.00 daily service fee. The restaurant was closed for remodeling and there was no food on the premises. There may have been a gym, which we did not use. I fail to see the benefits of the facility fee and would rather just have the room charge be higher if the hotel needs to make a higher profit on the rooms. The hotel is in a good location for shopping and restaurants. The valet service was also efficient.
FromSGD 143

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